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  • D & D's  Place - All Season Beauty Quiet or Adventure, it's Here!
    From $194 per night (USD)

    VRBO

    D & D's Place - All Season Beauty Quiet or Adventure, it's Here!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The home is located in "CATSKILL PARK", only five mile away from the #1 most visited state park in New York, "NORTH SOUT ...

    From $194 per night (USD)

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  • THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
    From $938 per night (USD)

    Expedia

    THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    18

    Have you ever dreamed of stepping into a fairy tale? Come experience the magic of our log house, where fairy tale dreams ...

    From $938 per night (USD)

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    Details
  • LOG CABIN CHALET w/NEW 6-PERSON HOT TUB near Kaaterskill Falls & NoLakeSoLakeSo
    From $936 per night (USD)

    VRBO

    LOG CABIN CHALET w/NEW 6-PERSON HOT TUB near Kaaterskill Falls & NoLakeSoLakeSo

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Unlock the front door and watch your vacation dreams unfold. This sophisticated mountain home, 7 miles from Hunter, is s ...

    From $936 per night (USD)

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    Details
  • THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
    From $726 per night (USD)

    Expedia

    THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Every room in this lakefront modern cabin is designed to make you feel embraced by nature, boasting breathtaking views o ...

    From $726 per night (USD)

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  • 5 Bedroom Mountain Oasis
    From $491 per night (USD)

    VRBO

    5 Bedroom Mountain Oasis

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    This cozy 5 bedroom, 5-acre mountain house boasts all the home comforts and amenities plus the charm of the Catskills. T ...

    From $491 per night (USD)

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  • ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
    From $1183 per night (USD)

    Expedia

    ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Welcome to your Windham Retreat! Enjoy incredibly easy access to some of the best skiing in New York. This home has all ...

    From $1183 per night (USD)

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  • Mid-Century Artist Cottage
    From $332 per night (USD)

    VRBO

    Mid-Century Artist Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Experience the Catskills in our mid-century home located in this hamlet of Woodstock. Close to downtown to enjoy Woodsto ...

    From $332 per night (USD)

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    Details
  • Red Barn Catskills Retreat - Near Hunter & Windham
    From $572 per night (USD)

    VRBO

    Red Barn Catskills Retreat - Near Hunter & Windham

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    This is a quiet mountaintop area with many parks, waterfalls, adventure, hiking, biking, fishing, skiing, snow-tubing, r ...

    From $572 per night (USD)

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    Details
  • NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
    From $2115 per night (USD)

    VRBO

    NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Unit 1: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...

    From $2115 per night (USD)

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    Details
  • 4 Mi to Windham Mtn: Immaculate Summer Getaway
    From $313 per night (USD)

    Expedia

    4 Mi to Windham Mtn: Immaculate Summer Getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Ample Outdoor Space | 2 Mi to Windham Golf Club | Near Colgate Lake Just minutes from Windham, NY, this pristine 2-bedr ...

    From $313 per night (USD)

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  • Pet-Friendly New York Cabin w/ Hot Tub & Game Room
    From $489 per night (USD)

    VRBO

    Pet-Friendly New York Cabin w/ Hot Tub & Game Room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    - 2,200 Sq Ft - Hiking Nearby Privacy and spectacular views make this cabin a must-stay! The 4-bed, 3-bath vacation re ...

    From $489 per night (USD)

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  • Bear Cottage Is Close To Everything You Want In The Catskills.
    From $202 per night (USD)

    VRBO

    Bear Cottage Is Close To Everything You Want In The Catskills.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The cottage is thoroughly cleaned and disinfected after every visit. We use natural products on food prep areas and for ...

    From $202 per night (USD)

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    Details
  • Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
    From $354 per night (USD)

    VRBO

    Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Monthly rentals available for summer 2025. Please message me with questions. While weekends are popular I offer larger d ...

