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 $800 per night (USD)
VRBO
1876 Eyebrow Colonial Home on 36 acres, with pool and fully loaded game room
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully Appointed 1876 country house with sweeping lawns and an expansive, enclosed bluestone patio that is perfect ...
From $800 per night (USD)
VRBO
From $912 per night (USD)
Expedia
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located just a three-minute drive or a leisurely stroll to the center of Woodstock, this stunning five bedroom contempor ...
From $912 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bridge House is a true gem of mid-century modern styling. Furnished with iconic pieces by Charles Eames, Jens Risom, Pa ...
From $362 per night (USD)
VRBO
From $612 per night (USD)
VRBO
Private oasis, ideal for families! Hot tub always open! Heated pool open in May!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Woodstock and our family oasis! Located on a private road, at the base of Overlook Mountain, on more than 5 s ...
From $612 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahous ...
From $307 per night (USD)
VRBO
From $467 per night (USD)
Expedia
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)
Expedia
From $289 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 $289 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Vogue ft Woodstock Barn
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Woodstock Barn is a beautifully restored 1889 gem—featured in Vogue and “Woodstock Handmade Houses—located just 8 mi ...
From $629 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Mid-Century Woodstock Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our mid-century Woodstock retreat! This one-level home features an open-concept layout that seamlessly blends ...
From $172 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Cabin at Woodland Lodge
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 $278 per night (USD)
Expedia
From $426 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 $426 per night (USD)
VRBO
From $406 per night (USD)
Expedia
The Mod Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the dow ...
From $406 per night (USD)
Expedia
From $82 per night (USD)
VRBO
Woodstock Cabin in the Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Charming A-frame cabin in lovely private wooded setting. This stone and wood constructed cabin features a gorgeous work ...
From $82 per night (USD)
VRBO
From $302 per night (USD)
Expedia
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)
Expedia
From $219 per night (USD)
VRBO
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 $219 per night (USD)
VRBO
From $699 per night (USD)
VRBO
Woodstock/Entire house with pool 1.5 miles to Village Green. Very private.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stylish and comfortable private home just 1.5 miles from Village Green with private lawn, woods. In ground pool with out ...
From $699 per night (USD)
VRBO
$\Fantastic.\ Serene Woodstock Oasis, Sauna, Steam, Winter Warmth, Cook's Kitchen$
From $314 per night (USD)
VRBO
\"Fantastic.\" Serene Woodstock Oasis, Sauna, Steam, Winter Warmth, Cook's Kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Guest reviews -- more than 60 5-star reviews! "Warmly furnished and beautifully appointed. The kitchen is nicely laid o ...
From $314 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Cozy vacation home in the Catskills
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the downtown area and so ...
From $422 per night (USD)
Expedia
From $837 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 $837 per night (USD)
VRBO
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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 ...
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Expedia
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 $301 per night (USD)
VRBO
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 $301 per night (USD)
VRBO
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
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 $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 $296 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 $296 per night (USD)
VRBO
From $169 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 $169 per night (USD)
VRBO
From $176 per night (USD)
Expedia
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 $176 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Romantic Luxury Chalet with Private Pool
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 $355 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 $226 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 $226 per night (USD)
VRBO
From $576 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 $576 per night (USD)
VRBO
From $870 per night (USD)
VRBO
Exceptional Property, Saline Pool, Waterfall, Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This lovely home is available August through Labor Day. Beautifully updated farmhouse featured in Good Housekeeping & Co ...
From $870 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
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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 ...
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VRBO
From $454 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 $454 per night (USD)
VRBO
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)
VRBO
From $224 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 $224 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
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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 - ...
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Expedia
From $441 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 $441 per night (USD)
VRBO
From $439 per night (USD)
Expedia
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)
Expedia
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VRBO
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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VRBO
$FOREST HUG: A 3-bedroom \Laotian Stilt House\ in Sauger-Stock!$
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Expedia
FOREST HUG: A 3-bedroom \"Laotian Stilt House\" in Sauger-Stock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
We’re excited to share our space:— FOREST HUG! It’s a funky, three-bedroom, two-bathroom home in Sauger-stock (between S ...
