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  • Chronogram featured, Modern Mountain Family Home above Woodstock. Dog-Friendly
    From $326 per night (USD)

    VRBO

    Chronogram featured, Modern Mountain Family Home above Woodstock. Dog-Friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Featured in Chronogram Magazine as a modern eco-friendly mountain home with geo thermal heating and cooling and solar po ...

    From $326 per night (USD)

    VRBO

    Details
  • Charming 3 Bedroom Cabin with Mountain Views in Woodstock
    From $316 per night (USD)

    VRBO

    Charming 3 Bedroom Cabin with Mountain Views in Woodstock

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your perfect mountain retreat! Nestled on 15 private acres, this whimsical rustic cabin offers a magical esca ...

    From $316 per night (USD)

    VRBO

    Details
  • Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
    From $660 per night (USD)

    VRBO

    Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Tucked away in the woods but close to everything, this classic log cabin retreat is your perfect upstate escape—just min ...

    From $660 per night (USD)

    VRBO

    Details
  • Cozy 4-Bedroom Modern Mountaintop Retreat in Jewett
    From $497 per night (USD)

    Expedia

    Cozy 4-Bedroom Modern Mountaintop Retreat in Jewett

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to your escape in the mountains, right near Windham and Hunter ski resorts, both 10 minutes away! Nestled on top ...

    From $497 per night (USD)

    Expedia

    Details
  • Peaceful Livingston Manor Cabin in the Woods
    From $163 per night (USD)

    VRBO

    Peaceful Livingston Manor Cabin in the Woods

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    This peaceful cabin in Livingston Manor in a great place to get away in the southern Catskills. Private, lots of fun, an ...

    From $163 per night (USD)

    VRBO

    Details
  • Renovated Modern Farmhouse Stay
    From $287 per night (USD)

    VRBO

    Renovated Modern Farmhouse Stay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Discover the tranquility of this renovated barn house in Lanesville, set on a quiet road near the iconic Diamon ...

    From $287 per night (USD)

    VRBO

    Details
  • Renovated Barnhouse Escape
    From $269 per night (USD)

    VRBO

    Renovated Barnhouse Escape

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Escape to our charming, renovated retreat nestled in a picturesque barn house, featuring stunning horse farm vi ...

    From $269 per night (USD)

    VRBO

    Details
  • Ski, Hike & More: Year-Round Gem in Windham
    From $332 per night (USD)

    VRBO

    Ski, Hike & More: Year-Round Gem in Windham

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Walk to Main Street Shops & Restaurants | Amazing Bird Watching | Secluded Deck w/ Grill Escape to the mountains at thi ...

    From $332 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom house  bordering the catskill park preserve. unique beautiful
    From $302 per night (USD)

    VRBO

    Charming 4-bedroom house bordering the catskill park preserve. unique beautiful

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    4

    This 4-bedroom house in Elka Park is perfect for your escape. With 2 full beds and 2 twin beds, guests will find it comf ...

    From $302 per night (USD)

    VRBO

    Details
  • MIRROR CABIN IN THE FOREST WITH HOT TUB
    From $373 per night (USD)

    Expedia

    MIRROR CABIN IN THE FOREST WITH HOT TUB

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Mirror Cabin Retreat | Modern Luxury in the Catskills Discover the ultimate Catskills getaway at this one-of-a-kind mir ...

    From $373 per night (USD)

    Expedia

    Details
  • Whispering River - Catskills New York
    From $255 per night (USD)

    VRBO

    Whispering River - Catskills New York

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the newly renovated house with central Heating and Cooling located just minutes from skiing, hiking and every ...

    From $255 per night (USD)

    VRBO

    Details
  • Jessie's Harvest House
    From $169 per night (USD)

    Expedia

    Jessie's Harvest House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to Jessie’s Harvest House – Boutique Rooms in the Heart of the Catskills Experience the perfect blend o ...

    From $169 per night (USD)

    Expedia

    Details
  • Modern Nest. Stay for Two. 6 Min to Slopes
    From $230 per night (USD)

    VRBO

    Modern Nest. Stay for Two. 6 Min to Slopes

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Kick back and relax in this calm, stylish, and cozy space. The newly renovated cabin is a little over 400 Sq. f ...

