Woodstock Rentals
- From $299 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 $299 per night (USD)VRBO
- From $410 per night (USD)
Expedia
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 $410 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Woodstock Paradise with Gardens & Private Heated Pool (seasonal)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
COME VISIT OUR COZY HOME WITH BEAUTIFUL FIREPLACE. LOVELY PRIVATE POOL, HOUSE & GARDEN IN SEASON. Our charming, cozy a ...
From $290 per night (USD)VRBO
- From $125 per night (USD)
Expedia
'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 $125 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Room 7- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 1
Another favorite and economical single-bedded room for solo travelers, Room 7 is a cheery room with a comfortable twin m ...
From $158 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Room 5- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Guests seeking utter tranquility often request this light peaceful corner room that offers an ambiance of serenity, doub ...
From $188 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Room 4- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Our room with two twin beds is perfect for children or two traveling friends to share. Bright, retro colors decorate the ...
From $188 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Room 1- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our most sought after generously sized 2nd-story suite features a memory foam king bed, writing desk, twin day bed with ...
From $320 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Room 12- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our luxurious, spacious ground-floor suite is equipped with a king memory foam bed and sitting area with pull-out queen ...
From $360 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Room 3- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy and delightfully decorated, this bedroom houses a comfortable queen-sized memory foam bed, antique dresser and acce ...
From $188 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Room 2- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 3
This generously sized 2nd-story room providing a bird's eye view of Tinker Street and the mountain beyond, is furnished ...
From $208 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Room 11- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This roomy ground-floor suite features a California king memory foam bed, desk, chair, twin daybed with trundle and thre ...
From $320 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Room 6- Twin Gables of Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 1
Our extremely popular economy room for solo guests, features a twin memory foam bed in a bright and quiet back corner of ...
From $158 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Room 10- Twin Gables of Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One of our most in-demand rooms, this bright and airy Secret Garden suite located off the parlor on the ground floor, is ...
From $350 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Hotel Woodstock - Tiger Lilly Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Hotel Woodstock - Queen Anne's Lace Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Hotel Woodstock - Daisy Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Hotel Woodstock - Sunflower Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Hotel Woodstock - Dandelion Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Woodstock Hotel - Aster Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $116 per night (USD)
Expedia
Private apartment suite, dedicated WiFi, easy access to Woodstock village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private apartment in a country setting, 1 mile from town center, along popular walking and bicycling road. Near restaura ...
From $116 per night (USD)Expedia
- From $375 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 $375 per night (USD)VRBO
- From $607 per night (USD)
Expedia
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 $607 per night (USD)Expedia
- From $350 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 $350 per night (USD)VRBO
- From $315 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 $315 per night (USD)Expedia
- From $995 per night (USD)
VRBO
Woodstock Historic Artist Estate. The Museum House
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $995 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Hotel Woodstock - Iris suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Hotel Woodstock - Starflower 2D Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps yo ...
From $99 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Cottage - Wildflower Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Wildflower Suite is a Private Apartment in the #9 Blue Cottage at the back of the property. The suite is the 2nd flo ...
From $112 per night (USD)Expedia
- From $354 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 $354 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Bright, historic Woodstock home close to town
- Bedrooms:
- 2
- 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 $360 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Private home. Monthly only. Gorgeous renovation.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Live in the house where legend says rock stars played. Beautifully appointed, newly renovated and a cook's kitchen. Rela ...
From $140 per night (USD)VRBO
- From $267 per night (USD)
VRBO
A True Gem in the heart of Woodstock, w\/ fireplace & hot tub, wheelchair access
- Bedrooms:
- 2
- 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 $267 per night (USD)VRBO
- From $280 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 $280 per night (USD)VRBO
- From $255 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 $255 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Private Home ~ All Yours ~ Newly Renovated ~ In Woodstock ~Walk everywhere~Quiet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
House is cleaned with bleach solution as per CDC recommendations. While weekends are popular we offer larger discounts ...
From $288 per night (USD)VRBO
- From $775 per night (USD)
VRBO
Peaceful, stunning property 3 min to Woodstock-truly a \"Blissful Getaway\"
- Bedrooms:
- 3
- 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 $775 per night (USD)VRBO
- Click For Pricing
VRBO
Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PEACE and TRANQUILITY, My place is a short walk to the village center, dinning, art, shopping, public transport, and p ...
Click For PricingVRBO
- From $238 per night (USD)
VRBO
Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation
- Bedrooms:
- 3
- 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 $238 per night (USD)VRBO
- From $322 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 $322 per night (USD)VRBO
- From $425 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 $425 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Streamside Cottage Walking Distance 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 $204 per night (USD)VRBO
- From $149 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 $149 per night (USD)VRBO
- From $360 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 $360 per night (USD)VRBO
- From $195 per night (USD)
Expedia
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 $195 per night (USD)Expedia
- From $425 per night (USD)
VRBO
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Bedrooms:
- 3
- 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 $425 per night (USD)VRBO
- From $279 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 $279 per night (USD)VRBO
- From $237 per night (USD)
VRBO
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 $237 per night (USD)VRBO
- From $199 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 $199 per night (USD)VRBO
- From $466 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 $466 per night (USD)VRBO
- From $195 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 $195 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Walk To Woodstock, Streamside W\/In Ground Pool
- Bedrooms:
- 6
- 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 $2200 per night (USD)VRBO
- From $375 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 $375 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Spacious, Private, Close to Town, Work From Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, modern ranch-style house on 1.9 acres, atop a hill, with plenty of natural sunlight. Designed and decorated fo ...
From $416 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahous ...
