Town of Woodstock, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Woodstock, New York on RentalSaver.com!

Town of Woodstock Rentals

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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
From $135 per night (USD)
Expedia
Renovated home seconds from town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this newly renovated Woodstock Home (3BR/2.5 BA/1,595 sq ft). A dream getaway for those looking to fall in l ...
From $135 per night (USD)
Expedia
From $111 per night (USD)
VRBO
2+ Acres Creekside Cottage Hudson Valley Retreat Woodstock–Kingston, NY Sleeps 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Peaceful Creekside Cottage with Private Waterfront Access 2+ Acres in Hudson Valley New York! Escape to a serene, light- ...
From $111 per night (USD)
VRBO
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
From $774 per night (USD)
VRBO
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)
VRBO
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 $414 per night (USD)
VRBO
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)
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 $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 $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)
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 $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 $516 per night (USD)
VRBO
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)
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 $338 per night (USD)
VRBO
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)
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 $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 $169 per night (USD)
VRBO
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...
From $169 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Romantic Luxury Chalet For 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dear Traveler, Look no further. This quiet, private and very romantic chalet exudes character, luxury and charm. P ...
From $320 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Country Cabin in Woodstock, NY- Cozy and Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Two night minimum stay. Please do not request a one night stay as that is not an option. Country Cottage Retreat in be ...
From $166 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
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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 ...
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Expedia
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VRBO
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
VRBO
From $226 per night (USD)
VRBO
Mountain view, mid-century style, 1 mile to town!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...
From $226 per night (USD)
VRBO
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VRBO
Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming weekend getaway is 12 minutes from the center of Woodstock. On 8+ acres, furnished with comfortable elegan ...
Click For Pricing
VRBO
From $476 per night (USD)
Expedia
Unique Woodstock House with Swimming Pool - walk to town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Secluded on a private lane. 1800 square feet of over 2 acres of custom stonework, gardens bursting with flowers and a f ...
From $476 per night (USD)
Expedia
From $369 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 $369 per night (USD)
VRBO
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Expedia
Spa Cabin Close to Woodstock Center with Full Service Options
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Sounds of nature at all times. You can hear water falls, birds, occasionally the owl. Here you get to stay in comfort, n ...
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Expedia
From $215 per night (USD)
VRBO
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will be Catskillin' it in this newly remodeled, over 500 sq. ft., design-forward 1BR cottage, bright and snug with p ...
From $215 per night (USD)
VRBO
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Expedia
Woodstock Waterfall Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Waterfall Cottage is on 2 1/2 privet acers and 2 1/2 miles to the center of the town of Woodstock. The Sawkill and ...
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Expedia
From $465 per night (USD)
VRBO
Mountainside home, with pool , deck & 3mins to Woodstock
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This charming home sits on 5 acres and walking distance to the Village of Woodstock. It is stylishly decorated & include ...
From $465 per night (USD)
VRBO
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)
Expedia
From $560 per night (USD)
VRBO
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 $560 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Adorable Red Cottage, walking distance to Woodstock
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
We invite you to enjoy your time upstate in our Cozy Red Woodstock Cottage! This adorable, thoughtfully renovated 2 BR ...
From $156 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 $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
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VRBO
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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VRBO
From $381 per night (USD)
Expedia
NEW! Bright and Cheerful Historic Cottage in Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step into a piece of history! Built in 1930 by Bolton Brown, an original founder of the Woodstock Artist Colony, this Ar ...
From $381 per night (USD)
Expedia
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
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Expedia
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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Expedia
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
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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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Expedia
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 $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)
VRBO
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)
VRBO
From $240 per night (USD)
VRBO
Peace Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sweet Streamside Cottage in the magical hamlet of Willow in the town of Woodstock NY. Stone yoga deck on the water to m ...
From $240 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Our well-equipped cabin sits at the end of a dead-end road on three secluded acres including rolling lawn, woodlands, an ...
From $448 per night (USD)
VRBO
$\Blissful Retreat\ Elegant , Charming & Peaceful$
From $480 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 $480 per night (USD)
VRBO
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VRBO
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 ...
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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 $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)
Expedia
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)
Expedia
From $673 per night (USD)