    From $354 per night (USD)

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  • Private Modern Spacious Home by Hunter Mountain
    From $543 per night (USD)

    VRBO

    Private Modern Spacious Home by Hunter Mountain

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the beautiful house ,the house building in 2004 ,very young,private drive way off the main st .super fast WiF ...

    From $543 per night (USD)

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    Details
  • Woodstock Historic Artist Estate - The Carriage House
    From $393 per night (USD)

    VRBO

    Woodstock Historic Artist Estate - The Carriage House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped ...

    From $393 per night (USD)

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    Details
  • Private 7-Acre Retreat: On-Site Pond, Streams
    From $288 per night (USD)

    Expedia

    Private 7-Acre Retreat: On-Site Pond, Streams

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Seeking some peace and quiet? You’ll find it all, plus stunning views and outdoor entertainment, at this Jewett vacation ...

    From $288 per night (USD)

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    Details
  • 5 mins to Belleayre Ski! Relax in Hot tub and turn on massage jets!  Pets free!
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    VRBO

    5 mins to Belleayre Ski! Relax in Hot tub and turn on massage jets! Pets free!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ☞ We are now offering 20% off weekdays until December, please book now! We are new to VRBO but have been operating as a ...

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  • Hunter Mountain get away!
    From $243 per night (USD)

    Expedia

    Hunter Mountain get away!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Hunter mountain get away! Hunter Mountain Hunter Highlands Condominium. The Condo at Hunter Highlands is walking distan ...

    From $243 per night (USD)

    Expedia

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  • Artists cottage on preserved land
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    VRBO

    Artists cottage on preserved land

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    A very special Woodstock artists cottage that sits right on preserved land, with open views and big sky. Thorn Preser ...

    Click For Pricing

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  • HUNTER MOUNTAIN HAVEN Ski On / Ski Off 2 Bdrm Condo with SAUNA and Fireplace
    From $378 per night (USD)

    VRBO

    HUNTER MOUNTAIN HAVEN Ski On / Ski Off 2 Bdrm Condo with SAUNA and Fireplace

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Enjoy the Comfort of this Beautifully Renovated Unique Escape. Beautifully Decorated & Filled with Lots of Extras to Max ...

    From $378 per night (USD)

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    Details
  • Walk to Hunter Mtn. Condo, Pvt Deck  a 2 Bedroom 2 Bath with Sauna.
    From $235 per night (USD)

    VRBO

    Walk to Hunter Mtn. Condo, Pvt Deck a 2 Bedroom 2 Bath with Sauna.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    All that I can say is that it is a Comfortable Place which my Family an I enjoy an are willing to share it with you! In ...

    From $235 per night (USD)

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    Details
  • Beautiful Hunter Mountain Four Season House-Hot Tub, Bar Room, Gym, Views
    From $886 per night (USD)

    Expedia

    Beautiful Hunter Mountain Four Season House-Hot Tub, Bar Room, Gym, Views

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    20

    Welcome to Hunter Mountain's four season retreat with 7BR and amazing mountain views! This newly renovated home is perfe ...

    From $886 per night (USD)

    Expedia

    Details
  • WINDHAM HOME SLEEPS 10 - 1 MILE TO SLOPES !
    From $510 per night (USD)

    VRBO

    WINDHAM HOME SLEEPS 10 - 1 MILE TO SLOPES !

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    11

    Location, Location, Location - This conveniently located home has you positioned close to all Windham has to offer. 1 mi ...

    From $510 per night (USD)

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    Details
  • Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
    From $489 per night (USD)

    Expedia

    Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    * Just 5-15 mins to 6 major hiking trails. * Your back door opens straight onto an amazing Mount Sherrill view! * Enj ...

    From $489 per night (USD)

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    Details
  • Catskill Mountains Lakeside Cabin in the Catskill  Preserve
    From $212 per night (USD)

    VRBO

    Catskill Mountains Lakeside Cabin in the Catskill Preserve

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    2

    Beautiful lakeside cabin in the secluded Western Catskills on private Lake in the woods. Updated amenities and new bathr ...

