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Town of Woodstock Rentals

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Results: 245 Rentals

  •  Peaceful, stunning property 3 min to Woodstock-truly a \Blissful Getaway\
    From $666 per night (USD)

    VRBO

    Peaceful, stunning property 3 min to Woodstock-truly a \"Blissful Getaway\"

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Perfectly located, this spectacular home is a 2-minute drive or a 10-minute walk into the heart of our town – Woodstock’ ...

    From $666 per night (USD)

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    Details
  • 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
  • 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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • 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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    Details
  • \Blissful Retreat\ Elegant , Charming & Peaceful
    From $461 per night (USD)

    VRBO

    \"Blissful Retreat\" Elegant , Charming & Peaceful

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Permit # 20H-095 Brand new, stylish, elegant, 1 bedroom apartment with office above a garage, located on 10.5 acres and ...

    From $461 per night (USD)

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

    VRBO

    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)

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    Details
  • 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)

    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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    Details
  • Stunning 2 bedroom on gated property — 10 minute walk to downtown Woodstock!
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    Expedia

    Stunning 2 bedroom on gated property — 10 minute walk to downtown Woodstock!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This pristine 2 bedroom/1 bath guest house is privately nestled in the pines on a gated private 7-acre property, but lie ...

    Click For Pricing

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    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)

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

    Expedia

    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)

    Expedia

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

    VRBO

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

    VRBO

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

    VRBO

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

    VRBO

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

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

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

    Expedia

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

    VRBO

    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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    Details
  • 5-Star New Barn Home - Music Studio, Views & Hot Tub
    From $794 per night (USD)

    VRBO

    5-Star New Barn Home - Music Studio, Views & Hot Tub

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    New timber frame home features 3 bedroom, 3 bath plus separate 1 bedroom/bath guest cottage/music studio. Soaring great ...

    From $794 per night (USD)

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    Details
  • Gorgeous Tuscan inspired private oasis, Heated pool, 5 min to Woodstock
    From $620 per night (USD)

    VRBO

    Gorgeous Tuscan inspired private oasis, Heated pool, 5 min to Woodstock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Woodstock Villa is a stunningly elegant secret gem nestled in the heart of the Catskills Mountains. Located on one o ...

    From $620 per night (USD)

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    Details
  • ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
    From $381 per night (USD)

    Expedia

    ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Creek Cottage was built in 1939. A charming 2 bedroom, 2 bath home that has been updated with the aim of keeping the or ...

    From $381 per night (USD)

    Expedia

    Details
  • Charming Cottage w/ Yard - 2 Mi to Tinker St!
    From $318 per night (USD)

    VRBO

    Charming Cottage w/ Yard - 2 Mi to Tinker St!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Take a break from the chaos of city life and head to the quaint village of Woodstock, where this cozy vacation rental aw ...

    From $318 per night (USD)

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    Details
  • Woodstock walk to town, entire home and property to yourself, mountain views.
    From $795 per night (USD)

    VRBO

    Woodstock walk to town, entire home and property to yourself, mountain views.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Broadview Retreat House is located in Woodstock NY. The house is a 10 minute walk to Tinker Street, the center of town. ...

    From $795 per night (USD)

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    Details
  • UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
    From $694 per night (USD)

    VRBO

    UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Echo Hill allows is like nowhere else. It offers complete solitude with a multitude of amenities. Set on 40 private acre ...

    From $694 per night (USD)

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    Details
  • Woodstock Historic Artist Estate - The Museum House
    From $852 per night (USD)

    Expedia

    Woodstock Historic Artist Estate - The Museum House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    The property is located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 25 ...

    From $852 per night (USD)

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    Details
  • Cozy Cottage with Great Views Glenford New York
    From $223 per night (USD)

    VRBO

    Cozy Cottage with Great Views Glenford New York

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Cute and cozy with great views of the Ashokan Reservoir A great view from the patio with private entrance to the house. ...

    From $223 per night (USD)

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    Details
  • Modern Comfort + Stunning Views
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    Expedia

    Modern Comfort + Stunning Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New to VRBO! Breathe in the fresh mountain air with 50-mile panoramic views across the Hudson River Valley from this spa ...