    From $230 per night (USD)

    VRBO

    Details
  • Modern Farmhouse w/ Heated Pool & Creek Access
    From $939 per night (USD)

    Expedia

    Modern Farmhouse w/ Heated Pool & Creek Access

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Escape to a beautifully restored farmhouse that blends timeless charm with modern comforts. Nestled in a peaceful, sceni ...

    From $939 per night (USD)

    Expedia

    Details
  • EUROPE in the CATSKILLS
    From $1130 per night (USD)

    VRBO

    EUROPE in the CATSKILLS

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Summary: Welcome to "Europe in The Catskills", where your senses will commune with stunning nature and intimate surround ...

    From $1130 per night (USD)

    VRBO

    Details
  •  Catskills Mountain House
    From $667 per night (USD)

    VRBO

    Catskills Mountain House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Brand new designer home, with stunning architectural features , nestled in the Catskill mountains, close to Woodstock, ...

    From $667 per night (USD)

    VRBO

    Details
  • The Lily Pad - Hunter, NY
    From $266 per night (USD)

    VRBO

    The Lily Pad - Hunter, NY

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    NEW! Welcome to The Lily Pad – Your Fall Escape in the Catskills Named after our mini Aussie, Lily, who loves the outdo ...

    From $266 per night (USD)

    VRBO

    Details
  • Jessie's Harvest House
    From $202 per night (USD)

    Expedia

    Jessie's Harvest House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to Jessie’s Harvest House – Boutique Rooms in the Heart of the Catskills Experience the perfect blend o ...

    From $202 per night (USD)

    Expedia

    Details
  • Jessie's Harvest House Suite
    From $202 per night (USD)

    VRBO

    Jessie's Harvest House Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to Jessie’s Harvest House – Boutique Rooms in the Heart of the Catskills Experience the perfect blend o ...

    From $202 per night (USD)

    VRBO

    Details
  • Jessie's Harvest House
    From $202 per night (USD)

    Expedia

    Jessie's Harvest House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to Jessie’s Harvest House – Boutique Rooms in the Heart of the Catskills Experience the perfect blend o ...

    From $202 per night (USD)

    Expedia

    Details
  • Jessie's Harvest House
    From $202 per night (USD)

    VRBO

    Jessie's Harvest House

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Welcome to Jessie’s Harvest House – Boutique Rooms in the Heart of the Catskills Experience the perfect blend o ...

    From $202 per night (USD)

    VRBO

    Details
  • 20 Acre Catskills Chic Mountain Cabin + Hot Tub, Swimming Pond, Game Room
    From $781 per night (USD)

    Expedia

    20 Acre Catskills Chic Mountain Cabin + Hot Tub, Swimming Pond, Game Room

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    13

    Discover the Ultimate Year-Round Getaway at Hunter House – A 5-Star Catskills Escape Welcome to Hunter House, your drea ...

    From $781 per night (USD)

    Expedia

    Details
  • Gingerbread House- a 1950s Catskills Chalet- close to everything but tucked away
    From $305 per night (USD)

    VRBO

    Gingerbread House- a 1950s Catskills Chalet- close to everything but tucked away

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slow ...

    From $305 per night (USD)

    VRBO

    Details
  • Woodstock Barn Artist’s Retreat in Bearsville
    From $792 per night (USD)

    VRBO

    Woodstock Barn Artist’s Retreat in Bearsville

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: The Woodstock Barn is a beautifully restored 1889 gem featured in Vogue and “Woodstock Handmade Houses”—located ...

    From $792 per night (USD)

    VRBO

    Details
  • Luxury Private Getaway - minutes to everything
    From $574 per night (USD)

    VRBO

    Luxury Private Getaway - minutes to everything

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    20

    This 4 acre property is your private luxury getaway that is minutes from everything! Ski resorts Hunter Mountain 4 minu ...

    From $574 per night (USD)

    VRBO

    Details
  • Mtn House @ Scribners w/ Sauna
    From $659 per night (USD)

    Expedia

    Mtn House @ Scribners w/ Sauna

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Escape to our stylish townhouse just steps from Scribner’s Catskill Lodge. With 9 total beds, 3 bathrooms, a fireplace, ...

