Town of 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
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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
- From $368 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 $368 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Welcome Fall\/Winter with a Private Woodstock Glamping Experience!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come back to Nature...Come back to yourself! The Nest at Woodstock is the most unique private Glamping site in the Huds ...
From $170 per night (USD)VRBO
- 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 $274 per night (USD)
Expedia
Mountainside Japanese Teahouse with heated salt water pool and tennis court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come and stay at the Hudson Valley's only Japanese Teahouse, our hidden gem sits on the south facing side of a mountain ...
From $274 per night (USD)Expedia
- From $922 per night (USD)
VRBO
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 $922 per night (USD)VRBO
- From $392 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 $392 per night (USD)VRBO
- From $125 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 $125 per night (USD)VRBO
- 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 $280 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 $280 per night (USD)Expedia
- 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 $285 per night (USD)
VRBO
WOODSTOCK CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Close to beautiful hiking and lakes. Cozy artistic house on mountain foothills in scenic Bearsville, 10 mins from Woodst ...
From $285 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 $425 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 $425 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Perfect dream log house on creek with waterfalls, shorter stay for friends
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located just minutes from Woodstock, the Lake hill area is as private as it gets. With only the sound of the creek and o ...
From $500 per night (USD)VRBO
- From $606 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 $606 per night (USD)Expedia
- From $109 per night (USD)
VRBO
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 $109 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
- 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 $138 per night (USD)
Expedia
Updated\/Pet-Friendly Cabin By Hikes and Woodstock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Your Bearsville retreat begins at this 2-bedroom, 1-bathroom vacation rental cabin. The perfect home-base for a group of ...
From $138 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 $99 per night (USD)
Expedia
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)Expedia
- From $420 per night (USD)
VRBO
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 $420 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Romantic Catskills Cottage w\/ Spa Hot Tub\/Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Best Kept Secret Cottage with incredible views only 7 min. From the center of Woodstock! With a newly added outdoor Spa ...
From $278 per night (USD)Expedia
- Click For Pricing
VRBO
Woodstock Cottage with a view !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Offering a quaint and charming Woodstock artists cottage. Complete with mowed trails right off the front porch into 60 a ...
Click For PricingVRBO
- 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 $248 per night (USD)
Expedia
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 $248 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Cozy & Scenic Town of Woodstock Home with a View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Our home is a cozy spot just outside of the town of Woodstock with beautiful mountain views. The space Our home sits on ...
From $360 per night (USD)VRBO
- 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
- Click For Pricing
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 $138 per night (USD)
VRBO
WOODSTOCK SKII Rental, Huge Backyard, WiFi, TV (discounts available longer stay)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A true retreat, Set on 5 acres at the edge of Woodstock, the huge backyard is set up for relaxation and play. There is a ...
From $138 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Stunning Modern Barn minutes from Woodstock 21N-195
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the peace and tranquility of this truly unique house. Each room feels straight out of a design magazine, yet is co ...
From $450 per night (USD)Expedia
- From $607 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 $607 per night (USD)VRBO
- From $341 per night (USD)
Expedia
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 $341 per night (USD)Expedia
- 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 $427 per night (USD)
Expedia
LARGE COZY Sleeps 7 Main House + Opt. Apt 4 More (+Fee) Pool\/Pond!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
“Classically American” in its design, this family home in Woodstock is very flexible. The main house has 4 bedrooms and ...
From $427 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Sunset Mountain Retreat - mins from Woodstock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Luxurious retreat on 15 acres with mountain views, Chef's kitchen, fireplaces, and serene porch. Designed by architect B ...
From $474 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 $315 per night (USD)
VRBO
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Creek Cottage was built in 1939. A charming 2 bedroom, 2 bath home that has been updated with the aim of keeping the or ...
From $315 per night (USD)VRBO
- From $995 per night (USD)
Expedia
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)Expedia
- From $99 per night (USD)
VRBO
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)VRBO
- From $99 per night (USD)
Expedia
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)Expedia
- From $112 per night (USD)
VRBO
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)VRBO
- From $268 per night (USD)
Expedia
The Mountain Wonder | Hot tub, Sauna, Creek, Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The ideal cabin for a true mountain getaway: Greatest view in the Catskills; natural wonders include private river & hik ...
From $268 per night (USD)Expedia
- From $238 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 $238 per night (USD)VRBO
- From $356 per night (USD)
Expedia
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 $356 per night (USD)Expedia
- From $367 per night (USD)
VRBO
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 $367 per night (USD)VRBO
- 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 $330 per night (USD)
VRBO
Woodstock House on 35 private acres Mtn Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated home about 8 min drive to Woodstock our 35 acres provides total privacy and unparalleled views and serenity. T ...
From $330 per night (USD)VRBO
- From $245 per night (USD)
VRBO
A Romantic Escape, Woodstock Barn by A Stream with Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Large and cozy private barn, on five acres of wooded land, with a stream outside your window. Comfortable, with modern a ...
