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Woodstock Rentals

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Woodstock Rentals

37 rentals

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

Woodstock b and b

3 bedrooms / 3 bathrooms / Sleeps 6

$645

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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

$165

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Woodstock Secluded MT Top Home with Swimming pool

Woodstock house

6 bedrooms / 3 bathrooms / Sleeps 15

$500

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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

$255

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Woodstock Cottage: walk to Town

Woodstock cottage

2 bedrooms / 3 bathrooms / Sleeps 4

“Very well kept and extremely caring owners” The cottage seems as though it was renovated yesterday because it is so clean and well kept. The kitchen has everything you need to cook, and the living room is comfortable. There are many games and movies a

$315

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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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Teahouse Cottage

Woodstock cottage

50 bedrooms / 1 bathroom / Sleeps 4

$155

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Mid Century Ranch-Hot Tub-Minutes to Center ofTown

Woodstock house

4 bedrooms / 4 bathrooms / Sleeps 8

$325

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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

$250

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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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Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / Sleeps 10

$425

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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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Schoolhouse Cottage

Woodstock house

1 bedroom / 1 bathroom / Sleeps 4

$190

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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 Retreat, Sauna, Steam Shower, Decks

Woodstock house

2 bedrooms / 2 bathrooms / Sleeps 8

$295

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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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Zen the

Woodstock apartment

1 bedroom / 1 bathroom / Sleeps 2

$120

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Woodstock Peace, Privacy, Views

Woodstock house

4 bedrooms / 5 bathrooms / Sleeps 9

$993

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Mountain Woodland Private Elegant Peacefull MAGIC

Woodstock house

3 bedrooms / 3 bathrooms / Sleeps 6

$475

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Cozy & Serene Cottage in Woodstock

Woodstock cottage

1 bedroom / 1 bathroom / Sleeps 3

$200

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Woodstock Village Serene & Spacious

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 6

$224

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Margaret's Cottage in Woodstock Village

Woodstock log cabin

2 bedrooms / 1 bathroom / Sleeps 4

$165

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Spacious Family Retreat, Woodstock, 2hrs from NYC

Woodstock house

4 bedrooms / 3 bathrooms / Sleeps 9

$255

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Sioux Tipi on the waterfall

Woodstock tipi/teepee

1 bedroom / 1 bathroom / Sleeps 4

$150

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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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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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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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Woodstock Mediterranean Retreat

Woodstock house

4 bedrooms / 3 bathrooms / Sleeps 11

$380

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Woodstock gorgeous cottage & pool. on 10 acres

Woodstock house

2 bedrooms / 1 bathroom / Sleeps 6

$323

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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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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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