Woodstock Rentals
From $346 per night (USD)VRBO
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Brook Cottage Too is ideally located on a shared and secluded property at the end of a private lane, yet it’s just a few ...
From $346 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 $176 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 $176 per night (USD)VRBO
From $552 per night (USD)VRBO
Gracious Woodstock Retreat -Walking Distance to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Elegant yet comfortable home in a rural wooded setting on 2 private acres, and only a 10 minute walk from town. King Be ...
From $552 per night (USD)VRBO
From $500 per night (USD)VRBO
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brookside Retreat is ideally located on a quiet side street overlooking Tannery Brook, a year-round stream that flows th ...
From $500 per night (USD)VRBO
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
From $246 per night (USD)VRBO
Wydeclove Artist Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a secluded retreat in an original Birdcliff-style artist cabin: completely updated with air conditioning, Wifi and ...
From $246 per night (USD)VRBO
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Immaculate Bearsville Oasis - Private, with all amenities, close to town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome home... to this sophisticated & comfortable Bearsville property. An 1800's farmhouse was expanded to create the ...
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From $293 per night (USD)VRBO
Village Center: Gracious & Spacious Retreat \"Above the Books\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a luxurious and inspiring getaway "Above the Books", just up the stairs from Woodstock’s legendary MIR ...
From $293 per night (USD)VRBO
From $2548 per night (USD)VRBO
Walk To Woodstock, Streamside W/In Ground Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning country home with all the modern amenities & interior design you would want to have during your stay. Enjoy th ...
From $2548 per night (USD)VRBO
From $298 per night (USD)VRBO
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With forest and ...
From $298 per night (USD)VRBO
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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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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 $484 per night (USD)Expedia
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to a romantic getaway or relaxing retreat in your own newly-renovated historic farmhouse, ideally located ...
From $484 per night (USD)Expedia
From $1283 per night (USD)VRBO
Gorgeous Designers Home - Perfect Winter Retreat- Close to Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
. This home and acres of gardens surrounding it, are our life's work - and have been featured in news papers and magazi ...
From $1283 per night (USD)VRBO
From $307 per night (USD)Expedia
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)Expedia
From $244 per night (USD)VRBO
LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Pike Lane Cabin is nestled in the woods situated on seven acres of quiet natural beauty yet minutes waking distance ...
From $244 per night (USD)VRBO
From $358 per night (USD)VRBO
Woodstock Paradise with Gardens & Private Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
COME VISIT OUR COZY ART-FILLED HOME. LOVELY PRIVATE POOL IN 1-ACRE GARDEN (SUMMER). Our charming, cozy and comfortable ...
From $358 per night (USD)VRBO
From $162 per night (USD)VRBO
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a charming 'Camping Cabin' in the woods on more than 23 acres of woodlands overlooking a 1 1/2 acre lake. [Some ...
From $162 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 $310 per night (USD)VRBO
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 1920 Woodstock cottage is a five-minute walk to the center of Woodstock and the Trailways bus stop and an equal dis ...
From $310 per night (USD)VRBO
From $261 per night (USD)Expedia
Contemporary, Secluded Cabin in the Heart of Woodstock W/ Hot Tub & Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come for the perfect romantic getaway. Newly renovated, one bedroom cabin, in the heart of Woodstock. Secluded and priv ...
From $261 per night (USD)Expedia
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 $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 $264 per night (USD)VRBO
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the essence of Woodstock in this former home to Anita M. Smith — artist, historian and “Herb Lady of the Cats ...
From $264 per night (USD)VRBO
From $496 per night (USD)VRBO
Gorgeous Villa w/ Mountain Views, pool, hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please note this house has been rented under a previous owner for years with 5 star reviews, I also managed the house fo ...
From $496 per night (USD)VRBO
From $602 per night (USD)VRBO
Woodstock Sanctuary Spa Retreat - walk to town!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain Views | Cedar Hot Tub & Cold Plunge | Wood Stove | Walk to Town | Private Surrounded by towering pines and mou ...
From $602 per night (USD)VRBO
From $319 per night (USD)Expedia
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summer at the Red Cottage! Relax by the hand-built stone fireplace, watch the birds and wildlife from outside on the pa ...
From $319 per night (USD)Expedia
From $396 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 $396 per night (USD)VRBO
From $254 per night (USD)Expedia
Woodstock Cooper Lake Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Woodstock country cottage walking distance to Cooper Lake. Minutes to center of Woodstock and the Bearsville Theater. Su ...
From $254 per night (USD)Expedia
From $504 per night (USD)VRBO
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
WALK TO EVERYTHING IN THE VILLAGE FROM THIS COTTAGE WITH GORGEOUS VIEWS! Located in the center of the village, this ...
From $504 per night (USD)VRBO
From $208 per night (USD)VRBO
Stunning Woodstock NY Chalet with panoramic Catskill Mountains Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mt. Guardian Guest House is a serene designer space in the Woodstock region of the New York Hudson Valley. We host as we ...
From $208 per night (USD)VRBO
From $293 per night (USD)VRBO
Streamside Cottage Half Mile to Town of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our stream side cottage is privately located on five park-like acres that are landscaped with beautiful gardens. Guests ...
From $293 per night (USD)VRBO
From $179 per night (USD)VRBO
Margaret's Cottage New listing Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Woodstock Village- country cottage offers in town connivence with private fenced yard, surrounded by woods. Walk to ever ...
