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Dog Friendly Vacation Rentals in Woodstock - FlipKey

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103 pet friendly apartments in Woodstock

Updated/Pet-Friendly Cabin By Hikes and Woodstock!

Bearsville cottage

2 bedrooms / 1 bathroom / sleeps 3

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Price per night from

$184

Charming Artist's Cottage

Woodstock house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$229

Teahouse Cottage

Woodstock cottage

50 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$201

Sioux Tipi on the waterfall

Woodstock tipi/teepee

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$189

Romantic Country Barn By the Stream

Woodstock log cabin

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 34 minutes

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Price per night from

$287

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

Woodstock tented camp

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$431

Tentrr Signature Site - Shady Knolls

Bearsville tented camp

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$146

Tentrr Signature Site - Woodstock Dreamcatcher

Woodstock tented camp

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$130

Contemporary, Secluded Cabin In The Heart of Woodstock

Woodstock log cabin

1 bedroom / 1 bathroom / sleeps 4

“A place to do everything, or nothing” I must confess, that I did not expect much, hearing from a local friend who drove by the property. While previous vacations advertised themselves as located in Woodstock, this one truly is. Took us an hour and fourty minutes from manhattan, door to door. While it looked a little quirky at first sight, with an extension above the living room, once we entered we realized that it serves as a giant sky light, opening the space to the surrounding woods. The living area is spacious,filled with light, while the adjacent bedroom is cozy and rather romantic. Out of the woods and just down the road is the 'sunfrost' market and deli where we had our best juice ever at lunch time. After an afternoon stroll in Woodstock we spent the evening on the deck with a glass of Pinot. A red tailed hawk joined us for a while perched on a branch above a neat pile of cut wood, but soon lost interest and flew away. With the wine in-tow we plunged into the hot tub the way of adam and Eve. The next day I mostly lazed around, while wify practiced her graceful Tai-Chi on the deck. we had a great dinner at the 'red onion' which can not be put to shame by any New York establishment triple it's price. In short; secluded, romantic and a perfect weekend escape.

Responds fast! avg. 17 minutes

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Price per night from

$287

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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Price per night from

$287

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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Price per night from

$682

2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock

Woodstock log cabin

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$292

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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Price per night from

$361

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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Price per night from

$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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Price per night from

$315

Marigold cabin by the stream - Heart of Woodstock with Hot Tub & Fireplace

Woodstock cottage

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 25 minutes

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Price per night from

$287

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

Woodstock house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$458

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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Price per night from

$1,025

Great rentals within 20 miles that match your search

Church Des Artistes

Kingston villa

4 bedrooms / 5 bathrooms / sleeps 14

“Wonderful!” This was one of the most unusual places we've ever stayed- a renovated old church, at the same time classic, modern, absolutely spotless, warm, bright, cozy and if you appreciate the arts you are in for a treat as both Julie and Peter are accomplished artists (Julie is a painter and Peter a musician).

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Price per night from

$2,290

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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Price per night from

$573

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$458

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

Match: Pets allowed

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Price per night from

$802

The Cottage at Chichester

Chichester cottage

3 bedrooms / 1 bathroom / sleeps 5

“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the house and it's small and not showing any fish, so wasn't able to fish on the property. I'd advise getting your fishing license before you get there. The house was clean and well kept. The frig had a fair amount of condiments in them, so check the frig before you head to town to buy anything. There were enough pots and pans to cook, but we were glad we brought two cooking knives with us. The gas grill on the deck was OUTSTANDING! I give that grill 5 stars. Quiet with a great view of the stars. We took advantage of the fire pit and picnicked while cooking hot dogs over the open fire. The wifi was intermittent, which can be a good thing if you're looking to truly get away and relax.

Responds fast! avg. 2 hours 11 minutes

Match: Pets allowed

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Price per night from

$172

***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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Price per night from

$201

Esopus Bend Getaway 4 min to HITS

Saugerties apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$169

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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Price per night from

$298

charming woodstock cottage with outdoor hottub

Willow cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$201

Catskill Mountains Retreat for Large Groups

Big Indian villa

20 bedrooms / 7 bathrooms / sleeps 38

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Price per night from

$1,293

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill finca

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$573

Blue Stone Creek Side Cottage

Accord house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$687

Beautiful Home on The Esopus Creek

Saugerties house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$287

'Casa Reál' ~ Expansive Woodstock House w/Hot Tub!

West Hurley house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$473

Downtown Tannersville Apt - 3 Mi to Hunter Mtn

Tannersville apartment

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$147

Tannersville Home w/ Fire Pit - 3 Mi to Hunter Mtn

Tannersville house

4 bedrooms / 2 bathrooms / sleeps 14

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Price per night from

$208

Beautiful BelleHouse - Creekside in the Catskills

Big Indian chalet

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 20 minutes

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Price per night from

$344

Tentrr Signature Site - The Old Catskill Game Farm Abandoned Zoo: Overlook Site

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 8

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Price per night from

$161

Tentrr Signature Site - The Old Catskill Game Farm Abandoned Zoo: Wooded Site

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 8

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Price per night from

$161

Tentrr Signature Site - The Old Catskill Game Farm Abandoned Zoo: Mountain View

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 8

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Price per night from

$170

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