    From $212 per night (USD)

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    Details
  • 7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf
    From $925 per night (USD)

    Expedia

    7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    20

    Welcome to “The Bobcat Lodge” located in beautiful Hunter NY. This stunning contemporary home is situated on the lake an ...

    From $925 per night (USD)

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  • A Retreat @ Hudson Woods With Pool & Hot Tub
    From $1145 per night (USD)

    VRBO

    A Retreat @ Hudson Woods With Pool & Hot Tub

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    A Retreat @ Hudson Woods is a luxury oasis nestled in the private woods of Kerhonkson. Nearby breweries, farms, and fin ...

    From $1145 per night (USD)

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  • A Retreat @ Hudson Woods: Pond House
    From $348 per night (USD)

    Expedia

    A Retreat @ Hudson Woods: Pond House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A Retreat @ Hudson Woods is a luxury oasis nestled in the private woods of Kerhonkson. Nearby breweries, farms, and fin ...

    From $348 per night (USD)

    Expedia

    Details
  • Modern Home + C M Y K Motel on 10 acres in Phoenicia
    From $1778 per night (USD)

    VRBO

    Modern Home + C M Y K Motel on 10 acres in Phoenicia

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    18

    The entire property is yours! This is a private home for you and your guests only. A colorful Catskills escape for grou ...

    From $1778 per night (USD)

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    Details
  • Family friendly townhouse minutes from Hunter Mountain!
    From $281 per night (USD)

    Expedia

    Family friendly townhouse minutes from Hunter Mountain!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    It’s all about location!!! Just a 3 minute car ride to Hunter Mountain ski lodge where you can enjoy skiing and snowboa ...

    From $281 per night (USD)

    Expedia

    Details
  • Upstate Kerhonkson Cottage on 2 acres w/ firepit and covered patio to guesthouse
    From $492 per night (USD)

    VRBO

    Upstate Kerhonkson Cottage on 2 acres w/ firepit and covered patio to guesthouse

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A little piece of heaven. Bright and airy little one-story cottage, 3 bedroom, 2 bath (in the warm months, 1 bath in the ...

    From $492 per night (USD)

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    Details
  • Unique Woodstock House with Swimming Pool - walk to town
    From $476 per night (USD)

    Expedia

    Unique Woodstock House with Swimming Pool - walk to town

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Secluded on a private lane. 1800 square feet of over 2 acres of custom stonework, gardens bursting with flowers and a f ...

    From $476 per night (USD)

    Expedia

    Details
  • Tranquil Cozy Retreat: Views, Brook, Fire Pit, Ski, Hunter, Windham
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    VRBO

    Tranquil Cozy Retreat: Views, Brook, Fire Pit, Ski, Hunter, Windham

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape to the serene beauty of the Catskills and immerse yourself in the tranquility of our charming Jewett Cabin. This ...

    Click For Pricing

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  • Quaint Woodstock Escape - 2 Mi to Tinker St!
    From $446 per night (USD)

    Expedia

    Quaint Woodstock Escape - 2 Mi to Tinker St!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Highlighted by its spacious grounds and close proximity to restaurants, entertainment, and shopping, this secluded Woods ...

    From $446 per night (USD)

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  • The Catskills Experience - No Car Needed
    From $273 per night (USD)

    VRBO

    The Catskills Experience - No Car Needed

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    When you truly want to get away from it all, come experience the wilderness of the Catskills. We're nestled next to 30k ...

    From $273 per night (USD)

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  • Cabin 85 - 2bd rooms w/ 2 lofty chic spaces
    From $257 per night (USD)

    Expedia

    Cabin 85 - 2bd rooms w/ 2 lofty chic spaces

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    9

    Newly remodeled two bedrooms, two lofts ( 6x Comfy beds) and two bath... 1984 restored / reclaimed cabin set on a small ...