    Click For Pricing

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  • A Spectacular 50 Mile View of the Hudson Valley in all seasons
    From $160 per night (USD)

    VRBO

    A Spectacular 50 Mile View of the Hudson Valley in all seasons

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Since the pandemic we have on line reservation and new contactless entry We are perched on a cliff above a wonderful ...

    From $160 per night (USD)

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    Details
  • Red Maple Studio & Spa: Steam, Stream & Dream at Sawkill in Woodstock
    From $298 per night (USD)

    Expedia

    Red Maple Studio & Spa: Steam, Stream & Dream at Sawkill in Woodstock

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Just 2.5 miles from the heart of Woodstock and 10 minutes to uptown Kingston! Enjoy our custom-designed 400 sq ft studi ...

    From $298 per night (USD)

    Expedia

    Details
  • Historic Catskills farmhouse with sweeping views
    From $914 per night (USD)

    VRBO

    Historic Catskills farmhouse with sweeping views

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Your getaway in the mountains awaits! Welcome to Juniper Grove - your country home in the Catskills. This 4 bedroom 2 fu ...

    From $914 per night (USD)

    VRBO

    Details
  • Cozy, quiet, stream-side 1850s farmhouse with meadow, garden and mountain views
    From $301 per night (USD)

    VRBO

    Cozy, quiet, stream-side 1850s farmhouse with meadow, garden and mountain views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Near H.I.T.S., Woodstock, the Hudson River, Big Pink, local festivals, including the Woodstock Film Festival, and Garlic ...

    From $301 per night (USD)

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  • Renovated farmhouse, dogs friendly/ hot tub with a mountain view.
    From $392 per night (USD)

    VRBO

    Renovated farmhouse, dogs friendly/ hot tub with a mountain view.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This tranquil Catskill farmhouse is perfectly situated on a 1.3-acre secluded mid-mountain hill, between the towns of Ph ...

    From $392 per night (USD)

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    Details
  • Peaceful Cottage with Mountain Views
    From $247 per night (USD)

    Expedia

    Peaceful Cottage with Mountain Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Forget your worries in this tranquil cottage, located on Catskill Mountains. This furnished 2-bedroom home is the ideal ...

    From $247 per night (USD)

    Expedia

    Details
  • Experience Woodstock charm while staying in a cozy cabin in the woods
    From $541 per night (USD)

    VRBO

    Experience Woodstock charm while staying in a cozy cabin in the woods

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located 3 miles from the town of Woodstock, lies a cozy 4-bedroom retreat that offers both relaxation and excitement. Ne ...

    From $541 per night (USD)

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    Details
  • Chestnut Hill Getaway
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    Expedia

    Chestnut Hill Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    ecently renovated artist studio located in Woodstock, the Country's Most Famous Small Town in America! Everything is bra ...

    Click For Pricing

    Expedia

    Details
  • Full Buyout · Scenic Waterfront Property w/ Detached Cottage
    From $934 per night (USD)

    VRBO

    Full Buyout · Scenic Waterfront Property w/ Detached Cottage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    This is an airbnb like no other. The property consists of a 3 bedroom restored 1890s bungalow with an additional studio ...

    From $934 per night (USD)

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    Details
  • Waterfront Bungalow • Fire Pit • Fishing • Hiking
    From $598 per night (USD)

    Expedia

    Waterfront Bungalow • Fire Pit • Fishing • Hiking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    *Sanitized and cleaned after every stay* This home is a completely reimagined 1890s bungalow. It sits privately along t ...

    From $598 per night (USD)

    Expedia

    Details
  • Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking
    From $343 per night (USD)

    VRBO

    Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This studio cottage has been completely reimagined in partnership with West Elm and Pottery barn. It sits privately alon ...

    From $343 per night (USD)

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    Details
  • Woodstock House on 35 private acres Mountain Views
    From $463 per night (USD)

    Expedia

    Woodstock House on 35 private acres Mountain Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Renovated 3,000 SF home about 25min drive to Bellayre Mountain and 8 min drive to Woodstock town, our 35 acres provides ...

    From $463 per night (USD)

    Expedia

    Details
  • A Romantic Escape, Woodstock Barn by A Stream with Hot Tub
    From $290 per night (USD)

    VRBO

    A Romantic Escape, Woodstock Barn by A Stream with Hot Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Large and cozy private barn, on five acres of wooded land, with a stream outside your window. Comfortable, with modern a ...

