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Houses Woodstock

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90 houses

Charming Artist's Cottage

Woodstock house

2 bedrooms / 1 bathroom / sleeps 4

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$229

Woodstock Carriage House

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 6

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$377

Stunning Vacation Country & Ski House

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 12

“One of a kind, secluded, comfortable, & friendly.” We had the best weekend here in this beautiful spacious house. The huge windows all around the living area give such a peaceful feeling looking at the forst or the stream in the backyard. We enjoyed family time, pony rides and a local zoo just 5 min away. we were all able to enjoy our time together and separately thanks to the large livingroom and nice basement . We found the house very clean and with everything we needed in it.

Responds fast! avg. 2 hours 20 minutes

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Price per night from

$630

Woodstock Mediterranean Retreat

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 11

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$859

Secluded, Luxury Home with Hot Tub

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

“Woodstock cabin with hotel” Great place, great service, clean and very nice, looking forward to renting this on a yearly basis , lots to do around the surrounding towns., visited the overlook mountain hiking trail and the Christmas light shows.

Responds fast! avg. 27 minutes

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$286

Family-Friendly Home: 5 Mins to Central Woodstock

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

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$153

Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 34 minutes

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$682

Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 5

“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very high tech. Somehow we did something wrong with the remotes and lost the tv connection, but Raymond was extremely patient troubleshooting over the phone. Kitchen is nicely equipped. Bathrooms, full upstairs and half downstairs (not pictured), were standard but fine. The views of the woods from the many windows were really pretty, especially in the snow. It was a bit of an adventure driving up the somewhat steep mountain road. Definitely need 4wd in bad weather, so car rental was a little expensive. Overall, we had a lovely stay and hope to have a chance to come back in the summer.

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$360

Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 8

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$1,060

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

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$314

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / sleeps 10

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$486

Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 4

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$337

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

Woodstock house

4 bedrooms / 4 bathrooms / sleeps 8

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$457

New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home

Woodstock house

5 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 3 hours 29 minutes

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$1,022

Great rentals within 20 miles that match your search

Hunter Mountain House of Hunter

Lanesville house

6 bedrooms / 4 bathrooms / sleeps 12

“A Fabulous Place To Stay” My stay was a Great getaway. The rooms and bathroom were very clean and the owners very accomodating. Convient to alot of events and things to do..I found myself wanting to just stay on the property to just relax because it was so peaceful. If you are a bird watcher there were some amazing birds to see..I am looking forward to my next getaway back here... a place much like Heaven!

Responds fast! avg. 3 hours 6 minutes

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$571

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

4 bedrooms / 2 bathrooms / sleeps 10

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$486

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

4 bedrooms / 3 bathrooms / sleeps 10

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$457

Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House

Saugerties house

3 bedrooms / 2 bathrooms / sleeps 6

“Awesome Columbus Weekend” Myself and 4 friends stayed here for a long Columbus Day weekend. This place is just what we needed. We are all from NYC so the location was extermely convenient for us. The Catskills are just a short drive from the city...well worth the drive. The house was great. Very clean, spaceous, and accommodating. It is located very close to the town of Saugerties and close to Woodstock and Hunter Mtn. The owners are very helpful and generous. I highly recommend this house.

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$217

Tumblin' Falls House

Catskill house

5 bedrooms / 4 bathrooms / sleeps 12

“Our second home!” Tumblin' Falls has been our home away from home since we first discovered it in the mid-1990s. There's no better place to kick back and enjoy the mountain air, the beautiful waterfall, the company of wonderful people, and the warm feeling of a small town. The house is beautifully nostalgic and comfortable, and it's located within range of destinations like the Windham ski area, and the Cobleskill caves, Secret Caverns and Howe Caverns. We love Linda and Hugh, who greet us with "welcome home" each time we arrive. There is no better place to leave your cares behind, and embrace the beauty of the Catskills!

Responds fast! avg. 3 hours 31 minutes

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$800

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Windham house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 0 minutes

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$200

West Kill Retreat

West Kill house

3 bedrooms / 1 bathroom / sleeps 6

“Awesome getaway!” I came here with a group of friends for a getaway weekend, and it was awesome! The house is big and comfortable. Huge backyard where you can relax and nearby is a little river where you can walk to. The owners of the house are super friendly and always tried to make you feel comfortable. Definitely would recommend this to others and I would sure be coming back.

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$297

Summer Living near BARD and Rhinebeck

Germantown house

3 bedrooms / 2 bathrooms / sleeps 5

“Peaceful and beautiful” We've stayed at the "Country Home" twice and greatly enjoyed both stays. The home is handsome, well-maintained and comfortable. There's a large and lovely backyard area next to a horse farm - we took our young daughter to look at the horses grazing. Lyn, the owner, was kind, responsive and clearly cares about her guests and home - she even put out s'more fixings for us, which was wonderful. The home is situated on a quiet, beautiful country road that's a fairly quick drive to various towns and amenities.

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$238

Carriage House on private English Tudor Estate

Kingston house

1 bedroom / 1 bathroom / sleeps 2

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$337

Tranquil Retreat Stunning Views+Hot Tub, Woodstock Area-Glenford House

Glenford house

3 bedrooms / 2 bathrooms / sleeps 6

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$314

Top of the Pass. Cozy Craftsman Style

Hunter house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 42 minutes

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$200

Blue Stone Creek Side Cottage

Accord house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 30 minutes

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$685

Windham Mountain Ski House with Great Views

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

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$457

Two-Story, 3-Bedroom Family Home

Windham house

3 bedrooms / 1 bathroom / sleeps 4

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$229

Beautiful Home on The Esopus Creek

Saugerties house

1 bedroom / 1 bathroom / sleeps 4

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$286

U have to C it 2 believe it ! unlike any other !

Haines Falls house

9 bedrooms / 9 bathrooms / sleeps 25

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$1,142

COZY STREAMSIDE SEASONAL COTTAGE NEAR SKI CENTER

Pine Hill house

2 bedrooms / 1 bathroom / sleeps 4

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$76

Windham Mountain Ski House

Windham house

5 bedrooms / 4 bathrooms / sleeps 10

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$571

Streamside Cabin in the New York Catskills

Chichester house

3 bedrooms / 2 bathrooms / sleeps 12

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$451

four season vacation rental

Tannersville house

2 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 17 minutes

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Price per night from

$115

DeMew House in Historic Rondout, Kingston NY

Kingston house

1 bedroom / 1 bathroom / sleeps 4

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$200

country retreat with a modern edge

Kerhonkson house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$429

Best of Catskills featured on architectural digest: Luxuty and fun!

Claryville house

3 bedrooms / 3 bathrooms / sleeps 8

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$857

A Peaceful Escape

Leeds house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 48 minutes

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Price per night from

$120

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