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

From $336 per night (USD)
VRBO
Relaxing House in Catskills Forest Near Pretty Pond - near Woodstock/Phoenicia.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Comfortable tri-level house nestled in the woods with seasonal mountain views. Each bedroom has en suite bathroom. Hikin ...
From $336 per night (USD)
VRBO
From $217 per night (USD)
VRBO
BLUEBERRY HILL CABIN
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Blueberry Hill Cabin is located in Willow NY, seven miles from the heart of Woodstock. I can tell you this cabin ha ...
From $217 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Charming Countryside Cottage in woodstock with outdoor hottub. Very private.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful well-kept cottage in Willow, next to Woodstock.. 1 bedroom + 1 loft bedrooms, large outdoor hot tub. Air Condi ...
From $303 per night (USD)
VRBO
From $346 per night (USD)
Expedia
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)
Expedia
From $319 per night (USD)
VRBO
Woodstock, Kingston, Saugerties Catskills, pool table, private, fire pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
When you think about going away to the beautiful Catskill Mountains this year imagine staying in the most gorgeous log c ...
From $319 per night (USD)
VRBO
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)
VRBO
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)
VRBO
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 $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 $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 $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)
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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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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 Pricing
Expedia
$Village Center: Gracious & Spacious Retreat \Above the Books\$
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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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)
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From $494 per night (USD)
VRBO
Stylish & Secluded Woodstock Country Home With Pool - Prime Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to country living at its best: inspiring architecture, comfortable and tasty atmosphere, seclusion and convenien ...
From $494 per night (USD)
VRBO
From $484 per night (USD)
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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)
VRBO
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 $806 per night (USD)
VRBO
Exclusive Escape - 7 Minutes to Woodstock
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Escape to the mountains while enjoying all the luxurious comforts of home. From designer bedding to handmade leather so ...
From $806 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
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Expedia
Zen Retreat in Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a sanctuary for the ones who search for inner peace. It's right in the center of Woodstock but hiding seclusivel ...
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Expedia
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 $397 per night (USD)
VRBO
Chic Catskills Cabin with Hot Tub and Fire Pit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: This picturesque, one-of-a-kind Catskills cabin is an year-round enchanting escape nestled along Stony Clove Cr ...
From $397 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 $162 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 $162 per night (USD)
Expedia
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)
Expedia
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)
Expedia
From $261 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 $261 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 $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 $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 $902 per night (USD)
VRBO
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
We are pleased to announce this beautiful, rustic, four-bedroom, luxury mountain getaway home is NOW being offered at un ...
From $902 per night (USD)
VRBO
From $602 per night (USD)
Expedia
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)
Expedia
From $642 per night (USD)
VRBO
Woodstock Retreat Vacation Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Unique and contemporary in quiet woodsy coveted area. Huge multi-level deck with kids playground and fire pit, 6 acres t ...
From $642 per night (USD)
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From $720 per night (USD)
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Beautiful Woodstock Mountain Home - Sunset Views, Woods - 4 adults, 6 children
Bedrooms:
3
Bathrooms:
2
Sleeps:
10
Open floor-plan log home, with spectacular sunset views, surrounded by gardens and huge state forest preserves. 5 miles ...
From $720 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Charming, Comfy House in Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**2024 special: Book 6 nights, get the 7th night free!** Enjoy the tranquility of the mountains when you come and rela ...
From $264 per night (USD)
VRBO
From $205 per night (USD)
VRBO
Charming Cabin With Rushing Stream In Backyard For Peaceful Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Charming cabin in beautiful catskill mountains has Queen size bed and single bed for extra guest in alcove. Kitchen ha ...
From $205 per night (USD)
VRBO
From $319 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 $319 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 $254 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 $254 per night (USD)
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From $504 per night (USD)
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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)
Expedia
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)
Expedia
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)
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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
$\Frank Lloyd Wright\ Catskills Mountain Yoga-Spa Retreat on 15 Acres$
From $813 per night (USD)
VRBO
\"Frank Lloyd Wright\" Catskills Mountain Yoga-Spa Retreat on 15 Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This secluded "Frank Lloyd Wright" inspired home can become your own private mountain retreat. Designed like a luxuriou ...
From $813 per night (USD)
VRBO
From $443 per night (USD)
VRBO
WOODSTOCK SUMMER CHARMER: HIKING, NATURE, ELEPHANT ART SANCTUARY. AUGUST AVAIL
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 $443 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 $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
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
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VRBO
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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VRBO
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)
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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 $1539 per night (USD)
Expedia
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)
Expedia
From $616 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 $616 per night (USD)
VRBO
From $870 per night (USD)
Expedia
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)
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 $747 per night (USD)
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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)
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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 $256 per night (USD)
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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 $256 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 $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 $558 per night (USD)
Expedia
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The house is the best of both worlds—it’s a farmhouse, but it’s modern, with all the charm of the old and the amenities ...
From $558 per night (USD)
Expedia
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 $474 per night (USD)
VRBO
Your Fun Catskills Getaway near Woodstock, Hunter and Belleayre.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking for a special place to relax? Bring your family and friends and make The Little Silver Guesthouse your special ...
From $474 per night (USD)
VRBO
From $757 per night (USD)
VRBO
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)
VRBO
From $232 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 $232 per night (USD)
Expedia
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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 ...
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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 $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 $575 per night (USD)
VRBO
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)
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 $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 $324 per night (USD)
Expedia
Romantic Cottage -Amazing Views -Spa -Woodstock NY
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Best Kept Secret Cottage with incredible views only 7 minutes from the center of Woodstock! Bath in the secluded romant ...
From $324 per night (USD)
Expedia
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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 ...
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VRBO
From $475 per night (USD)
Expedia
summer time available
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NEW GENERAC GENERATOR! We are close to ski, hiking, lake, swim holes, famous trout fishing on the Esopus, the Emerson s ...
From $475 per night (USD)
Expedia
From $1022 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 $1022 per night (USD)
VRBO
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Expedia
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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Expedia
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 $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
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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VRBO
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 $308 per night (USD)
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 ...
From $308 per night (USD)
VRBO
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

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Results: 242 Rentals