    From $257 per night (USD)

    Expedia

    Details
  • Fall Foliage Getaway!
    From $561 per night (USD)

    VRBO

    Fall Foliage Getaway!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Recently featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCent ...

    From $561 per night (USD)

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  • Log Cabin Near Hunter Mountain
    From $314 per night (USD)

    Expedia

    Log Cabin Near Hunter Mountain

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    My beautiful log cabin is one mile from the busy area in Hunter with the view of the new ski slopes on the mountain. Co ...

    From $314 per night (USD)

    Expedia

    Details
  • Hunter Mountain Getaway House, newly renovated
    From $330 per night (USD)

    VRBO

    Hunter Mountain Getaway House, newly renovated

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    A beautiful two story house designed to take you on your next getaway! This house is conveniently located on the bottom ...

    From $330 per night (USD)

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  • The Cabin @ Park Hill
    From $417 per night (USD)

    Expedia

    The Cabin @ Park Hill

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Nestled in the Catskills Mountains, this bright, modern cabin is here to experience all nature has to offer. The ultimat ...

    From $417 per night (USD)

    Expedia

    Details
  • Hunter Mountain Retreat - Newly Renovated
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    Hunter Mountain Retreat - Newly Renovated

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy this large family home that is newly renovated. Slow down and enjoy time with family and friends in this spacious ...

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    Details
  • On the Mountain in Windham,  New York in the Catskills
    From $203 per night (USD)

    Expedia

    On the Mountain in Windham, New York in the Catskills

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    4 bedroom, 2 1/2 bath home with renovated kitchen and new baths. Outdoor deck with beautiful views. Master Bedroom wit ...

    From $203 per night (USD)

    Expedia

    Details
  • Gorgeous & Cozy Mountain View with Wood Stove! Ski / Hiking / Wi-Fi / Pool
    From $347 per night (USD)

    VRBO

    Gorgeous & Cozy Mountain View with Wood Stove! Ski / Hiking / Wi-Fi / Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    **NEW! NO CLEANING Fee** Welcome to your amazing Catskills retreat in Hunter, NY! Marvel at the prime location with spe ...

    From $347 per night (USD)

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  • Sunny Arts & Crafts Loft
    From $118 per night (USD)

    Expedia

    Sunny Arts & Crafts Loft

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Trout season opened 4/1. Spring hiking is awesome. Book now for prime summer dates. Explore fun towns like Margaretvill ...

    From $118 per night (USD)

    Expedia

    Details
  • Exquisite Chalet by Ashokan water and Woodstock’s most scenic walks
    From $277 per night (USD)

    VRBO

    Exquisite Chalet by Ashokan water and Woodstock’s most scenic walks

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Exquisite Catskills-Woodstock chalet for 6, located on a very private lane but in the heart of the Catskills, 10 min fro ...

    From $277 per night (USD)

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    Details
  • Mountain Farmhouse (The Lorca, Catskills) - 10 min to Belleayre, 25 min Windham
    From $268 per night (USD)

    Expedia

    Mountain Farmhouse (The Lorca, Catskills) - 10 min to Belleayre, 25 min Windham

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Our Catskills mountain home has four bedrooms, two fireplaces, and an expansive meadow and forest, with fire pits. The i ...

    From $268 per night (USD)

    Expedia

    Details
  • Newly Renovated Cabin on the Mountain
    From $625 per night (USD)

    VRBO

    Newly Renovated Cabin on the Mountain

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Enjoy making memories in this Newly renovated Cozy Cabin in the Catskills. Beautiful mountain views with a wrap around d ...

    From $625 per night (USD)

    VRBO

    Details
  • Upstate Catskills Beautiful 1963 Vintage Camper \Rosa\
    From $199 per night (USD)

    Expedia

    Upstate Catskills Beautiful 1963 Vintage Camper \"Rosa\"

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy "Rosa" a renovated 1963 Shasta vintage camper in Livingston Manor, NY. This Catskill location is a little over 2 h ...