    From $659 per night (USD)

    Expedia

    Details
  • Kaaterskill Mtn House: 287 Acres w/ Fire Pit
    From $648 per night (USD)

    VRBO

    Kaaterskill Mtn House: 287 Acres w/ Fire Pit

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Kaaterskill Mountain House is a beautiful 5-bed, 3.5-bath retreat set on 287 private acres, just 2 hours and 20 ...

    From $648 per night (USD)

    VRBO

    Details
  • Phoenicia Farmhouse: Heated Pool | Mtn View Oasis
    From $606 per night (USD)

    VRBO

    Phoenicia Farmhouse: Heated Pool | Mtn View Oasis

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Phoenicia Farmhouse is a charming 3-bed, 2.5-bath home with playful decor, just 2.5 hours from NYC. Unwind outd ...

    From $606 per night (USD)

    VRBO

    Details
  • Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
    From $560 per night (USD)

    VRBO

    Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This sprawling, multi-story home is perfect for family getaways or extended stays. Nestled among the trees, you’ll find ...

    From $560 per night (USD)

    VRBO

    Details
  • A Retreat @ Hudson Woods With Main & Guest House
    From $1748 per night (USD)

    Expedia

    A Retreat @ Hudson Woods With Main & Guest House

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

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

    From $1748 per night (USD)

    Expedia

    Details
  • Cozy one bedroom apt in heart of Tannersville
    From $182 per night (USD)

    VRBO

    Cozy one bedroom apt in heart of Tannersville

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    4

    Situated in the middle of the Village of Tannersville. Upstairs one bedroom, Sleeps 4…Queen in bedroom and full pull ou ...

    From $182 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom house in the Catskills. Pet friendly with fantastic views
    From $313 per night (USD)

    Expedia

    Charming 3-bedroom house in the Catskills. Pet friendly with fantastic views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Escape to this charming house in the Catskils. With 3 cozy bedrooms including a king, queen, and 4 bunk beds, guests can ...

    From $313 per night (USD)

    Expedia

    Details
  • Wooded Way: Forest Views—Scenic Days—Starry Skies
    From $373 per night (USD)

    VRBO

    Wooded Way: Forest Views—Scenic Days—Starry Skies

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Wooded Way is a charming 3 bed, 1.5 bath contemporary getaway just under 2 hours from NYC close to the Ashokan ...

    From $373 per night (USD)

    VRBO

    Details
  • Unique wedding venue perched in the mountains with streams and an apple orchard
    From $576 per night (USD)

    Expedia

    Unique wedding venue perched in the mountains with streams and an apple orchard

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Welcome To Dutcher Hollow- Nestled in the heart of the northern Catskill Mountains, just two hours from New York City an ...

    From $576 per night (USD)

    Expedia

    Details
  • Secluded couples retreat  !
    From $268 per night (USD)

    VRBO

    Secluded couples retreat !

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our alluring new guest house in Hurley is the perfect woodland retreat for couples. Tucked away down a country dirt road ...

    From $268 per night (USD)

    VRBO

    Details
  • Charming barnyard near Hunter
    From $538 per night (USD)

    VRBO

    Charming barnyard near Hunter

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Escape to the serene beauty of the Catskills with our stunning barn house, ideally located in Lanesville, just ...

    From $538 per night (USD)

    VRBO

    Details
  • \Mid-Century Precious\ cottage in Catskills. Close to Hunter, Belleayre, Windham
    Click For Pricing

    VRBO

    \"Mid-Century Precious\" cottage in Catskills. Close to Hunter, Belleayre, Windham

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Salutations! Our treasured home in the hamlet of Phoenicia can be described as “Mid-Century Precious” meets quaint, cozy ...

    Click For Pricing

    VRBO

    Details
  • Spacious and bright mountain house near Hunter and Windham
    From $598 per night (USD)

    Expedia

    Spacious and bright mountain house near Hunter and Windham

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Relax and unwind in this light-filled 5-bedroom house, complete with adjacent studio perfect for your teenagers, nanny, ...

    From $598 per night (USD)

    Expedia

    Details
  • Trailside Escape 2BR, Views, Fireplace & Balcony
    From $262 per night (USD)

    VRBO

    Trailside Escape 2BR, Views, Fireplace & Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: This newly renovated 2-bedroom, 2.5-bath condo is the perfect four-season getaway—just steps from the slopes at ...