    From $290 per night (USD)

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    Details
  • Modern Farmhouse Getaway
    From $819 per night (USD)

    Expedia

    Modern Farmhouse Getaway

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    The Shula Getaway sits on three acres of serene nature and rolling stone walls. Take full advantage of this 1,800 sq ft ...

    From $819 per night (USD)

    Expedia

    Details
  • Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!
    From $430 per night (USD)

    VRBO

    Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This is our custom built timber-frame post and beam home, built in 2006. Home has a certified short term rental permit f ...

    From $430 per night (USD)

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    Details
  • Imagine Woodstock Byrdcliff House
    From $320 per night (USD)

    VRBO

    Imagine Woodstock Byrdcliff House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Byrdcliffe House sits on the mountain side above Woodstock’s town square less than 1 mile away. The house is approa ...

    From $320 per night (USD)

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    Details
  • Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!
    From $341 per night (USD)

    VRBO

    Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Treat yourself to a romantic getaway or family retreat in your own private log cabin on Ohayo Mountain, just 1.5 miles f ...

    From $341 per night (USD)

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  • Cottonwood-A Luxury Woodstock Home Located Between Woodstock + Saugerties
    From $559 per night (USD)

    VRBO

    Cottonwood-A Luxury Woodstock Home Located Between Woodstock + Saugerties

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Cottonwood! An upscale 3 bedroom, private office/convertible bedroom, 2 bath, in a lovely, newly renovated sp ...

    From $559 per night (USD)

    VRBO

    Details
  • Our Heart of Woodstock Village Cottage, fully restored
    From $287 per night (USD)

    VRBO

    Our Heart of Woodstock Village Cottage, fully restored

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Just listed: Our lovely Woodstock cottage is the only fully private single family residence in the heart of the village. ...

    From $287 per night (USD)

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  • Imagine The Woodstock House
    From $211 per night (USD)

    VRBO

    Imagine The Woodstock House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Woodstock House is distinctive and gracious. The Woodstock house is ideally located within walking distance to the ...

    From $211 per night (USD)

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    Details
  • Charming Cottage Rental Near Woodstock  Heated Pool, Fire Pit, Screened Porch
    From $374 per night (USD)

    VRBO

    Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Overview: Relax and rejuvenate at this magical woodland cottage in Woodstock, New York. Tucked away in a tranq ...

    From $374 per night (USD)

    VRBO

    Details
  • Woodstock Luxury Retreat
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    Expedia

    Woodstock Luxury Retreat

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    BRAND NEW / Completely Renovated 3 Bedroom (2 Queen Beds & 2.5 Bath w bidets). For May - $5000/month For June-October - ...

    Click For Pricing

    Expedia

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  • A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access
    From $321 per night (USD)

    VRBO

    A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Located at the heart of woodstock (on Ricks Rd) this newly built cabin is a dream gateway. Spacious, with all modern ame ...

    From $321 per night (USD)

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    Details
  • NEW! The Joyful Cabin - Modern Upstate Cabin Vibe
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    Expedia

    NEW! The Joyful Cabin - Modern Upstate Cabin Vibe

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Our joyful cabin is nestled on 6 wooded acres - this is the perfect place to rest and recharge. Soak in the sights in th ...

    Click For Pricing

    Expedia

    Details
  • Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
    From $394 per night (USD)

    VRBO

    Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Visit renowned music venues, chase waterfalls, and enjoy the natural beauty of the Catskills when you stay at this all-s ...

    From $394 per night (USD)

    VRBO

    Details
  • Privacy & Luxury @ Heart of Woodstock w/ Hot Tub
    From $361 per night (USD)

    VRBO

    Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tu ...

    From $361 per night (USD)

    VRBO

    Details
  • Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
    From $397 per night (USD)

    VRBO

    Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax in this charming getaway on 2 wooded acres with bucolic stream. Fully renovated designer home on landscaped proper ...

    From $397 per night (USD)

    VRBO

    Details
  • Catskills Hideaway w/ Sauna Minutes from Hiking
    From $132 per night (USD)

    Expedia

    Catskills Hideaway w/ Sauna Minutes from Hiking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: Our lovely guest house is tucked away on a quiet road in Mt. Tremper, minutes to Phoenicia and ten miles from W ...