    From $199 per night (USD)

    Expedia

    Details
  • Catskills Beautiful 1964 Vintage Camper \Fannie\
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    Catskills Beautiful 1964 Vintage Camper \"Fannie\"

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Enjoy beautiful Fannie a 1964 Franklin vintage camper in Livingston Manor, NY. This Catskill location is a little over 2 ...

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  •  Beautiful new house 3/4  mile from Hunter Mountain
    From $671 per night (USD)

    Expedia

    Beautiful new house 3/4 mile from Hunter Mountain

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Come and enjoy the mountains all year round. The house is located in center of a village with walking distance to store ...

    From $671 per night (USD)

    Expedia

    Details
  • Upstate Catskills Beautiful 1978 Vintage Camper \Shirley\
    From $226 per night (USD)

    VRBO

    Upstate Catskills Beautiful 1978 Vintage Camper \"Shirley\"

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy beautiful Shirley a 1978 Dutchcraft vintage camper in Livingston Manor, NY. This Catskill location is a little ove ...

    From $226 per night (USD)

    VRBO

    Details
  • Above & beyond.  Perfect house for family, friends & fresh air.
    From $730 per night (USD)

    VRBO

    Above & beyond. Perfect house for family, friends & fresh air.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    After a complete renovation we are back and ready to host ! Our condo is perfect for families & friends looking for a gr ...

    From $730 per night (USD)

    VRBO

    Details
  • Catskill Chalet: Hunter Mtn Hideaway w/Hot Tub
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    Catskill Chalet: Hunter Mtn Hideaway w/Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. 🌳 Escape to our cozy Catskills chal ...

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  • Beautiful  House 1 Mile From Hunter Mountain
    From $656 per night (USD)

    Expedia

    Beautiful House 1 Mile From Hunter Mountain

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    15

    Come and enjoy the mountains and festivals all year round with your 14 closest friends. House sleep 15 guests. Walking d ...

    From $656 per night (USD)

    Expedia

    Details
  • Your Sunny Bungalow Awaits!
    From $176 per night (USD)

    VRBO

    Your Sunny Bungalow Awaits!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We are new to VRBO but are well reviewed on Airbnb! Nestled into a quiet through road that goes to some of the best hik ...

    From $176 per night (USD)

    VRBO

    Details
  • A Clean and Simple Retreat
    From $233 per night (USD)

    Expedia

    A Clean and Simple Retreat

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    A Clean and Simple Retreat Come find peace and relaxation at this simple country home. Located on a quiet road with easy ...

    From $233 per night (USD)

    Expedia

    Details
  • New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
    From $396 per night (USD)

    VRBO

    New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Location is everything! It is just a couple of miles from Woodstock village on a quiet dead-end road. Ashokan Reservoir ...

    From $396 per night (USD)

    VRBO

    Details
  • Hunter Lakefront House: Ski, Swim, Boat, Fish, Hike, Fire pit & Dog Friendly
    From $855 per night (USD)

    Expedia

    Hunter Lakefront House: Ski, Swim, Boat, Fish, Hike, Fire pit & Dog Friendly

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to Wanderlake...a dog friendly, lakefront cabin at the base of Hunter Mountain. May through September swim, boat ...

    From $855 per night (USD)

    Expedia

    Details
  • Apartment 3 - One Bedroom Rental in Tannersville - sleeps 3!
    From $215 per night (USD)

    VRBO

    Apartment 3 - One Bedroom Rental in Tannersville - sleeps 3!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This is a spacious one bedroom apartment with a kitchenette, living room with Roku TV (log into your own platforms), ele ...

    From $215 per night (USD)

    VRBO

    Details
  • Apartment 2 - Stylish Studio Vacation Rental in Tannersville
    From $197 per night (USD)

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    Apartment 2 - Stylish Studio Vacation Rental in Tannersville

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a stylish studio apartment with queen bed, kitchenette, cozy sitting area, electric fireplace, bathroom with bot ...

