Woodstock, NY Vacation Rentals - HomeToGo base64Hash Woodstock, NY Vacation Rentals - HomeToGo

Woodstock, NY Vacation Rentals

Find 271 available offers from 7 partners
Woodstock
Anytime
Guests
Woodstock
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Woodstock

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

Seclusion and natural beauty with a Woodstock vacation home

Woodstock will charm you with a variety of cozy, comfortable, and convenient vacation homes. Cute, modern cottages dot the town and outskirts. If you are into a more "rustic" getaway experience, then select a fabulous cabin in the area. Luxury vacation homes are also available. You can even find turn-of-the-century barns converted into beautiful homes.

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Woodstock and book a vacation rental with air conditioning.

House  Woodstock
Nov 6 - Nov 13
$367 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Shady with Warm Fireplace + Unparalleled Views

5.0
Outstanding (52 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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House  Woodstock
Nov 6 - Nov 13
-24%
$404
$306 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Zena with Pool, Yard & Grill

5.0
Outstanding (5 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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Lodge  Woodstock
Nov 16 - Nov 23
$579 per night
Lodge ∙ 8 guests ∙ 4 bedrooms

Lodge in Bearsville with Toasty Fireplace

5.0
Outstanding (64 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Woodstock by booking a vacation home with a fireplace.

Cottage  Woodstock
Nov 6 - Nov 13
$278 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Charming Cottage in Woodstock with Grill, Patio & Yard

5.0
Outstanding (14 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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House  Woodstock
Aug 17 - Aug 24
$595 per night
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home in Woodstock with Grill, Yard & Patio + Aerial View

5.0
Outstanding (16 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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House  Woodstock
Sep 17 - Sep 24
$352 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Woodstock with Patio, Grill & Yard + Mountain Views

4.9
Outstanding (70 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Woodstock with private yards.

House  Woodstock
Nov 6 - Nov 13
$455 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Saugerties with Yard, Pool & Patio

5.0
Outstanding (23 ratings)
Woodstock, Ulster County, New York, United States
Yard
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Cottage  Woodstock
Nov 6 - Nov 13
$206 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Nice Cottage in Woodstock with Patio, Yard & Grill

5.0
Outstanding (266 ratings)
Woodstock, Ulster County, New York, United States
Yard
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Apartment  Woodstock
Sep 26 - Oct 3
$116 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Private Rental Apartment in Woodstock with Pool & Yard

5.0
Outstanding (28 ratings)
Woodstock, Ulster County, New York, United States
Yard
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Best Vacation Home Deals in Woodstock

Save up to 56%

House Woodstock
Nov 6 - Nov 13
-56%
$995
$438 per night
House ∙ 8 guests ∙ 3 bedrooms

Lovely House in Woodstock with Pool, Patio & Grill

5.0
Outstanding (100 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Nov 16 - Nov 23
-19%
$325
$263 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Woodstock with Outside Patio + Mountain Views

5.0
Outstanding (134 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Jul 10 - Jul 17
-13%
$211
$183 per night
Cabin ∙ 3 guests ∙ 2 bedrooms

Rental Cabin in Bearsville with Grill & Patio

4.6
Excellent (88 ratings)
Woodstock, Ulster County, New York, United States
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Discover a rental that fits your preferences among the 271 great options from 7 vacation rental websites in Woodstock. By comparing these properties, HomeToGo brings you the lowest prices as well as the highest rated properties in Woodstock.