    From $262 per night (USD)

    VRBO

    Details
  • 3-bedroom Chalet 1 mile to Ski Slope + Music Festivals
    From $151 per night (USD)

    VRBO

    3-bedroom Chalet 1 mile to Ski Slope + Music Festivals

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    3 Bedroom Apt features NEW Appliances and Furnature! Chalet butts-up against a Forrest-Like Preserve on a Dead-End Priva ...

    From $151 per night (USD)

    VRBO

    Details
  • The Vue - A Mountain Chalet in the Catskills
    From $872 per night (USD)

    VRBO

    The Vue - A Mountain Chalet in the Catskills

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The perfect balance of Catskills tranquility, mountain chalet experience and comfort of a wellness resort. The Vue is lo ...

    From $872 per night (USD)

    VRBO

    Details
  • Cozy Escape in Woodstock
    From $415 per night (USD)

    Expedia

    Cozy Escape in Woodstock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Find complete country zen within walking distance of the village of Woodstock. This charming 3-bedroom has all ...

    From $415 per night (USD)

    Expedia

    Details
  • Tiny Cabin #1 by Windham NY Escape 'Catskill Gem'
    From $344 per night (USD)

    VRBO

    Tiny Cabin #1 by Windham NY Escape 'Catskill Gem'

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Nestled in the Catskills, Cabin 1 at Windham Escape is a cozy 500 sq ft retreat with rustic charm and modern comforts. I ...

    From $344 per night (USD)

    VRBO

    Details
  • Tiny Cabin #2 by Windham NY Escape 'Cozy Stay'
    From $340 per night (USD)

    Expedia

    Tiny Cabin #2 by Windham NY Escape 'Cozy Stay'

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Tiny Cabin Cabin 2 offers the perfect mix of mountain tranquility and cozy comfort. With 500 sq ft of thoughtfully arran ...

    From $340 per night (USD)

    Expedia

    Details
  • Tiny Cabin #3 by Windham NY Escape 'Forest View'
    From $348 per night (USD)

    VRBO

    Tiny Cabin #3 by Windham NY Escape 'Forest View'

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape the noise in Tiny Cabin 3, a cozy 500 sq ft retreat surrounded by woods and wildlife. It comfortably accommodates ...

    From $348 per night (USD)

    VRBO

    Details
  • Tiny Cabin #4 by Windham NY Escape 'Cabin Comfort'
    From $348 per night (USD)

    Expedia

    Tiny Cabin #4 by Windham NY Escape 'Cabin Comfort'

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Tiny Cabin 4 is a peaceful retreat in the Catskills, where forest views and the gentle sounds of nearby Batavia Kill cre ...

    From $348 per night (USD)

    Expedia

    Details
  • Tiny Cabin #5 by Windham NY Escape 'Scenic Stay'
    From $343 per night (USD)

    VRBO

    Tiny Cabin #5 by Windham NY Escape 'Scenic Stay'

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax in Tiny Cabin 5, nestled on a peaceful hillside with tranquil forest views. This 500 sq ft cabin comfortably sleep ...

    From $343 per night (USD)

    VRBO

    Details
  • 1 Mi to Hunter Mtn: Cozy Unit on 6-Acre Property!
    From $286 per night (USD)

    VRBO

    1 Mi to Hunter Mtn: Cozy Unit on 6-Acre Property!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    7 Mi to Kaaterskill Falls | Family Friendly | Shared Yard Head to this Hunter vacation rental and create lasting memor ...

    From $286 per night (USD)

    VRBO

    Details
  • Serene 3-bedroom farmhouse in Willow
    From $188 per night (USD)

    VRBO

    Serene 3-bedroom farmhouse in Willow

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stay comfortably in Willow at this 3-bedroom farmhouse. This delightful property features 2 bathrooms, perfect for famil ...

    From $188 per night (USD)

    VRBO

    Details
  • Large Group Catskills Mountain Retreat near Hunter & Windham Mountains
    From $1001 per night (USD)

    VRBO

    Large Group Catskills Mountain Retreat near Hunter & Windham Mountains

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    15

    We'd like to welcome you to our expansive log cabin home situated on 7 private acres with breathtaking mountain views lo ...