    From $197 per night (USD)

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  • Stunning Modern Barn minutes from Woodstock 21N-195
    From $466 per night (USD)

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    Stunning Modern Barn minutes from Woodstock 21N-195

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This beautiful 2,800 sq. ft house is stylish, comfortable, clean & clutter-free. Furnishings are a mix of modern & one-o ...

    From $466 per night (USD)

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  • Catskill Country House w/ Hot Tub Near Hiking
    From $284 per night (USD)

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    Catskill Country House w/ Hot Tub Near Hiking

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Welcome to Abeni House, our stylish mountain retreat. Here you can relax in the six-person hot tub or cedar bar ...

    From $284 per night (USD)

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  • Modern dreamy Hudson Valley home
    From $365 per night (USD)

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    Modern dreamy Hudson Valley home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Gorgeously renovated 3-bedroom home in the heart of the Catskills. Cook and recharge in the light-filled open kitchen, f ...

    From $365 per night (USD)

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  • \Sugar Mountain\ Is a brand new home with magical views and breathtaking sunsets
    From $583 per night (USD)

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    \"Sugar Mountain\" Is a brand new home with magical views and breathtaking sunsets

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This magical place gives the feeling of being in the middle of nowhere but yet is only 5 minutes to the village of Marga ...

    From $583 per night (USD)

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  • Reynolds House Inn - Motel Strip - 3
    From $215 per night (USD)

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    Reynolds House Inn - Motel Strip - 3

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Built in 1902 as a "tourist home" the Newly Renovated Reynolds House Main Building has 7 decorated guest rooms all with ...

    From $215 per night (USD)

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  • Ultra modern getaway with pool and poolhouse in upstate New York
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    Ultra modern getaway with pool and poolhouse in upstate New York

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    A beautiful modern home in the Catskills, exactly 2 hours away from New York City, with a heated saltwater swimming pool ...

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  • Never Lonesome Woodland Valley: Cozy 2bd Cottage!
    From $223 per night (USD)

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    Never Lonesome Woodland Valley: Cozy 2bd Cottage!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Older house w/quirks PLEASE READ DETAILS Lovely cottage in gorgeous Woodland Valley. Our 2 bd 1 ba house has all you nee ...

    From $223 per night (USD)

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  • Never Lonesome Hunter: Smart 4bd Getaway near Mtn
    From $241 per night (USD)

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    Never Lonesome Hunter: Smart 4bd Getaway near Mtn

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Everything you need for a great stay in Hunter: 1mi from skiing and close to many hikes, 4 bd 2 ba, large renovated kitc ...

    From $241 per night (USD)

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  • Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
    From $525 per night (USD)

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    Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Picture yourself in an Arts-and-Crafts-style home, on 3.3 acres, just a short walk from Woodstock’s Village Green. We've ...

    From $525 per night (USD)

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  • Pet, Family, and Party Friendly house perfect for 3 or more couples
    From $283 per night (USD)

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    Pet, Family, and Party Friendly house perfect for 3 or more couples

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    11

    My home is 10 minutes to Woodstock & Phoenicia. There are 2 ski resorts and dozens of hiking trails within 30 mins away ...

    From $283 per night (USD)

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  • Reynolds House Inn - Motel Strip - 6
    From $146 per night (USD)

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    Reynolds House Inn - Motel Strip - 6

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Built in 1902 as a "tourist home" the Newly Renovated Reynolds House Main Building has 7 decorated guest rooms all with ...

    From $146 per night (USD)

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    Details
  • Reynolds House Inn - Motel Strip - Room 7
    From $167 per night (USD)

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    Reynolds House Inn - Motel Strip - Room 7

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Built in 1902 as a "tourist home" the Newly Renovated Reynolds House Main Building has 7 decorated guest rooms all with ...