Recommended Vacation Rentals in Woodstock

Find your perfect vacation rental in Woodstock: from $125 per night

House Woodstock
Nov 6 - Nov 13
$288 per night
House ∙ 6 guests ∙ 2 bedrooms

Modern House in Woodstock with Patio & Grill

5.0
Outstanding (90 ratings)
Woodstock, Ulster County, New York, United States
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Apartment Woodstock
Sep 26 - Oct 3
$125 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Woodstock with Private Parking

4.9
Outstanding (122 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Nov 6 - Nov 13
$392 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Woodstock with Electric Fireplace + Creek Views

5.0
Outstanding (249 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Nov 6 - Nov 13
$245 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Beautiful Cabin in Woodstock with Patio, Yard & Grill

5.0
Outstanding (121 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Jun 18 - Jun 25
$328 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Woodstock with Yard, Grill & Patio

5.0
Outstanding (187 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Sep 26 - Oct 3
$261 per night
House ∙ 5 guests ∙ 2 bedrooms

Pleasant House in Bearsville with Yard & Grill

5.0
Outstanding (73 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Sep 26 - Oct 3
$285 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Woodstock with Private Parking

4.9
Outstanding (124 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 16 - Nov 23
$313 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Entire House in Woodstock with Indoor Fireplace + Sweeping Views

5.0
Outstanding (116 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Sep 26 - Oct 3
$290 per night
House ∙ 4 guests ∙ 2 bedrooms

Great Vacation Home in Woodstock with Wood-Burning Fireplace + Beautiful Views

5.0
Outstanding (43 ratings)
Woodstock, Ulster County, New York, United States
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Budget-friendly Vacation Rentals in Woodstock

Find Fantastic yet Inexpensive Offers

House Woodstock
Nov 16 - Nov 23
$450 per night
House ∙ 5 guests ∙ 3 bedrooms

House in Woodstock with Grill, Patio & Yard

5.0
Outstanding (27 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Sep 17 - Sep 24
$479 per night
House ∙ 9 guests ∙ 4 bedrooms

Beautiful House in Woodstock with Grill, Yard & Patio

5.0
Outstanding (23 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Aug 24 - Aug 31
$580 per night
House ∙ 6 guests ∙ 3 bedrooms

Charming House in Saugerties with Yard & Patio

5.0
Outstanding (199 ratings)
Woodstock, Ulster County, New York, United States
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Top-Rated Rentals and Accommodations in Woodstock

Book Vacation Rental Offers with the Highest User Rating

House Woodstock
Nov 6 - Nov 13
$607 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Woodstock with Patio, Grill & Yard

4.9
Outstanding (101 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Sep 26 - Oct 3
$216 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Pleasant Cabin in Woodstock with Wood-Burning Fireplace

4.9
Outstanding (51 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Nov 6 - Nov 13
$404 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Woodstock with Pool, Yard & Grill + Mountain Views

4.9
Outstanding (44 ratings)
Woodstock, Ulster County, New York, United States
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Popular Rental Amenities in Woodstock

  • Pool (51)
  • Pet-friendly (79)
  • Hot tub (18)
  • WiFi (269)
  • Air conditioning (259)
  • Fireplace (197)
  • TV (213)
  • Kitchen (189)
  • No smoking (263)
  • Grill (141)
  • Washing machine (120)
  • Fishing (104)

Accommodations can be selected based on various criteria. Above, you can see the number of rentals that offer a specific amenity in Woodstock. Woodstock is the right place to look for a property if you're dreaming of days spent poolside or you are looking for a pet-friendly rental, as the most frequently offered amenities are "Pool" and "Pets allowed." Not as many rentals in Woodstock are available if you need wheelchair access or if you're traveling without pets as "No pets allowed" and "Wheelchair accessible" are not very popular features in Woodstock.

The Weather in Woodstock

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37°
19°
12 days 12
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39°
18°
12 days 12
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48°
28°
11 days 11
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63°
37°
11 days 11
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73°
50°
12 days 12
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81°
57°
12 days 12
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86°
64°
13 days 13
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84°
61°
10 days 10
max.
Min.
77°
54°
9 days 9
max.
Min.
64°
43°
11 days 11
max.
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52°
30°
9 days 9
max.
Min.
45°
28°
15 days 15
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Woodstock. During July, maximum temperatures go up to more than 86° On the other hand, you could have temperatures dropping under 18° in February. The rainiest month is December while the driest month is September.

