Town of Woodstock Rentals
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)VRBO
From $568 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 $568 per night (USD)VRBO
From $381 per night (USD)VRBO
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)VRBO
From $325 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 $325 per night (USD)VRBO
From $672 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 $672 per night (USD)VRBO
From $623 per night (USD)Expedia
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 $623 per night (USD)Expedia
From $925 per night (USD)VRBO
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 $925 per night (USD)VRBO
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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 ...
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From $199 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 $199 per night (USD)VRBO
From $862 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 $862 per night (USD)VRBO
From $306 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 $306 per night (USD)VRBO
From $392 per night (USD)VRBO
Renovated farmhouse with fully fenced yard, pets friendly/hot tub/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)VRBO
From $526 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 $526 per night (USD)VRBO
From $673 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 $673 per night (USD)Expedia
From $312 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 $312 per night (USD)VRBO
From $457 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 $457 per night (USD)Expedia
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)VRBO
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
From $428 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 $428 per night (USD)VRBO
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)VRBO
From $339 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 $339 per night (USD)VRBO
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
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)VRBO
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)VRBO
From $328 per night (USD)VRBO
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax and rejuvenate at this magical woodland cottage in Woodstock, New York. Tucked away in a tranquil setting yet only ...
From $328 per night (USD)VRBO
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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 - ...
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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:
- 3
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)VRBO
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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 ...
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From $398 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 $398 per night (USD)VRBO
From $350 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 $350 per night (USD)VRBO
From $439 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 $439 per night (USD)VRBO
From $335 per night (USD)Expedia
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 $335 per night (USD)Expedia
From $597 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 $597 per night (USD)VRBO
From $386 per night (USD)Expedia
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)Expedia
From $1027 per night (USD)VRBO
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 $1027 per night (USD)VRBO
From $516 per night (USD)Expedia
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 ...
From $516 per night (USD)Expedia
From $467 per night (USD)VRBO
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)VRBO
From $695 per night (USD)VRBO
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 $695 per night (USD)VRBO
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)VRBO
From $756 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 $756 per night (USD)Expedia
From $384 per night (USD)VRBO
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 $384 per night (USD)VRBO
From $478 per night (USD)VRBO
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 $478 per night (USD)VRBO
From $654 per night (USD)VRBO
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 $654 per night (USD)VRBO
From $338 per night (USD)Expedia
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)Expedia
From $627 per night (USD)VRBO
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 $627 per night (USD)VRBO
From $308 per night (USD)Expedia
Private cottage - 5 min from the center of town
- 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)Expedia
From $236 per night (USD)VRBO
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 $236 per night (USD)VRBO
From $264 per night (USD)VRBO
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)VRBO
From $349 per night (USD)VRBO
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 $349 per night (USD)VRBO
From $240 per night (USD)Expedia
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 $240 per night (USD)Expedia
From $276 per night (USD)VRBO
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 $276 per night (USD)VRBO
From $327 per night (USD)Expedia
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 $327 per night (USD)Expedia
From $327 per night (USD)VRBO
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 $327 per night (USD)VRBO
From $343 per night (USD)Expedia
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 $343 per night (USD)Expedia
From $237 per night (USD)VRBO
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 $237 per night (USD)VRBO
From $465 per night (USD)Expedia
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)Expedia
From $183 per night (USD)VRBO
Mid-Century Modern House Convenient to All that Woodstock has to Offer.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Marko Grove is a Mid-Century Modern Raised Ranch house on a large lot in Woodstock’s well-known Bearsville Flats neighbo ...
From $183 per night (USD)VRBO
From $668 per night (USD)VRBO
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 $668 per night (USD)VRBO
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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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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)VRBO
From $597 per night (USD)VRBO
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)VRBO
From $397 per night (USD)VRBO
Abbey Rd Farmhouse: Pool, Firepit + Stunning Views
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Nestled in the heart of tranquil upstate New York, Abbey Road Farmhouse offers an idyllic escape just 2.5 hours ...
From $397 per night (USD)VRBO
From $513 per night (USD)VRBO
Woodstock Stone Cottage mountain views 2/1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
.......Your Mount Tremper getaway awaits at this brilliant 2-bedroom cottage. With 2 queen beds, a jetted bathtub, and a ...
From $513 per night (USD)VRBO
From $339 per night (USD)VRBO
Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Nestled on 2 private acres surrounded by acres of woods, with a creek and views of a stream-fed pond. Conveniently locat ...
From $339 per night (USD)VRBO
From $168 per night (USD)VRBO
Charming guesthouse in castle in delightful Woodstock with office space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to relax in a fully independent guesthouse in a stone castle in Woodstock . This terrific property features ...
From $168 per night (USD)VRBO
From $1072 per night (USD)VRBO
Luxury Woodstock Family Retreat with pool/hot tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
I will work with you on pricing! I have bee. A superhost on the other site for 7+ years. Yoy can find me on Insta at ren ...
From $1072 per night (USD)VRBO
From $685 per night (USD)VRBO
Luxury Woodstock Retreat: Hot tub & heated pool! Family & Group friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Insta at munchkinlanewoodstock :) Superhost for 7+ years on that other site ;) Featured on insta’s best of design- the s ...
From $685 per night (USD)VRBO
From $234 per night (USD)Expedia
Cabin at Woodland Lodge: Off grid escape in the catskills
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surrounded by natural beauty, you'll watch your troubles melt away in this picturesque, sun-filled tiny home. Relax by t ...
From $234 per night (USD)Expedia
From $302 per night (USD)VRBO
NEW! Spacious 3-bedroom house with pool and fenced yard in Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Book your Woodstock getaway at this roomy 3-bedroom house with great outdoor space and easy access to the Village and th ...
From $302 per night (USD)VRBO
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Charming 1-bedroom cottage in Woodstock with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this cottage your home away from home while you visit Woodstock. This cozy retreat features 1 serene bedroom wi ...
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From $610 per night (USD)VRBO
Woodstock Secluded Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
About this space: Our beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning M ...
From $610 per night (USD)VRBO
From $299 per night (USD)Expedia
Mtn. RETREAT Watch Leaves Change From Hot Tub on the Deck. Min to Town, Pvt
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home in the Shady hamlet of Woodstock, less than 10 minutes from Town, is the perfect Retreat. There are 4 bedrooms ...
From $299 per night (USD)Expedia
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
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
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
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
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
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
From $415 per night (USD)VRBO
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)VRBO
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
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
From $154 per night (USD)VRBO
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)VRBO
From $493 per night (USD)VRBO
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)VRBO
From $234 per night (USD)Expedia
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)Expedia
From $392 per night (USD)VRBO
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)VRBO
From $220 per night (USD)VRBO
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)VRBO
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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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From $286 per night (USD)VRBO
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)VRBO
From $631 per night (USD)VRBO
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)VRBO
From $487 per night (USD)Expedia
Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Goat Hill House, a serene Catskills retreat with breathtaking Hudson Valley views. Lounge by the heated pool, ...
From $487 per night (USD)Expedia