From $245 per night (USD)VRBO
- From $595 per night (USD)
VRBO
Modern Farmhouse Getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Shula Getaway sits on three acres of serene nature and rolling stone walls. Take full advantage of this 1,800 sq ft ...
From $595 per night (USD)VRBO
- From $383 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 $383 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 $261 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 $261 per night (USD)VRBO
- From $695 per night (USD)
VRBO
Classic 12 acre Woodstock Artists Estate w\/ shared saline pool and tennis court
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Peacock House is perched atop a private road on a sprawling 12-acre south facing mountain side estate, super seclude ...
From $695 per night (USD)VRBO
- From $259 per night (USD)
VRBO
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 $259 per night (USD)VRBO
- Click For Pricing
VRBO
Cricket Ridge Mountain View Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Cricket Ridge, a private home on 57 acres with hillside walks, a stream and waterfall. This 4-bedroom, 3.5-ba ...
Click For PricingVRBO
- Click For Pricing
VRBO
Family retreat with Guest House
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Set on 8 magical acres with a large swimming pool and huge deck that leads to a private pond, this property is a lovely ...
Click For PricingVRBO
- From $590 per night (USD)
Expedia
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 $590 per night (USD)Expedia
- From $712 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 $712 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Mid-Century Gem with 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 $500 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Pet Friendly Cabin Doh-Ray up @ 1500 ft
- Bedrooms:
- 2
- 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 $252 per night (USD)VRBO
- Click For Pricing
VRBO
New Beautiful Private High-End Catskills Home with Heated Gunite Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This brand new home is the perfect Catskills getaway. Large windows & vaulted ceilings bring the outside in. With a stun ...
Click For PricingVRBO
- From $398 per night (USD)
VRBO
Mid-Century Artist Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience fall and winter in our comfortable mid-century home located in this hamlet of Woodstock. Close to town for co ...
From $398 per night (USD)VRBO
- From $275 per night (USD)
Expedia
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 $275 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Treehouse Woodstock Retreat on a hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Woodstock treehouse, perfectly situated between Phoenicia and Woodstock center. A ten minute drive to shopping, restaura ...
From $360 per night (USD)VRBO
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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
- Click For Pricing
VRBO
Modern Forest retreat, nestled in Catskills Park, close to hiking and ski trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This house is designed by New York Architects, IdS/R architecture. It is located in the Catskills Park and is close to n ...
Click For PricingVRBO
- Click For Pricing
VRBO
The Cranberry House in the Catskills
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Nestled on 4 acres in the Catskill Forest, the Cranberry House has incredible views with private access to the Beaver Ki ...
Click For PricingVRBO
- From $850 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 $850 per night (USD)VRBO
- From $114 per night (USD)
VRBO
Pure Inspiration
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain view’s. Spectacular sunrises. Each season holds special beauty on this magical, family property. Enjoy a month ...
From $114 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
- From $1637 per night (USD)
VRBO
Modern Glass House, Minutes to Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to one of the most beautiful homes in upstate New York. Perched on the edge of a ravine with huge windows, mult ...
From $1637 per night (USD)VRBO
- From $232 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 $232 per night (USD)VRBO
- From $981 per night (USD)
VRBO
Stylish, modern barn with chef’s kitchen, heated pool, privacy
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This one-of-a-kind converted barn is conveniently located between Woodstock and Phoenicia, 2 hours north of NYC. With fo ...
From $981 per night (USD)VRBO
- From $1214 per night (USD)
VRBO
Winter and Ski time is here INQUIRE about wknd specials in February
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW GENERAC GENERATOR! We are close to ski, hiking, lake, swim holes, famous trout fishing on the Esopus, the Emerson s ...
From $1214 per night (USD)VRBO
- From $494 per night (USD)
VRBO
amazing 2 bedroom cottage mountain views..book summer now. hea pool opens may 15
- 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 $494 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Luxury Cottage for 2. Very close to Woodstock, NY.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a luxurious newly-renovated 1 BR, 1 bath, modern guest cottage privately sited away from the main house. It has ...
From $225 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 $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 $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 $520 per night (USD)
VRBO
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our pool is now closed until mid-May, 2024. (NOTE: Unlike other Hosts, we DO NOT charge you an extra fee to heat our poo ...
From $520 per night (USD)VRBO
- From $676 per night (USD)
VRBO
\"Frank Lloyd Wright\" Catskills Mountain Yoga-Spa Retreat on 15 Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This secluded "Frank Lloyd Wright" inspired home can become your own private mountain retreat. Designed like a luxuriou ...
From $676 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Woodstock Nature's Chateau...so close to Saugerties, Kingston, Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Re-connect with nature. Located on a semi-private road, conveniently located just 3 miles to the village of Woodstock. ...
From $391 per night (USD)VRBO
- From $211 per night (USD)
VRBO
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 $211 per night (USD)VRBO