    From $1001 per night (USD)

    VRBO

    Details
  • Spruceton Hollow - hot tub, hiking, breweries!
    From $608 per night (USD)

    VRBO

    Spruceton Hollow - hot tub, hiking, breweries!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax & renew at this private oasis surrounded by mountains, hot tub, babbling brooks, private pond, lots of hiking trai ...

    From $608 per night (USD)

    VRBO

    Details
  • Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
    From $278 per night (USD)

    Expedia

    Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Groovy Getaway in Woodstock – Vinyl Vibes & Retro Style! Step back in time to a groovier era in this colorful, music-lo ...

    From $278 per night (USD)

    Expedia

    Details
  • Catskills Cabin on the Creek w/ Hot Tub
    From $541 per night (USD)

    VRBO

    Catskills Cabin on the Creek w/ Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to the Catskills Cabin on the Creek—your year-round getaway just 2 hours from NYC. Blending rustic charm with mod ...

    From $541 per night (USD)

    VRBO

    Details
  • Highpoint
    From $787 per night (USD)

    Expedia

    Highpoint

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Highlights: If your dream getaway includes soaring sunlit interiors, a sleek container pool, a year-round hot tub, easy ...

    From $787 per night (USD)

    Expedia

    Details
  • Sauna • HotTub • Pet Friendly • 3 Min to Hunter
    From $565 per night (USD)

    VRBO

    Sauna • HotTub • Pet Friendly • 3 Min to Hunter

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Hunter Mountain Chalet—your perfect upstate getaway. This four-bedroom, two-bath home comfortably sleeps 10 a ...

    From $565 per night (USD)

    VRBO

    Details
  • A-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit
    From $537 per night (USD)

    Expedia

    A-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Chalet in Hensonville · ★★★★★ · 4 BR · 12 Beds · 3 Baths Welcome to Windham Pine Chalet, a cozy yet elegant chalet nest ...

    From $537 per night (USD)

    Expedia

    Details
  • Fabulous house with AC in charming Windham-located right by Windham Mountain
    From $358 per night (USD)

    VRBO

    Fabulous house with AC in charming Windham-located right by Windham Mountain

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Located in Windham, this house is a dream. With 4 bathrooms equipped with amenities like a bathtub and hair dryer, guest ...

    From $358 per night (USD)

    VRBO

    Details
  • Raybrook Ridge Raybrook Ridge
    From $774 per night (USD)

    Expedia

    Raybrook Ridge Raybrook Ridge

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Highlights: If your ideal escape includes sleek, nature-immersive architecture, seamless single-level living, a shimmeri ...

    From $774 per night (USD)

    Expedia

    Details
  • Fireplaces, Home Theater, Ski-In/Out Windham Lodge
    From $2438 per night (USD)

    VRBO

    Fireplaces, Home Theater, Ski-In/Out Windham Lodge

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    16

    Unwind at Wanderwood Lodge, an 8BR retreat with ski-in/ski-out access on Windham Mountain. Cozy up by wood-burning firep ...

    From $2438 per night (USD)

    VRBO

    Details
  • Secluded 3BR w/ Private Pool & Epic Views – 10 Mins to Woodstock
    From $656 per night (USD)

    VRBO

    Secluded 3BR w/ Private Pool & Epic Views – 10 Mins to Woodstock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Craving space, quiet, and fresh mountain air? This 3-bedroom cliffside retreat is your ideal upstate escape—just two hou ...

    From $656 per night (USD)

    VRBO

    Details
  • Stylish Catskills Retreat - Heated Pool, Hot Tub, Fenced Yard, Dogs OK
    From $614 per night (USD)

    VRBO

    Stylish Catskills Retreat - Heated Pool, Hot Tub, Fenced Yard, Dogs OK

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Available for 30+ night stays only. August now open at a flat $15,000/month (plus fees). This secluded, design-forward ...

    From $614 per night (USD)

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  • *NEW* Stunning Mountain Retreat | Spectacular Sunset Views | Hiking Nearby
    From $852 per night (USD)

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    *NEW* Stunning Mountain Retreat | Spectacular Sunset Views | Hiking Nearby

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to your dream getaway in the heart of Hunter, NY—just minutes from Hunter Mountain! This luxurious 4-bedroom, 3- ...

    From $852 per night (USD)

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  • Tannersville Villageon SawMill Creek Room #9- 1 Queen
    From $223 per night (USD)

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    Tannersville Villageon SawMill Creek Room #9- 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #9 Perfectly situated in the center of Tanne ...

