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

Woodstock, NY Vacation Rentals

Find 269 available offers from 5 partners
Woodstock
Anytime
Guests
Woodstock
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Cabin
House
Farmhouse
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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.

Show all 269 properties

Vacation rentals and apartments with air conditioning

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

House  Woodstock
Mar 8 - Mar 15
-70%
$647
$193 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Zena with Pool, Yard & Grill

5.0
Outstanding (4 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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House  Woodstock
Mar 9 - Mar 16
$248 per night
House ∙ 5 guests ∙ 2 bedrooms

Pleasant House in Bearsville with Yard & Grill

5.0
Outstanding (68 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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House  Woodstock
Jan 11 - Jan 18
$340 per night
House ∙ 13 guests ∙ 5 bedrooms

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

5.0
Outstanding (100 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Woodstock accommodation with high-speed internet.

Cottage  Woodstock
Mar 9 - Mar 16
$287 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
Internet
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Cottage  Woodstock
Mar 16 - Mar 23
$201 per night
Cottage ∙ 2 guests ∙ 2 bedrooms

Cottage in West Hurley with Yard, Patio & Grill

5.0
Outstanding (68 ratings)
Woodstock, Ulster County, New York, United States
Internet
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Cottage  Woodstock
Apr 2 - Apr 9
$240 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Woodstock with Private Parking

4.9
Outstanding (121 ratings)
Woodstock, Ulster County, New York, United States
Internet
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Woodstock with their own private patios and balconies.

Cottage  Woodstock
Jun 15 - Jun 22
$291 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Pleasant Cottage in Woodstock with Grill, Patio & Yard

5.0
Outstanding (93 ratings)
Woodstock, Ulster County, New York, United States
Balcony/Patio
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Cabin  Woodstock
Jan 11 - Jan 18
$203 per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Pleasant Cabin in Woodstock with Wood-Burning Fireplace

4.9
Outstanding (50 ratings)
Woodstock, Ulster County, New York, United States
Balcony/Patio
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Cottage  Woodstock
Apr 7 - Apr 14
-24%
$235
$180 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Nice Cottage in Woodstock with Patio, Yard & Grill

5.0
Outstanding (253 ratings)
Woodstock, Ulster County, New York, United States
Balcony/Patio
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Best Vacation Home Deals in Woodstock

Save up to 50%

Chalet Woodstock
Mar 9 - Mar 16
-50%
$450
$225 per night
Chalet ∙ 2 guests ∙ 1 bedroom

Romantic Chalet in Woodstock with Private Pool

5.0
Outstanding (300 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 16 - Nov 23
-41%
$595
$353 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Woodstock with Yard, Patio & Grill + Panoramic Views

5.0
Outstanding (89 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Mar 9 - Mar 16
-17%
$287
$237 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Beautiful Cabin in Woodstock with Patio, Yard & Grill

5.0
Outstanding (136 ratings)
Woodstock, Ulster County, New York, United States
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Discover a rental that fits your preferences among the 269 great options from 5 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 $113 per night

House Woodstock
Nov 2 - Nov 9
$689 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Woodstock with Yard, Grill & Patio + Mountain Views

5.0
Outstanding (125 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Apr 7 - Apr 14
$283 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
Mar 9 - Mar 16
$232 per night
House ∙ 8 guests ∙ 4 bedrooms

Nice House in Saugerties with Grill & Yard + Mountain Views

5.0
Outstanding (66 ratings)
Woodstock, Ulster County, New York, United States
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Lodge Woodstock
Jan 24 - Jan 31
$365 per night
Lodge ∙ 8 guests ∙ 4 bedrooms

Lodge in Bearsville with Toasty Fireplace

5.0
Outstanding (63 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 1 - Nov 8
$270 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Woodstock with Yard, Patio & Pool

5.0
Outstanding (33 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Aug 17 - Aug 24
$600 per night
Cabin ∙ 15 guests ∙ 4 bedrooms