    From $132 per night (USD)

    Expedia

    Details
  • Quaint Cottage w/ Peloton & Sauna near Hiking
    From $158 per night (USD)

    VRBO

    Quaint Cottage w/ Peloton & Sauna near Hiking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to Abeni Cottage! This quaint 2-bedroom cottage has everything you need for a relaxing getaway. It incl ...

    From $158 per night (USD)

    VRBO

    Details
  • Woodstock MCMstyled house 60acres hottub Woodstock
    From $672 per night (USD)

    VRBO

    Woodstock MCMstyled house 60acres hottub Woodstock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    16

    WeWilde's beautiful renovated 4bd3ba home SLEEP16+. Under 2hours from NYC ez access to Woodstock, Kingston &all surround ...

    From $672 per night (USD)

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  • Chic and eclectic retreat at Woodstock/Saugerties!
    From $386 per night (USD)

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    Chic and eclectic retreat at Woodstock/Saugerties!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully renovated old barn, circa 1810, with chic, modern and eclectic design, with landscaped lawn/garden. A wonder ...

    From $386 per night (USD)

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  • The Solarium: Woodstock Retreat w/Hot tub+Stream!
    From $1032 per night (USD)

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    The Solarium: Woodstock Retreat w/Hot tub+Stream!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Located between Kingston and Woodstock, this elegantly furnished retreat sits on a private creek! The house has luxuriou ...

    From $1032 per night (USD)

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  • Eco-friendly Modern Mountain Home near Woodstock
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    Eco-friendly Modern Mountain Home near Woodstock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This home is a perfect escape for both work and play. Nestled in the Catskill Mountains, our 3-bedroom, 2.5-bathroom hom ...

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  • Unequalled Views of Reservoir & Mtns, Affordable, Totally Private
    From $331 per night (USD)

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    Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    SKYLOFT, your own private piece of the world. Quiet, away from everything, yet not isolated.. SKYLOFT is a 1000-sq-ft ap ...

    From $331 per night (USD)

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  • Woodstock Artist's Retreat
    From $467 per night (USD)

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    Woodstock Artist's Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Relax, create, and enjoy the Woodstock Artist's Retreat. 6 serene acres hugged by magical Overlook Mountain, Lewis ...

    From $467 per night (USD)

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  • NEW! Gorgeous spacious family escape with Pool & Mountain views
    From $706 per night (USD)

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    NEW! Gorgeous spacious family escape with Pool & Mountain views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This spacious 3BR/3BA home is the perfect hub for adventures in and around the Hudson Valley/Catskills! Just 10 mins to ...

    From $706 per night (USD)

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  • A Wonderful House. High on a hill overlooking the mountains and valleys.
    From $151 per night (USD)

    VRBO

    A Wonderful House. High on a hill overlooking the mountains and valleys.

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    We want to rent only for the season, from November 15th until March 31st. We have a beautiful, light-filled modern hous ...

    From $151 per night (USD)

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  • The CubHouse
    From $278 per night (USD)

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    The CubHouse

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman i ...

    From $278 per night (USD)

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  • Savor Dreamy Treetop Views Under Whitewashed Beams
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    Savor Dreamy Treetop Views Under Whitewashed Beams

    Bedrooms:
    0
    Bathrooms:
    0
    Sleeps:
    0

    Escape to your private, treetop hideout right in the village of Woodstock. Peaceful & private, this upper unit has an ea ...

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  • Explore Woodstock from an Exceptional Home
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    Expedia

    Explore Woodstock from an Exceptional Home

    Bedrooms:
    0
    Bathrooms:
    0
    Sleeps:
    0

    Sit by the fire in a living room with hardwood floors, relaxed furnishings, and distressed wood accents. Have a cookout ...

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  • Woodstock getaway
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    Woodstock getaway

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    A quaint house on a peaceful street just a 5-minute drive from downtown Woodstock and short walk to the Ashokan River Tr ...