7-Day Weather Forecast in Woodstock

Sat, 15 Jun
73°
69°

0%

5 h

7 mi/h

Sun, 16 Jun
75°
73°

10%

3 h

5 mi/h

Mon, 17 Jun
86°
80°

10%

1 h

9 mi/h

Tue, 18 Jun
91°
82°

15%

3 h

6 mi/h

Wed, 19 Jun
91°
89°

10%

3 h

3 mi/h

Thu, 20 Jun
93°
93°

5%

4 h

4 mi/h

Fri, 21 Jun
98°
87°

5%

3 h

7 mi/h

Accommodations for your vacation in Woodstock

In Woodstock, more than half of the 271 properties are house rental, which represent 56.89% of its properties. Additionally, the standard size of house rental in Woodstock is 187 m² with an average price of $650 a night. Furthermore, this type of lodging is the perfect choice for large groups, as the majority of house rental can welcome groups of 7. If you would like to rent something else, you can find many other offers, such as cabin, which are the other very typical property type in Woodstock. Cabin in Woodstock are 100 m² on average, with prices averaging $339 a night.
Where to find the best food in Woodstock?

What makes a great vacation? Leisure and... food

Stroll Tinker Street and taste the flavors that await you. Joshua's Cafe offers a variety of entrées including Mediterranean-style dishes. Eggs benedict, open-faced avocado melts, and super falafel are a few of the specialties.

Cucina offers contemporary Italian entrées in an elegantly restored barn setting. Additionally, Garden Cafe of Woodstock offers a vegetarian menu to your delight such as the portobello paninis, Mediterranean chickpea wraps, and curried tofu mango.

What are the best places to discover the arts and culture of Woodstock?

The Arts: Woodstock will tease your creative senses

Visit the Woodstock Artists Association & Museum, founded in 1919 to collect and preserve regional art. If you are interested in purchasing art, attend an art auction at The Fletcher Gallery. Also, live performances are not to be missed.

Attend the Woodstock Comedy Festival where proceeds are donated to worthy causes. The Woodstock Film Festival promotes artists and learning. For music and theatre-goers, choose from the Jazzstock Festival and the 1938 Woodstock Playhouse.

What are the best nightlife spots in Woodstock?

A Woodstock evening to settle in, relax, and socialize

The real beauty of a Woodstock vacation home is the ability to live life like a local. After taking in the sites, food, and art, stroll around town center. If you are not planning to attend a music or theatrical venue, then stop in at a local bar.

Station Bar & Curio offers an eclectic environment with a rotating craft beer menu, pool table playing, live music, and dancing. The Lodge, too, has live music and DJ evenings, a pool table, and even a fireplace.

Information about vacation rentals in Woodstock

🏡 Vacation rentals available 271 rentals
💳 Possible discounts up to 25%
🌙 Nightly prices starting at $125
⭐ Popular amenities Pool, Pets allowed and Hot tub
🐾 Pet friendly homes 79 homes
🏊 Vacation rentals with pools 51 homes

Frequently Asked Questions

What is the average nightly price for a vacation rental in Woodstock?

The average accommodation in Woodstock is priced at $125 per night. If you would like to stay in a house rental, the average price is $650 per night. A cabin Woodstock will cost on average $339 per night.

How many vacation homes are available for booking in Woodstock?

There are currently 271 vacation homes from 7 providers in Woodstock.

What amenities are most popular for vacation rentals in Woodstock?

Three most popular amenities for vacation home rentals in Woodstock include accommodations with: Pool, Pets allowed, and Hot tub.

How many vacation rentals with pools are there in Woodstock?

Check out 51 vacation rentals available in Woodstock for renting.

Are pets allowed in vacation rentals in Woodstock?

Finding a vacation home in Woodstock that allows pets is definitely possible, with 79 pet-friendly available.

When is it better to travel to Woodstock?

July and August are usually the warmest months in Woodstock with temperatures around 86 °F. The coldest months in Woodstock are February and January, with 18 °F on average.

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