VRBO
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)
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 $386 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 $386 per night (USD)
VRBO
From $604 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 $604 per night (USD)
Expedia
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 $349 per night (USD)
Expedia
Classic Catskills Estate, Amazing Location!
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Welcome to Lachland! (PLEASE NOTE AT THIS TIME OUR MINIMUM RENTAL IS 30 DAYS, DUE TO LOCAL LAW) This 5 bedroom home has ...
From $349 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
When you think about going away to the beautiful Catskill Mountains this year imagine staying in the most gorgeous log c ...
From $342 per night (USD)
VRBO
From $1741 per night (USD)
Expedia
Glasco Woodstock - 16 Acres with Mountain View.
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Summary: Thoughtfully designed to elevate every moment of your stay, Glasco Woodstock treasures the uniquely historic wh ...
From $1741 per night (USD)
Expedia
From $278 per night (USD)
VRBO
'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom ranch vacation rental in the iconic upstate town of Woodstock ...
From $278 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 $343 per night (USD)
VRBO
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)
VRBO
From $237 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 $237 per night (USD)
Expedia
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 $844 per night (USD)
Expedia
Hudson Valley Evergreen Treehouse
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our brand new Scandinavian designed 5 bedroom, 3 bath treehouse in the Woodstock Hudson Valley area. Experien ...
From $844 per night (USD)
Expedia
From $739 per night (USD)
VRBO
New Luxury 5BR3BTh Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
We are now doing seasonal rental of 3-4 months in a lower rate, please inquire via the site and we can adjust accordingl ...
From $739 per night (USD)
VRBO
From $829 per night (USD)
VRBO
5 bedroom home, mountain views10 Acres, 65' swimming pool,separate pool house
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
WOODSTOCK HEAVEN 2 week Rental from 8/12/17-8/26/17, will accept one week. This is in Woodstock, NY Our house sits on 1 ...
From $829 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Country Retreat-Expansive Views-Pool-Woodstock-HITS-Skiing-Hiking-Festivals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This single-story, 2 bedroom, 2 bathroom cottage, on property that straddles the border of Woodstock and Saugerties, was ...
From $418 per night (USD)
VRBO
From $470 per night (USD)
Expedia
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The house is the best of both worlds—it’s a farmhouse, but it’s modern, with all the charm of the old and the amenities ...
From $470 per night (USD)
Expedia
From $851 per night (USD)
VRBO
Legendary Big Pink in Saugerties / Woodstock Minimum 3 night booking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Big Pink, the house where Bob Dylan's Basement Tapes were recorded with his back-up band, later know as The Band, whose ...
From $851 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Rustic Catskills Cabin, on 3 acres, between Woodstock & Phoenicia
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This Quintessential Catskills Cabin, built in the 1930s as a gentleman's hunting lodge, on 3 acres, is the perfect blen ...
From $317 per night (USD)
VRBO
From $616 per night (USD)
VRBO
High Above It All In Woodstock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our beautiful and welcoming home, perched high above the Ashokan Reservoir, is spacious, well appointed, sun filled, and ...
From $616 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Tree Top HideAway - Rural Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Open-plan apartment with high ceiling, wood stove, bedroom, office with sofa bed, (it MUST be specifically requested if ...
From $239 per night (USD)
VRBO
From $728 per night (USD)
VRBO
Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
The cabin is cozy and rustic looking but with modern comforts. Featuring a large stone fireplace and expansive deck, gre ...
From $728 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Private Home, Mins. to Woodstock
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
If you are looking for a place to get away, relax, be secluded from the hustle/bustle...this is the place! Take the pri ...
From $303 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Woodstock Cottage with hot tub. Close to town yet very private.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Featured in the Escape Section of the New York Times, this house is in a great location, six minutes by car to the to ...
From $323 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Secluded family retreat within minutes of Woodstock village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come and enjoy our secluded Catskills escape! Less than 100 miles from NYC, this spacious welcoming 3 bedroom home has ...
From $427 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Woodland Cozy Cabin Catskills
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Winston's Place is a cozy cabin nestled into a wooded backdrop, in the Catskill Mountains. Quiet dead end road, large wr ...
From $279 per night (USD)
VRBO
From $675 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 $675 per night (USD)
Expedia
From $623 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 $623 per night (USD)
VRBO
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)
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 $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 $312 per night (USD)
Expedia
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)
Expedia
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 $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 $397 per night (USD)
VRBO
NEW! ROMANTIC STORYBOOK COTTAGE Peaceful, Historic, Private, Charming
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Woodstock, this oh-so-charming home is a lovely choice for a couple or a couple of friends who want to get aw ...
From $397 per night (USD)
VRBO
From $737 per night (USD)
Expedia
Secluded Catskills Mountainside Lodge near Woodstock, Phoenicia
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stylish and secluded, the Lodge offers stunning views and a magical mix of mountain vibes and modern amentiites. With a ...
From $737 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 $504 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 $504 per night (USD)
Expedia
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 $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
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
Click For Pricing
Expedia
Quiet Luxury Retreat in the Catskills -- 2 bedrooms, Designer Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tucked into one of the coziest corners of the Catskills, this is the perfect place to unwind from the demands of urban l ...
Click For Pricing
Expedia

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Results: 228 Rentals