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Woodstock Rentals

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Woodstock Rentals

37 rentals

Margaret's Cottage in Woodstock Village

Woodstock log cabin

2 bedrooms / 1 bathroom / Sleeps 4

$165

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Spend Xmas at Pet Friendly Cabin Doh-Ray Up At 1450ft!

Woodstock house

2 bedrooms / 2 bathrooms / Sleeps 5

“Perfect New Year's Getaway!” This place was exactly what my friend and I were hoping for, for a much needed respite to celebrate the end of a very hectic year! Clean, cozy, comfortable, a truly idyllic setting to get away from it all. Not far from NYC

$254

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Woodstock In-town cottage

Woodstock cottage

1 bedroom / 1 bathroom / Sleeps 2

“All the comforts and perks of a 5-star hotel!” The cottage is centrally located and an easy walk to all, from restaurants to shopping, to wandering around and gawking at all the electric guitars-turned-artwork that adorn the village streets. Visiting

$164

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Zen the

Woodstock apartment

1 bedroom / 1 bathroom / Sleeps 2

$120

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Mid Century Ranch-Hot Tub-Minutes to Center ofTown

Woodstock house

4 bedrooms / 4 bathrooms / Sleeps 8

$323

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Woodstock Secluded MT Top Home with Swimming pool

Woodstock house

6 bedrooms / 3 bathrooms / Sleeps 15

$497

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Teahouse Cottage

Woodstock cottage

50 bedrooms / 1 bathroom / Sleeps 4

$155

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A Little Woodstock Love Nest. Walk to everything!

Woodstock apartment

1 bedroom / 1 bathroom / Sleeps 4

$100

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Woodstock Village Serene & Spacious

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 6

$224

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Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / Sleeps 10

$422

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Coldbrook B&B 2 hours North of NYC Woodstock, NY

Woodstock b and b

3 bedrooms / 3 bathrooms / Sleeps 6

$641

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Woodstock Retreat, Sauna, Steam Shower, Decks

Woodstock house

2 bedrooms / 2 bathrooms / Sleeps 8

$295

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Orange Door Retreat

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 4

“great get away” Really enjoyed the experience of tantra retreat, from the lovely accommodation, with great windows out into the woods, the great location and lovely walk into Woodstock and the dealings with jill were excellent.

$220

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Woodstock Cottage: walk to Town

Woodstock cottage

2 bedrooms / 3 bathrooms / Sleeps 4

“Wonderful home and location!” We loved the property, which backs up onto a beautiful creek and swimming hole. The home itself was beautiful, with two spacious bedrooms and updated bathrooms. It was also in the perfect location, just a short walk int

$313

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Bearsville Retreat Fireplace, Hot tub & Pool

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 6

“A place to relax.” The first thing I do upon arrival to a rental is wash any kitchen items I will be using(plates, silverware, glasses, pots and pans, etc.) Not here! Everything was immaculate! As was the entire house. The furniture was of quality, th

$546

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Sioux Tipi on the waterfall

Woodstock tipi/teepee

1 bedroom / 1 bathroom / Sleeps 4

$150

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Schoolhouse Cottage

Woodstock house

1 bedroom / 1 bathroom / Sleeps 4

$190

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

Woodstock house

3 bedrooms / 3 bathrooms / Sleeps 8

$293

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Stunning Vacation Country & Ski House

Woodstock house

4 bedrooms / 3 bathrooms / Sleeps 10

“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 f

$450

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Woodstock gorgeous cottage & pool. on 10 acres

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 6

$323

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

Woodstock house

5 bedrooms / 3 bathrooms / Sleeps 13

$299

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Mountain Woodland Private Elegant Peacefull MAGIC

Woodstock house

3 bedrooms / 3 bathrooms / Sleeps 6

$472

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

Woodstock house

4 bedrooms / 2 bathrooms / Sleeps 8

“A blissful get-away ...” Starry nights, a cozy fire and an a groovy town with lots of music and the great outdoors. Janna's style is classic, vintage and cool, her attention to detail is amazing. I would recommend this rental to everyone I know looki

$249

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Woodstock Peace, Privacy, Views

Woodstock house

4 bedrooms / 5 bathrooms / Sleeps 9

$993

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Spacious Family Retreat, Woodstock, 2hrs from NYC

Woodstock house

4 bedrooms / 3 bathrooms / Sleeps 9

$254

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Woodstock Carriage House

Woodstock house

4 bedrooms / 2 bathrooms / Sleeps 6

$200

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Expansive 4BR Woodstock House w/Hot Tub

Woodstock house

4 bedrooms / 4 bathrooms / Sleeps 8

$325

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Woodstock Mediterranean Retreat

Woodstock house

4 bedrooms / 3 bathrooms / Sleeps 11

$380

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Olive Oasis Luxury with Hot Tub, Woodstock Area

Woodstock house

3 bedrooms / 2 bathrooms / Sleeps 6

“A true escape into nature and solitude!” Olive Oasis is a true gem in the gorgeous area of the ashokan Reservoir and Catskill Mountains. The home is uniquely and tastefully decorated and impeccably clean with an open and spacious layout. Large kitch

$219

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Classic Mid-Century Modern in Woodstock, 5 minutes from town.

Woodstock house

5 bedrooms / 4 bathrooms / Sleeps 8

$393

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Cozy & Serene Cottage in Woodstock

Woodstock cottage

1 bedroom / 1 bathroom / Sleeps 3

$200

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

Woodstock tented camp

2 bedrooms / 1 bathroom / Sleeps 4

$197

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Charming Artist's Cottage

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 4

$160

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Romantic Country Barn By the Stream

Woodstock log cabin

2 bedrooms / 1 bathroom / Sleeps 4

$195

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Secluded, Luxury Home with Hot Tub

Woodstock house

2 bedrooms / 2 bathrooms / Sleeps 6

“Comfortable, Relaxing Private Cottage” We had a wonderful time relaxing by the fire. Close trip to the adorable town of Woodstock and convenient ride to Overlook Mountain for a nice 5 mile hike. We loved everything from the open floor plan and bubbl

$250

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Marigold cabin by the stream - heart of Woodstock

Woodstock cottage

1 bedroom / 2 bathrooms / Sleeps 4

$224

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

Woodstock log cabin

2 bedrooms / 1 bathroom / Sleeps 6

$225

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