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Vacation Rentals & Apartments in Woodstock

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Vacation Rentals & Apartments in Woodstock

About Woodstock

244 apartments

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

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$295

1 / 14

Woodstock Village Serene & Spacious

Woodstock house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$225

1 / 10

Margaret's Cottage in Woodstock Village

Woodstock log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$165

1 / 29

Woodstock In-town cottage

Woodstock cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 8 minutes

Price per night from

$150

1 / 23

Mid Century Ranch-Hot Tub-Minutes to Center ofTown

Woodstock house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 57 minutes

Price per night from

$350

1 / 36

Teahouse Cottage

Woodstock cottage

50 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 28 minutes

Price per night from

$155

1 / 13

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

Woodstock house

5 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 38 minutes

Price per night from

$450

1 / 82

Event-Friendly Home - 5 Mins to Central Woodstock

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 2 minutes

Price per night from

$125

1 / 24

Fabulous Family House nr Woodstock Center

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$250

1 / 19

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$425

1 / 14

Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 37 minutes

Price per night from

$255

1 / 30

Woodstock Oasis. 3 acres of secluded nature. Walkable to town

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$220

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Woodstock Cottage: walk to Town

Woodstock cottage

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 3 hours 18 minutes

Price per night from

$315

1 / 22

Woodstock Peace, Privacy, Views

Woodstock house

4 bedrooms / 5 bathrooms / sleeps 9

Price per night from

$999

1 / 17

Stunning Vacation Country & Ski House

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 17 minutes

Price per night from

$450

1 / 30

A Little Woodstock Love Inn. Walk to everything!

Woodstock apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$96

1 / 18

Woodstock Mediterranean Retreat

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$450

1 / 26

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

Woodstock house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 2 minutes

Price per night from

$290

1 / 30

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

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 3 minutes

Price per night from

$395

1 / 22

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

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 50 minutes

Price per night from

$295

1 / 33

Wonderful Woodstock Garden House w large firepit!

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$200

1 / 31

Woodstock Modern House with a Pool

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$350

1 / 37

Sun Salutations in Woodstock, a mile to the village & a stop on Trailways

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 8 minutes

Price per night from

$249

1 / 25

A Little Woodstock Love Nest. Walk to everything!

Woodstock apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$100

1 / 18

Woodstock Carriage House

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 13 minutes

Price per night from

$200

1 / 14

Mountain Woodland Private Elegant Peacefull MAGIC

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$475

1 / 15

Cozy & Serene Cottage in Woodstock

Woodstock cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$200

1 / 13

Spacious Family Retreat, Woodstock, 2hrs from NYC

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$255

1 / 17

Olive Oasis Luxury with Hot Tub, Woodstock Area

Woodstock house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

Price per night from

$220

1 / 26

Woodstock gorgeous cottage & pool. on 10 acres

Woodstock house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$325

1 / 19

Woodstock Retreat, Sauna, Steam Shower, Decks

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 3 minutes

Price per night from

$295

1 / 22

Woodstock Town Center Studio Apt.

Woodstock apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$115

1 / 8

Schoolhouse Cottage

Woodstock house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 28 minutes

Price per night from

$190

1 / 14

Relax by the pool at Serenity Villa then take a dip in the hot tub!

Woodstock house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$375

1 / 33

Sioux Tipi on the waterfall

Woodstock tipi/teepee

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 28 minutes

Price per night from

$150

1 / 12

Relaxing Zen Cabin

Woodstock house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$150

1 / 28

Historic Southwestern Chalet

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$350

1 / 20

Spectacular Mountaintop Estate

Woodstock apartment

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$471

1 / 26
Viewing 38 of 244

About Woodstock

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With a surprisingly large arts community, rolling green hills, and friendly locals, the small and picturesque town of Woodstock has it all! The primary street that hosts a row of boutiques and charming restaurants is known as Tinker Street, but don't limit yourself to this one area. There are plenty of things to see and do across the entire town.

Here are just a few additional suggestions of things to do in Woodstock:

  • Shawangunk Mountains: This mountain range attracts people from all over the area with its rock climbing, hiking, and camping options.
  • SweetHeart Gallery: Overlooking a beautiful waterfall, this popular local gallery features artwork and crafts pieces from some of the best artists in the region.
  • Karma Triyana Dharmachakra Tibetan Buddhist Monastery: This beautiful and serene monastery is the perfect place to spend an afternoon learning about Buddhism or just simply clearing your head.

For those looking to attend local events and festivals, head to Ulster County, a short drive from Woodstock. In Ulster County you can cheer on the competitors participating in the Shandaken Primitive Biathlon in January, watch the boat rally on the Wallkill River at the New Paltz Regatta in May, or take home a piece of art from one of the best artists in the region at the Woodstock-New Paltz Art and Crafts Fair in September.

Luckily, there's a vacation rental available in Woodstock that has everything you are looking for in a getaway home. Book a luxury condo downtown or rent a secluded cabin in the woods just steps from the mountains for an unforgettable vacation experience.

If you're looking to explore the surrounding area, there are several other towns just outside of Woodstock that make for great day trips. The busy college town of Binghamton and the rolling fields of Oswego can both be reached within an hour by car.

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