    From $167 per night (USD)

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    Details
  • Reynolds House Inn - Motel Strip - Room 9
    From $146 per night (USD)

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    Reynolds House Inn - Motel Strip - Room 9

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Built in 1902 as a "tourist home" the Newly Renovated Reynolds House Main Building has 7 decorated guest rooms all with ...

    From $146 per night (USD)

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    Details
  • 5 Minutes to Skiing Beautiful Mountain Views
    From $582 per night (USD)

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    5 Minutes to Skiing Beautiful Mountain Views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    2

    First floor has Bar sits 8, family room and exercise room and 2 bedrooms and 1 full bath with mountain view second floor ...

    From $582 per night (USD)

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  • Reynolds House Inn - Motel Strip - 8
    From $146 per night (USD)

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    Reynolds House Inn - Motel Strip - 8

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Built in 1902 as a "tourist home" the Newly Renovated Reynolds House Main Building has 7 decorated guest rooms all with ...

    From $146 per night (USD)

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    Details
  • Mid-Century Modern Gem, Heated Pool, 1 Mile from Town
    From $625 per night (USD)

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    Mid-Century Modern Gem, Heated Pool, 1 Mile from Town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Modern Gem in Woodstock. 1960 stone and glass mint condition 3 bedroom immaculate home. Private yet less than a mile fro ...

    From $625 per night (USD)

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  • Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
    From $410 per night (USD)

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    Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    A Broadway music director purchased this Woodstock home in 2015, and since then it's become the favorite getaway for man ...

    From $410 per night (USD)

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  • 3-Bedroom Family Home
    From $175 per night (USD)

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    3-Bedroom Family Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Comfortable, two-story, 7-room family home on an acre of land. Recently redecorated. Master bedroom has king-size bed, ...

    From $175 per night (USD)

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  • Stream House (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
    From $180 per night (USD)

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    Stream House (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The Stream House at the Lorca (@thelorca) is located at a bend in the Bushnellsville Creek in Shandaken, NY (good feng s ...

    From $180 per night (USD)

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  • ON MTN!Welcome to our Windham MTN Escape! AVAILABLE for 2025 season Dec-Mar
    From $1089 per night (USD)

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    ON MTN!Welcome to our Windham MTN Escape! AVAILABLE for 2025 season Dec-Mar

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    I have dates blocked off please send inquiry if you are interested in any dates. PM ME ON FB or send inquiry If interest ...

    From $1089 per night (USD)

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  • Catskill Mountain retreat
    From $324 per night (USD)

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    Catskill Mountain retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Gorgeous log cabin with upscale rustic furniture and finishes. Sweeping mountain views, ultra private. Fully outfitted k ...

    From $324 per night (USD)

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  • Catskill Mountain Hideaway with Amazing Hunter Mountain Views
    From $673 per night (USD)

    Expedia

    Catskill Mountain Hideaway with Amazing Hunter Mountain Views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The feel of the property is one of a modern blend between a chalet and farmhouse in the Catskill Mountains. There are ma ...

    From $673 per night (USD)

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    Details
  • Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock
    From $358 per night (USD)

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    Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Peaceful, cozy country house, prime location, private deck with hot tub and proximity to the towns of Woodstock and Saug ...

    From $358 per night (USD)

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    Details
  • Reynolds House Inn - Motel Strip - Room 10
    From $146 per night (USD)

    Expedia

    Reynolds House Inn - Motel Strip - Room 10

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Built in 1902 as a "tourist home" the Newly Renovated Reynolds House Main Building has 7 decorated guest rooms all with ...

    From $146 per night (USD)

    Expedia

    Details
  • Beautiful BelleHouse - Creekside in the Catskills
    From $272 per night (USD)

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    Beautiful BelleHouse - Creekside in the Catskills

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Our contemporary style home, which we call BelleHouse, is clean, bright, sparkling new, and just 5 minutes from Belleayr ...