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  • Woodstock/Saugerties Retreat- Pool/Hot Tub/FirePit
    From $730 per night (USD)

    Expedia

    Woodstock/Saugerties Retreat- Pool/Hot Tub/FirePit

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to The Evergreen, our Hudson Valley retreat located just 5 minutes from Woodstock village. Sitting on 3 acres am ...

    From $730 per night (USD)

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  • TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
    From $409 per night (USD)

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    TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Brook Cottage is ideally located on a shared and secluded property at the end of a private lane, yet it’s just a few blo ...

    From $409 per night (USD)

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  • Noorden House - Spacious and Private, Pool
    From $441 per night (USD)

    Expedia

    Noorden House - Spacious and Private, Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Summary: Welcome to Noorden House, a beautiful 3 Bed, 3.5 Bath haven just 15 minutes from Woodstock. Contemporary luxur ...

    From $441 per night (USD)

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  • Basecamp:  Pool + Mtn Views. Hudson Valley Getaway
    From $1116 per night (USD)

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    Basecamp: Pool + Mtn Views. Hudson Valley Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Basecamp is a modern and spacious retreat in the heart of the scenic Hudson Valley, located 2 hours from NYC, i ...

    From $1116 per night (USD)

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  • Cozy Silo with Sunset Mountain Views near Woodstock
    From $580 per night (USD)

    Expedia

    Cozy Silo with Sunset Mountain Views near Woodstock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Charming Willow Silo nestled amongst the trees 10 minutes away from Woodstock and 15 minutes away from Phoenicia, this w ...

    From $580 per night (USD)

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  • Log Cabin/screened porch, 9 Acres/ Mountain views
    From $338 per night (USD)

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    Log Cabin/screened porch, 9 Acres/ Mountain views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    10 years new Log cabin, hand built by Amishcraftsman, located in the Catskill Recreation Park, with preserved land in th ...

    From $338 per night (USD)

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  • Beautiful & Spacious Woodstock Home w/ Pool
    From $595 per night (USD)

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    Beautiful & Spacious Woodstock Home w/ Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This peaceful home is 4 miles from Tinker St, offers two acres of serene woodlands, a fire pit, pool & porch for bird wa ...

    From $595 per night (USD)

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  • Private Woodstock cottage. Don't forget your dog!
    From $308 per night (USD)

    VRBO

    Private Woodstock cottage. Don't forget your dog!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy the music, art, shopping and restaurants of Woodstock in the winter holiday season! Hike the many trails, explor ...

    From $308 per night (USD)

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  • Rock 'n' House: Unique Design Ft. in AD Magazine!
    From $1302 per night (USD)

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    Rock 'n' House: Unique Design Ft. in AD Magazine!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Escape to Rock 'n' House, a marvel featured in Architectural Digest, nestled on a 14-acre estate down a seclude ...

    From $1302 per night (USD)

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  • Studio close to Woodstock
    From $127 per night (USD)

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    Studio close to Woodstock

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    2

    Fully furnished 750 square foot studio apartment with queen size bed, kitchen and one bathroom with shower, air conditio ...

    From $127 per night (USD)

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  • Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
    From $264 per night (USD)

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    Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Willow-Brook cottage is a newly renovated stream-side cabin with a river on both sides next to a swimming hole, looking ...

    From $264 per night (USD)

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  • NEW!  Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!
    From $284 per night (USD)

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    NEW! Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    15

    Style meets convenience for a relaxing and peaceful stay. Plan your MONTH-LONG visit to the Hudson Valley and use Wood ...

    From $284 per night (USD)

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  • Surfers in Paradise resting Casita.
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    Expedia

    Surfers in Paradise resting Casita.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The whole group will enjoy easy access to everything from this centrally located place. This 2bedroom one bath with full ...

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  • Caleta Tortuga scenic view ensenda Honda
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    Caleta Tortuga scenic view ensenda Honda

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Caleta Tortuga is a beautiful 2 bedroom house &2bathrooms attached ,for 4people .5,6 th person can sleep in living room ...

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  • Esopus Creek modern Tiny house Retreat!
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    Esopus Creek modern Tiny house Retreat!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Dare to break from the hustle and bustle culture and immerse yourself in the beauty and solitude of our modern spacious ...

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  • Esopus Creek modern Tiny house Retreat!
    From $253 per night (USD)

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    Esopus Creek modern Tiny house Retreat!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Dare to break from the hustle and bustle culture and immerse yourself in the beauty and solitude of our modern spacious ...