From $179 per night (USD)VRBO
From $780 per night (USD)VRBO
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
The Bearsville Retreat is a secluded bucolic compound nestled in the trees of Bearsville, a quarter mile from the gourme ...
From $780 per night (USD)VRBO
From $455 per night (USD)VRBO
Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
You will have total privacy and safety on four wooded acres, 1.1 miles from the Woodstock village green. Enjoy the eclec ...
From $455 per night (USD)VRBO
From $364 per night (USD)VRBO
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The home is secluded and warm but with all the modern amenities. It sits in the middle of four wooded acres, with no ot ...
From $364 per night (USD)VRBO
From $638 per night (USD)Expedia
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
FREE FIREWOOD supplied. Our heated, saline pool opens mid-May, but our Hot Tub is OPEN now! An amazing retreat in the wo ...
From $638 per night (USD)Expedia
From $528 per night (USD)VRBO
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely spot is just over a mile from the Woodstock Town Green, situated on a small road, nestled into a hillside, w ...
From $528 per night (USD)VRBO
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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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From $394 per night (USD)VRBO
Serene Woodstock 3 bedroom cottage with sweeping mountain views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Recently built 3 bedroom/2 bath house with mountain views on 5 beautiful secluded acres surrounded by trees, a quick 3 m ...
From $394 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
From $779 per night (USD)Expedia
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)Expedia
From $747 per night (USD)VRBO
Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Experience Woodstock, NY and the Catskill Mountains while staying at our lovely four-bedroom home. Located on nearly thr ...
From $747 per night (USD)VRBO
From $154 per night (USD)VRBO
Woodstock Country Guest Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Warm and inviting guest suite with private driveway and entrance in an extremely quiet neighborhood, around the corner f ...
From $154 per night (USD)VRBO
From $538 per night (USD)VRBO
Fabulous Newly Renovated Family House Near Woodstock Center
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Airy and comfortable, this newly-decorated Woodstock home promises a warm and relaxing vacation. Throw some logs onto th ...
From $538 per night (USD)VRBO
From $757 per night (USD)Expedia
Woodstock historic artist estate - The Pond House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This is an architect/artist home featured in various design magazines including Architectural Digest and Icon Design Mag ...
From $757 per night (USD)Expedia
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LIFE ABOVE 1200’
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This home is a very special place; top of the mountain, abundant wildlife, secluded, southern exposure, and super cozy c ...
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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)VRBO
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)VRBO
From $575 per night (USD)Expedia
Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim 🏊♂️ hike
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Stay in a lovely pristine 2 bedroom modern country cottage with mountain views on 10 acres, just 3 minutes from town. H ...
From $575 per night (USD)Expedia
From $456 per night (USD)VRBO
Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Named after Brigadoon, an enchanted place where life is simpler and easier, untouched by the worries of the modern world ...
From $456 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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Newly built Modern Cabin walk to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new cabin was built using green construction and features a living green roof. It is an open concept 1 bedroo ...
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From $119 per night (USD)Expedia
Relax near Catskills in our cozy Woodstock Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to the heart of the Catskills in this charming 1-bedroom apartment in Woodstock. Nestled just a short drive from ...
From $119 per night (USD)Expedia
From $312 per night (USD)VRBO
Pet Friendly Cabin Doh-Ray up @ 1500 ft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
3 -30 day minimum depending on season. Discount with 7 days. + Surrounded by the forests of Mt. Guardian at an altitude ...
From $312 per night (USD)VRBO
From $299 per night (USD)Expedia
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Mountain Studio & POOL is the perfect romantic getaway and personal retreat. Be our guests and enjoy 10 acres on a moun ...
From $299 per night (USD)Expedia
From $1000 per night (USD)VRBO
Private Mid Century Retreat with Pool & Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
OUR MAGICAL BEARSVILLY PROPERTY OVERVIEW *Newly Listed* Sitting on 3 acres, including a fern-lined stream, pine forest, ...
From $1000 per night (USD)VRBO
From $653 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 $653 per night (USD)VRBO
From $416 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 $416 per night (USD)VRBO
From $375 per night (USD)Expedia
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 $375 per night (USD)Expedia
From $745 per night (USD)VRBO
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 $745 per night (USD)VRBO
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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 ...
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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 $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 $424 per night (USD)VRBO
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 $424 per night (USD)VRBO
From $637 per night (USD)Expedia
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 $637 per night (USD)Expedia
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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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From $439 per night (USD)Expedia
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)Expedia
From $630 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 $630 per night (USD)VRBO
From $672 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 $672 per night (USD)VRBO
From $438 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 $438 per night (USD)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
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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 ...
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From $816 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, 2024 until October 7, 2024. We supply 50 gallons of gas for the pool heater weekly; guests ...
From $816 per night (USD)Expedia
From $750 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 $750 per night (USD)VRBO
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
From $307 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 $307 per night (USD)VRBO
From $683 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 $683 per night (USD)VRBO
From $1425 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 $1425 per night (USD)VRBO
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
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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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From $466 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 $466 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 $358 per night (USD)Expedia
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 $358 per night (USD)Expedia
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 $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 $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)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 $401 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 $401 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 $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 $407 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 $407 per night (USD)Expedia
From $331 per night (USD)VRBO
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)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 $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