    From $223 per night (USD)

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  • Tannersville Village on SawMill Creek Room #7 - 1 Queen
    From $224 per night (USD)

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    Tannersville Village on SawMill Creek Room #7 - 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #7 Perfectly situated in the center of Tanne ...

    From $224 per night (USD)

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  • Tannersville Village on SawMill Creek Room #6 - 1 Queen
    From $223 per night (USD)

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    Tannersville Village on SawMill Creek Room #6 - 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #6 Perfectly situated in the center of Tanne ...

    From $223 per night (USD)

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  • Tannersville Village on SawMill Creek Room #8- 2 Queen Bd
    From $223 per night (USD)

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    Tannersville Village on SawMill Creek Room #8- 2 Queen Bd

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Tannersville Village Room on Saw Mill Creek - 2 Queen Bed Hunter, NY - Room #8 Two Bedrooms separated by a Jack & Jill B ...

    From $223 per night (USD)

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  • Tannersville Village on SawMill Creek Room #5 - 1 Queen
    From $223 per night (USD)

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    Tannersville Village on SawMill Creek Room #5 - 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #5 Perfectly situated in the center of Tanne ...

    From $223 per night (USD)

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  • Tannersville Village on SawMill Creek Room #4- 1 Queen
    From $155 per night (USD)

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    Tannersville Village on SawMill Creek Room #4- 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #4 Perfectly situated in the center of Tanne ...

    From $155 per night (USD)

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  • Tannersville Village on SawMill Creek Room #2- 2 Queen
    From $164 per night (USD)

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    Tannersville Village on SawMill Creek Room #2- 2 Queen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Tannersville Village Room on Saw Mill Creek - 2 Queen Beds Hunter, NY - Room #2 Perfectly situated in the center of Tann ...

    From $164 per night (USD)

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  • Tannersville Village on SawMill Creek Room #3- 1 Queen
    From $223 per night (USD)

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    Tannersville Village on SawMill Creek Room #3- 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #3 Perfectly situated in the center of Tanne ...

    From $223 per night (USD)

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  • Tannersville Village on Saw Mill Creek Room #1- 1 Queen
    From $221 per night (USD)

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    Tannersville Village on Saw Mill Creek Room #1- 1 Queen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tannersville Village Room on Saw Mill Creek - 1 Queen Bed Hunter, NY - Room #1 Perfectly situated in the center of Tanne ...

    From $221 per night (USD)

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  • The Woodstock Retreatment
    From $154 per night (USD)

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    The Woodstock Retreatment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Step into a little time machine into 1968, in a vintage Airstream trailer nestled in the heart of Woodstock, NY half a m ...

    From $154 per night (USD)

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  • Woodstock Mtn Lodge- pvt 2 acres w/saline pool
    From $414 per night (USD)

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    Woodstock Mtn Lodge- pvt 2 acres w/saline pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Magical upstate cottage on 2 acres in the heart of Woodstock. Pvt heated saline pool & beautifully landscaped gardens w/ ...

    From $414 per night (USD)

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  • Ashokan Reservoir 'Treetop Suite' in the Catskills
    From $97 per night (USD)

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    Ashokan Reservoir 'Treetop Suite' in the Catskills

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surrounded By Woodland Scenery | Cozy Fireside Comfort | Shady Outdoor Seating Spot Wake to rustling leaves and enjoy t ...

    From $97 per night (USD)

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  • Tannersville 9bdrm, 2 bonus room house - steps to lake/park, walk to synagogue
    From $737 per night (USD)

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    Tannersville 9bdrm, 2 bonus room house - steps to lake/park, walk to synagogue

    Bedrooms:
    2
    Bathrooms:
    9
    Sleeps:
    24

    The Klondike! A legacy ski house of Hunter Mtn steps from the lake and Rip Van Winkle Park and a short walk to town! Thi ...

    From $737 per night (USD)

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  • Luxury New Log Home Pool Sauna Hot Tub Game Room
    From $1098 per night (USD)

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    Luxury New Log Home Pool Sauna Hot Tub Game Room

    Bedrooms:
    5
    Bathrooms:
    10
    Sleeps:
    20

    New construction home in the heart of Hunter. All state of the art appliances with custom bathrooms! hot tub, 5000 squar ...