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Expedia
From $381 per night (USD)
VRBO
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)
VRBO
From $700 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 $700 per night (USD)
VRBO
$A pleasant space in a pleasant neighborhood in a beautiful part of the country!\n$
From $314 per night (USD)
VRBO
A pleasant space in a pleasant neighborhood in a beautiful part of the country!\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a newly renovated apartment in and old studio. Close (1 mile) to the center of the village of Woodstock, NY. Wit ...
From $314 per night (USD)
VRBO
From $153 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 $153 per night (USD)
Expedia
From $852 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 $852 per night (USD)
VRBO
$Mountain Home with a View\n\n$
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Expedia
Mountain Home with a View\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Find refuge and relaxation when you stay at "Hickory House;" a newly renovated mountain home on 4 secluded acres in Will ...
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Expedia
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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
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Expedia
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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Expedia
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VRBO
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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VRBO
From $737 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 $737 per night (USD)
VRBO
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)
VRBO
From $620 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 $620 per night (USD)
Expedia
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 $467 per night (USD)
Expedia
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 $467 per night (USD)
Expedia
From $369 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 $369 per night (USD)
VRBO
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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 ...
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Expedia
$\Blissful Retreat\ Elegant , Charming & Peaceful$
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)
VRBO
From $226 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 $226 per night (USD)
VRBO
From $412 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 $412 per night (USD)
VRBO
From $319 per night (USD)
Expedia
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 $319 per night (USD)
Expedia
From $1539 per night (USD)
VRBO
Glasco Woodstock - 16 Acres with Mountain View.
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Thoughtfully designed to elevate every moment of your stay, Glasco Woodstock treasures the uniquely historic while relis ...
From $1539 per night (USD)
VRBO
From $396 per night (USD)
Expedia
'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 $396 per night (USD)
Expedia
From $439 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 $439 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 $936 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 $936 per night (USD)
VRBO
From $798 per night (USD)
VRBO
5-Star New Barn Home - Music Studio, Views & Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Brand new timber frame home features 3 bedroom, 3 bath with separate 1 bedroom/bath guest cottage/music studio. Soaring ...
From $798 per night (USD)
VRBO
From $427 per night (USD)
VRBO
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 $427 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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 $307 per night (USD)
Expedia
From $377 per night (USD)
VRBO
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 $377 per night (USD)
VRBO
From $365 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 $365 per night (USD)
Expedia
From $271 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 $271 per night (USD)
VRBO
From $153 per night (USD)
Expedia
The Lingonberry, a charming Scandinavian Studio 5-min from Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to a cozy, homely studio in a Scandinavian-designed cottage atop Ohayo Mountain above Woodstock. With garden a vi ...
From $153 per night (USD)
Expedia
From $491 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 $491 per night (USD)
VRBO
From $1067 per night (USD)
Expedia
Farmhouse near Woodstock w/Hot Tub & Private Yard
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Escape to the heart of Saugerties and immerse yourself in the timeless charm of our authentic farmhouse. This historic h ...
From $1067 per night (USD)
Expedia
From $778 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 $778 per night (USD)
VRBO
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
From $307 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 $307 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Cozy Cottage with Great Views
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 $816 per night (USD)
VRBO
Heated pool, outdoor deck, fire pit, basketball court, fireplaces, central air.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The pool is open from May 22, 2024 until October 7, 2024. We supply 50 gallons of gas for the pool heater weekly; guests ...
From $816 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 $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 $322 per night (USD)
Expedia
Cedar Cottage with hot tub as seen in New York Times escape section.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This cottage was featured in the Escape Section of the New York Times. The house is in a great location, six minutes by ...
From $322 per night (USD)
Expedia
From $558 per night (USD)
VRBO
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 $558 per night (USD)
VRBO
From $845 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 $845 per night (USD)
VRBO
From $578 per night (USD)
VRBO
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 $578 per night (USD)
VRBO
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 $467 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 $467 per night (USD)
VRBO
From $831 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 $831 per night (USD)
Expedia
From $779 per night (USD)
VRBO
New Luxury 5BR 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 week’s minimum, please inquire via the site and we can adjust accordingly dates ...
From $779 per night (USD)
VRBO
From $857 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 $857 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 $700 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 $700 per night (USD)
VRBO
From $739 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 $739 per night (USD)
VRBO
From $243 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 $243 per night (USD)
VRBO
From $368 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 $368 per night (USD)
VRBO
From $160 per night (USD)
Expedia
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)
Expedia

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Results: 242 Rentals