    From $272 per night (USD)

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  • Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub
    From $1080 per night (USD)

    Expedia

    Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Follow us on Instagram @lechaletcatskills! "Le chalet" is a luxury mountain retreat close to the prime ski and hiking a ...

    From $1080 per night (USD)

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  • Ski House 1/4 from Slopes
    From $648 per night (USD)

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    Ski House 1/4 from Slopes

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    This ski house is located on a quiet street in the Village of Hunter and has a terrific view of the mountain. Rent thi ...

    From $648 per night (USD)

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  • Hottub, Sauna, Deck, Backyard, Hi-Speed Internet
    From $378 per night (USD)

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    Hottub, Sauna, Deck, Backyard, Hi-Speed Internet

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Modern country boutique hotel style T Lounge is located in beautiful historic Tannersville, NY. Relax, Rejuvenate & Sta ...

    From $378 per night (USD)

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  • 4BR Mountain Home- 5 from Water Sports & Hiking
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    4BR Mountain Home- 5 from Water Sports & Hiking

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    **New** High Peak Hideaway is your home in the mountains. Enjoy nature in your own backyard with friends and family - re ...

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  • Cozy and eclectic Woodstock getaway
    From $308 per night (USD)

    Expedia

    Cozy and eclectic Woodstock getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Recently renovated space with hand crafted touches, the Stardust Suite is a creative nook inspired by both our journey o ...

    From $308 per night (USD)

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  • Blackbear Lodge - Luxury Cabin, Kid-Friendly
    From $448 per night (USD)

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    Blackbear Lodge - Luxury Cabin, Kid-Friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Welcome to Blackbear Lodge! Our home is located just below Hunter Mountain in Chichester, NY and is the perfect ...

    From $448 per night (USD)

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  • Ski in Ski out trailside lockout
    From $146 per night (USD)

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    Ski in Ski out trailside lockout

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    One bedroom trailside ski in ski out with separate entrance, private bath and ski locker. Steps away from the Katskill ...

    From $146 per night (USD)

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  • Swimming pond, fire pit, pool table, hiking trails, close to Belleayre, views!
    From $301 per night (USD)

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    Swimming pond, fire pit, pool table, hiking trails, close to Belleayre, views!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our beloved Catskill Mountain home. This midcentury home was built on the land of a previous dairy farm. W ...

    From $301 per night (USD)

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  • LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!
    From $481 per night (USD)

    Expedia

    LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool/Pond!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    11

    “Classically American” in its design, this family home in Woodstock is very flexible. The main house has 4 bedrooms and ...

    From $481 per night (USD)

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  • Lily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir
    From $136 per night (USD)

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    Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or couple’s Catskill getaway! Situate ...

    From $136 per night (USD)

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  • Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.
    From $834 per night (USD)

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    Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    The pool is open from May 22, 2025 until October 7, 2025. We supply 50 gallons of gas for the pool heater weekly; guests ...

    From $834 per night (USD)

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  • River Front Bavarian House
    From $417 per night (USD)

    VRBO

    River Front Bavarian House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    This unique place has a style all its own. The riverfront Bavarian Chalet has been carefully renovated to share for all! ...

    From $417 per night (USD)

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  • CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
    From $330 per night (USD)

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    CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Our house has sleeping arrangements for 4 adults and two children or 6 adults only. Beautifully just built house with ...

    From $330 per night (USD)

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  • Florentine - Sunset Sanctuary near Woodstock
    From $580 per night (USD)

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    Florentine - Sunset Sanctuary near Woodstock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Florentine is a peaceful Sanctuary on 15 acres of lawn, fruit trees, and forest near Woodstock. Designed by architect Ba ...

    From $580 per night (USD)

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  • Upstate Cabin with Hot Tub
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    Upstate Cabin with Hot Tub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    On the southern border of Catskill Park, The Rondout is a 1960's log cabin w/hot tub, nestled in three acres of forest n ...

    Click For Pricing

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