    From $1098 per night (USD)

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  • Catskills Retreat w/ Hot Tub, Deck & Expansive Mountain Views | Suncliff Vista
    From $493 per night (USD)

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    Catskills Retreat w/ Hot Tub, Deck & Expansive Mountain Views | Suncliff Vista

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Welcome to Suncliff Vista by AvantStay, your modern Catskills escape with breathtaking views in every direction. This el ...

    From $493 per night (USD)

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  • Luxury Villa - hot tub, fire pit, games, fast wifi
    From $221 per night (USD)

    Expedia

    Luxury Villa - hot tub, fire pit, games, fast wifi

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Experience adventure and relaxation with outdoor games, modern full kitchen and breathtaking views. Relax in luxury in t ...

    From $221 per night (USD)

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    Details
  • Cozy Downtown Hunter Mountain Getaway \n
    From $155 per night (USD)

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    Cozy Downtown Hunter Mountain Getaway \n

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Keep it simple at my peaceful and centrally-located loft. You are at the footsteps of Hunter Mountain, right beside Dola ...

    From $155 per night (USD)

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  • Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures
    From $388 per night (USD)

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    Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    Warm up in a delightful 3-bedroom chalet in Maplecrest. This welcoming house features 3 queen bedrooms, 2 full bathrooms ...

    From $388 per night (USD)

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  • 4-BR 3-BA house with Heated Pool, Hot tub, Fire Pit, and Grill in Hudson Valley
    From $808 per night (USD)

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    4-BR 3-BA house with Heated Pool, Hot tub, Fire Pit, and Grill in Hudson Valley

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Follow our IG @KingstonRetreat. Welcome to Kingston Retreat. We have an open concept layout home with two spacious livi ...

    From $808 per night (USD)

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  • 4-bedroom tranquil chalet near Hunter Mountain, incl. hot tub + game room
    From $504 per night (USD)

    VRBO

    4-bedroom tranquil chalet near Hunter Mountain, incl. hot tub + game room

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Relax with family and friends at this peaceful place with a private hot tub in the backyard. Watch the Stony Clove Creek ...

    From $504 per night (USD)

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  • Cozy and bright 2-bedroom cabin in charming Elka Park
    From $212 per night (USD)

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    Cozy and bright 2-bedroom cabin in charming Elka Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A peaceful house within a 7 minute drive from the Hunter Mountain Ski area, and close to the following trailheads: Devil ...

    From $212 per night (USD)

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  • Modern Woodstock Cabin
    From $234 per night (USD)

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    Modern Woodstock Cabin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tucked away in the pristine Ohayo Mountain forest and less than a mile from the heart of Woodstock, Cannon House offers ...

    From $234 per night (USD)

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  • Little red house just outside of Woodstock
    From $392 per night (USD)

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    Little red house just outside of Woodstock

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    An eclectic, peaceful cabin on a lush 1.5 acre piece of land just outside of Woodstock. Perfect for a couple, a creative ...

    From $392 per night (USD)

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  • Nord Chalet Hot Tub & Fireplace
    From $515 per night (USD)

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    Nord Chalet Hot Tub & Fireplace

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to Pine Haven, a Nordic-style chalet tucked at the edge of the Catskills. Enjoy a private hot tub, stone fire pit ...

    From $515 per night (USD)

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  • Brand New Luxury House Hot Tub, Sauna, Game room
    From $961 per night (USD)

    VRBO

    Brand New Luxury House Hot Tub, Sauna, Game room

    Bedrooms:
    3
    Bathrooms:
    9
    Sleeps:
    36

    This 9-bedroom house in Tannersville is perfect for your escape. With heating, AC, WiFi, and a washing machine, guests c ...

    From $961 per night (USD)

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  • Luxury New Log home Pool Sauna Hot Tub Game Room
    From $1496 per night (USD)

    Expedia

    Luxury New Log home Pool Sauna Hot Tub Game Room

    Bedrooms:
    5
    Bathrooms:
    10
    Sleeps:
    34

    New construction home in the heart of Hunter. All state of the art appliances with custom bathrooms! hot tub, 5000 squar ...