Child Friendly Cabin in Shokan with Patio, Grill & Yard + Spectacular Views

5.0
Outstanding (79 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Mar 8 - Mar 15
$305 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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House Woodstock
Mar 16 - Mar 23
$258 per night
House ∙ 4 guests ∙ 2 bedrooms

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

5.0
Outstanding (39 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Jan 11 - Jan 18
$421 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Saugerties with Yard, Pool & Patio

5.0
Outstanding (22 ratings)
Woodstock, Ulster County, New York, United States
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Budget-friendly Vacation Rentals in Woodstock

Find Fantastic yet Inexpensive Offers

Apartment Woodstock
Jun 1 - Jun 8
$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
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Cabin Woodstock
May 4 - May 11
$113 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Woodstock with Grill

4.1
Very good (46 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Jun 15 - Jun 22
$313 per night
House ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding (105 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
Mar 9 - Mar 16
$268 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Shady with Warm Fireplace + Unparalleled Views

5.0
Outstanding (53 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 16 - Nov 23
$363 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Woodstock with Yard, Patio & Grill

5.0
Outstanding (28 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Mar 16 - Mar 23
$279 per night
Cabin ∙ 12 guests ∙ 4 bedrooms

Cabin in Bearsville with Patio, Grill & Yard

4.9
Outstanding (114 ratings)
Woodstock, Ulster County, New York, United States
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Popular Rental Amenities in Woodstock

  • Pool (55)
  • Pet-friendly (79)
  • Hot tub (20)
  • WiFi (284)
  • Air conditioning (275)
  • Fireplace (198)
  • TV (230)
  • Kitchen (217)
  • No smoking (284)
  • Grill (155)
  • Washing machine (130)
  • Fishing (110)

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 want a rental with a pool or you travel with your pet, as the most frequently offered amenities are "Pool" and "Pets allowed." Not as many rentals in Woodstock are available if you need a special entrance for wheelchairs or if you don't have a dog as "No pets allowed" and "Wheelchair accessible" are not very popular features in Woodstock.

The Weather in Woodstock

max.
Min.
37°
19°
12 days 12
max.
Min.
39°
18°
12 days 12
max.
Min.
48°
28°
11 days 11
max.
Min.
63°
37°
11 days 11
max.
Min.
73°
50°
12 days 12
max.
Min.
81°
57°
12 days 12
max.
Min.
86°
64°
13 days 13
max.
Min.
84°
61°
10 days 10
max.
Min.
77°
54°
9 days 9
max.
Min.
64°
43°
11 days 11
max.
Min.
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

Mon, 4 Mar
46°
46°

60%

1 h

1 mi/h

Tue, 5 Mar
42°
41°

65%

1 h

3 mi/h

Wed, 6 Mar
60°
53°

15%

0 h

4 mi/h

Thu, 7 Mar
37°
35°

15%

0 h

9 mi/h

Fri, 8 Mar
48°
44°

0%

6 h

7 mi/h

Sat, 9 Mar
37°
35°

15%

0 h

7 mi/h

Sat, 9 Mar
35°
35°

15%

0 h

4 mi/h

Accommodations for your vacation in Woodstock

In Woodstock, more than half of the 269 properties are house rental, which represent 58.01% of its properties. Additionally, the standard size of house rental in Woodstock is 180 m² with an average price of $634 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 113 m² on average, with prices averaging $368 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 269 rentals
💳 Possible discounts up to 29%
🌙 Nightly prices starting at $113
⭐ Popular amenities Pool, Pets allowed and Hot tub
🐾 Pet friendly homes 77 homes
🏊 Vacation rentals with pools 53 homes

Frequently Asked Questions

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

The average accommodation in Woodstock is priced at $113 per night. If you would like to stay in a house rental, the average price is $634 per night. A cabin Woodstock will cost on average $368 per night.

How many vacation homes are available for booking in Woodstock?

There are currently 269 vacation homes from 5 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 53 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 77 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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