From $180 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Cozy Woodstock Home w\/ Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Plan your next getaway with your loved ones to this charming Catskills retreat in Woodstock New York! Located near Tinke ...
From $239 per night (USD)VRBO
- Click For Pricing
Expedia
Sioux Tipi is no longer available, prohibited by [republican?] town government.
- Bedrooms:
- 500
- Bathrooms:
- 5
- Sleeps:
- 4
--------We cannot, for the time being, offer the Authentic 18 foot Sioux Tipi for booking by guests. /sorry the town ...
Click For PricingExpedia
- From $850 per night (USD)
VRBO
Special Summer Offer: Private Central Woodstock w\/ Heated Saltwater Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
For Summer 2024 only: This is a unique opportunity to stay within walking distance to the center of Woodstock (less than ...
From $850 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Spa ranch | hot tub, steam, wetroom, chef kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Ranch is in the heartbeat of the small Catskill town of Woodstock. All that transpired in this small hamlet on the e ...
From $675 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Modern House In The Woods, Yet Close To Downtown Woodstock
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 6
This is a three bedroom modern home sitting on a small hill. The location is perfect, private yet convenient. It is walk ...
From $275 per night (USD)VRBO
- From $285 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 $285 per night (USD)VRBO
- From $128 per night (USD)
VRBO
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 2
Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...
From $128 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $188 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 $188 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Note: though our property is still one of the most private in town, a single-family home construction is ongoing in the ...
From $346 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Cheerful, renovated 4 bedroom, 10 min walk to town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
The perfect Hudson Valley home! Enjoy the sounds of nature from the backyard, centrally located walking distance to town ...
From $480 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Modern Cottage w\/ Amazing Views & Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2 Bedroom Cottage with Stunning Mountain Views & Open Forest surroundings, with 200 Acres of Conservation Land. V ...
From $375 per night (USD)VRBO
- From $153 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 $153 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Mountain view, mid-century style, 1 mile to town. New Listing 4.9 on other sites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...
From $165 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $973 per night (USD)
Expedia
Luxury Woodstock Retreat: 11 Acres of Bliss w Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Accommodating up to 8 guests in 4 bedrooms + 3 bathrooms. It combines the rustic charm of a log cabin w an updated inter ...
From $973 per night (USD)Expedia
- From $1299 per night (USD)
VRBO
Woodstock Oasis 3 br 3 bath pool, monthly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A designer dream home. Rented month to month. 10 min walk to the town center This house is like no other. Centrally loca ...
From $1299 per night (USD)VRBO
- From $395 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 $395 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $245 per night (USD)
VRBO
Serene Woodstock Cottage & Studio - Right In Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Totally renovated 3BR/2BA mid-century modern in the Catskills and heart of Woodstock village - walk everywhere! Open con ...
From $245 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $282 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 $282 per night (USD)VRBO
- From $312 per night (USD)
Expedia
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Location is everything! Just a couple of miles from Woodstock village on a quiet dead end road. Ashokan Reservoir views ...
From $312 per night (USD)Expedia
- From $246 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 $246 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Beautiful Home in Woodstock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious and modern four bedroom, three (FULL) bath home, just 5 minutes from the center of Woodstock! The first floor ...
From $360 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Cozy and eclectic Woodstock getaway
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Recently renovated space with hand crafted touches, the Stardust Suite is a creative nook inspired by both our journey o ...
From $250 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Woodstock - Private 8-Room House Secluded, Private Stream with AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Woodstock: Large Private 8-Room House Secluded in Catskills with private swimming hole. Air conditioned. Beautifully ren ...
From $428 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Mountaintop Loft & Pool🏡 Country Vibe swim hike. Enjoy world class dining music💎
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Woodstock Studio & POOL is the perfect romantic getaway and personal retreat. Be our guests and enjoy 10 acres on a mou ...
From $299 per night (USD)VRBO
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Expedia
Artists cottage on preserved land
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
A very special Woodstock artists cottage that sits right on preserved land, with open views and big sky. Thorn Preser ...
Click For PricingExpedia
- From $778 per night (USD)
VRBO
The 212 Escape - Main House
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing amenities include: - 5 person sauna (so relaxing you won’t want to leave) - Cal spa hot tub (available all year ...
From $778 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
This unusual house on the corner has a layout like no other house in Woodstock.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
3 1/2 bedrooms and 2 full bathrooms has been completely renovated. The kitchen has all brand new LG appliances. The LG ...
Click For PricingVRBO
- From $926 per night (USD)
Expedia
MONTH! History+art+luxury+style=Byrdcliffe Retreat w\/separate office+heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
From the front, Byrdcliffe Retreat appears to be an authentic and historic Woodstock artist’s bungalow built in 1900 as ...
From $926 per night (USD)Expedia
- From $280 per night (USD)
VRBO
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 $280 per night (USD)VRBO
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Expedia
Cozy and spacious apartment in tree-lined neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We offer a complete garden apartment with a separate entrance on the first level of our family home. The floor plan of t ...
Click For PricingExpedia
- From $252 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 $252 per night (USD)VRBO
- From $1043 per night (USD)
Expedia
Magical Chalet with spectacular views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Includes all comforts of modern living, this is the place to either get away from it all, or to celebrate an unforgettab ...
From $1043 per night (USD)Expedia
- From $295 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 $295 per night (USD)VRBO
- From $550 per night (USD)
Expedia
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 $550 per night (USD)Expedia
- From $529 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 $529 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Woodstock historic artist estate - The Pond House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This is an architect/artist home featured in various design magazines including Architectural Digest and Icon Design Mag ...
From $565 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $250 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 $250 per night (USD)VRBO