    From $1496 per night (USD)

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  • Brand New Mega Mansion 10BR 6 Bath 6000 Sq Log Home in Hunter
    From $1419 per night (USD)

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    Brand New Mega Mansion 10BR 6 Bath 6000 Sq Log Home in Hunter

    Bedrooms:
    6
    Bathrooms:
    10
    Sleeps:
    34

    Unwind in Tannersville at this charming house. With 10 queen beds and 6 twin beds spread across 10 cozy bedrooms, this p ...

    From $1419 per night (USD)

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  • Enjoyable 3-bedroom, 2 full bath cabin-style house in Jewett
    From $348 per night (USD)

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    Enjoyable 3-bedroom, 2 full bath cabin-style house in Jewett

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Picturesque home in Jewett with 3 bedrooms. This gorgeous house features 1 queen bed and 2 full beds, perfect for a grou ...

    From $348 per night (USD)

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  • Marvelous 3-bedroom townhome in Hunter Mountain next to the slopes
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    Marvelous 3-bedroom townhome in Hunter Mountain next to the slopes

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located in Hunter Mountain, this charming townhome is a dream. With 3 cozy bedrooms including a king, queen, and twin be ...

    Click For Pricing

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  • Spacious 7-bedroom house in lovely Hunter with game room, sauna, swimming spa
    From $1755 per night (USD)

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    Spacious 7-bedroom house in lovely Hunter with game room, sauna, swimming spa

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    25

    Escape to this brilliant house in picturesque Hunter. With 7 bedrooms including a mix of queen, king, bunk, and twin bed ...

    From $1755 per night (USD)

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  • Cozy cottage with a View of the Catskills Mountains - Ashokan Reservoir
    From $220 per night (USD)

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    Cozy cottage with a View of the Catskills Mountains - Ashokan Reservoir

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Extremely clean open living room dining area located between Glenford and Woodstock.The cottage is attached to the main ...

    From $220 per night (USD)

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  • The Owl's Nest:  3BR/2BA Year-Round Mountain Getaway-Family Friendly
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    The Owl's Nest: 3BR/2BA Year-Round Mountain Getaway-Family Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Perfect location between Woodstock and Phoenicia. Discover this 3-bedroom gem in Willow/Lake Hill. This terrific house f ...

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  • Group Getaway 1 Mile From Hunter Mtn w/ Fire Pit
    From $606 per night (USD)

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    Group Getaway 1 Mile From Hunter Mtn w/ Fire Pit

    Bedrooms:
    4
    Bathrooms:
    9
    Sleeps:
    18

    Summary: Welcome to your ultimate Catskills getaway! Just one mile from Hunter Mountain, this home is an ideal base for ...

    From $606 per night (USD)

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  • Renovated Catskills home nestled on 6 acres in the pines - 20 min to skiing!
    From $286 per night (USD)

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    Renovated Catskills home nestled on 6 acres in the pines - 20 min to skiing!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax with the whole family at our cozy and peaceful Catskills home. While less than 15 minutes from Woodstock, you will ...

    From $286 per night (USD)

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  • Luxury Mountain Villa- game room, hot-tub, firepit
    From $617 per night (USD)

    VRBO

    Luxury Mountain Villa- game room, hot-tub, firepit

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    13

    Experience adventure and relaxation with outdoor games, full modern kitchen and breathtaking views. Relax in luxury in o ...

    From $617 per night (USD)

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    Details
  • Max - Cozy Modern with a Nice View of the Slopes
    From $1092 per night (USD)

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    Max - Cozy Modern with a Nice View of the Slopes

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    + Great Natural Light + Amazing Views + Plastic Free Building + Fresh Air System + Walk-in Shower with Skylight + Deck w ...

    From $1092 per night (USD)

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  • Woodstock Family Home w/ Tree House + Heated Pool
    From $631 per night (USD)

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    Woodstock Family Home w/ Tree House + Heated Pool

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: Town of Woodstock Special Use (aka STR) Permit #23-0683. Featured in Hudson Valley Style Magazine, this fully ...

    From $631 per night (USD)

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  • Nord Chalet Hot Tub & Fireplace
    From $519 per night (USD)

    Expedia

    Nord Chalet Hot Tub & Fireplace

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Escape to Pine Haven, a Nordic-style chalet tucked at the edge of the Catskills. Enjoy a private hot tub, stone fire pit ...

    From $519 per night (USD)

    Expedia

    Details