    From $253 per night (USD)

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  • The Leeway - River Studio
    From $283 per night (USD)

    Expedia

    The Leeway - River Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Immerse yourself in the serene ambiance of our River Studio at The Leeway. This thoughtfully designed space boasts high ...

    From $283 per night (USD)

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  • The Leeway - Two-Bedroom Suite
    From $358 per night (USD)

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    The Leeway - Two-Bedroom Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience the essence of Catskills elegance in our two-bedroom suite at The Leeway. This spacious retreat boasts two qu ...

    From $358 per night (USD)

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  • The Leeway - Meadow Loft Duplex
    From $338 per night (USD)

    Expedia

    The Leeway - Meadow Loft Duplex

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Step into a world of rustic refinement with our Meadow Loft Duplex at The Leeway. This uniquely designed space features ...

    From $338 per night (USD)

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  • 1.5 Bedroom Suite with Den
    From $325 per night (USD)

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    1.5 Bedroom Suite with Den

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    The 1.5 Bedroom Suite has one Queen Bedroom, a Den with a Twin XL sleeper sofa, Smart TV and an ensuite full bathroom wi ...

    From $325 per night (USD)

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  • 1 Bedroom Suite with a Living Room
    From $241 per night (USD)

    Expedia

    1 Bedroom Suite with a Living Room

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The 1 Bedroom Suite has one Queen Bedroom an ensuite bathroom. There is a a separate living room with a Smart TV. This ...

    From $241 per night (USD)

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  • Bright, historic Woodstock home close to town
    From $465 per night (USD)

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    Bright, historic Woodstock home close to town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our historic Woodstock home is close to everything, but far enough away to be surrounded by trees, grass and peace & qui ...

    From $465 per night (USD)

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  • Lanesville Home w/ Pool Table, Bar & Deck!
    From $658 per night (USD)

    Expedia

    Lanesville Home w/ Pool Table, Bar & Deck!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    - 5,000 Sq Ft - Pet Friendly w/ Fee - Hunting & Fishing (On-Site) - Stony Clove Creek Access (On-Site) Escape to the pi ...

    From $658 per night (USD)

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  • PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
    From $334 per night (USD)

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    PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A perfect escape for total privacy. Watch nature move and change while sipping your morning coffee on the deck. This m ...

    From $334 per night (USD)

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  • NEW LISTING Woodstock secluded mountain retreat with beautiful pool and sauna.
    From $768 per night (USD)

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    NEW LISTING Woodstock secluded mountain retreat with beautiful pool and sauna.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stunning, tranquil mountainside retreat with exposed beams, saltwater swimming pool, sauna, fireplace, soaking tubs and ...

    From $768 per night (USD)

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  • Away Upstate, a cozy retreat w/ Firepit and Wood Stove
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    Away Upstate, a cozy retreat w/ Firepit and Wood Stove

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    About this space: The Away Upstate retreat is nestled in the breathtaking Catskills and is your perfect home away from h ...

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  • Serene Woodstock Oasis, Sauna/Steam Shower, Cook's Kitchen. Top Reviews.
    From $314 per night (USD)

    VRBO

    Serene Woodstock Oasis, Sauna/Steam Shower, Cook's Kitchen. Top Reviews.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Please note we have 70 recent 5-star reviews of this property on Airbnb. Highlights from guest reviews: "Warmly furni ...

    From $314 per night (USD)

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  • The Arts & Crafts House - Skylights/Jacuzzi/Deck\n\n
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    The Arts & Crafts House - Skylights/Jacuzzi/Deck\n\n

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    Get away to a charming cabin in a lush glade just 10 min from quaint Woodstock and trendy Kingston. If you've never stay ...

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  • Modern Farmhouse w/ Saltwater Pool, Game Room, Spa Baths - 5 Min to Woodstock
    From $597 per night (USD)

    Expedia

    Modern Farmhouse w/ Saltwater Pool, Game Room, Spa Baths - 5 Min to Woodstock

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Woodstock Highlands, a beautifully renovated four-bedroom modern farmhouse nestled in the heart of the Hudson ...

    From $597 per night (USD)

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