Woodstock, NY Vacation Rentals

Compare 260 available properties from 14 providers
Woodstock
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Discover a rental that fits your preferences among the 260 great options from 14 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 $45 per night

House ∙ 2 guests
Woodstock, Ulster County, New York, United States
from $55
Airbnb
4.5
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Lodge ∙ 2 guests
Woodstock, Ulster County, New York, United States
from $280
Airbnb
5.0
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Unusual rental ∙ 2 guests
Woodstock, Ulster County, New York, United States
from $105
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $112
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $117
Airbnb
5.0
View deal
Cabin ∙ 3 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $114
Airbnb
4.5
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House ∙ 4 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $172
Airbnb
5.0
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House ∙ 4 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $384
Airbnb
5.0
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Cabin ∙ 4 guests
Woodstock, Ulster County, New York, United States
from $113
Airbnb
5.0
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 5 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $209
Airbnb
5.0
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Fireplace
Cabin ∙ 4 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $164
Airbnb
5.0
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Fireplace
House ∙ 5 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $211
Airbnb
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $170
Airbnb
5.0
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Pet-friendly
Apartment ∙ 4 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $265
Airbnb
5.0
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Pet-friendly
House ∙ 4 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $181
Airbnb
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 2 guests
Woodstock, Ulster County, New York, United States
from $120
Vrbo
4.8
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Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $287
Vrbo
5.0
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Fishing
House ∙ 6 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $184
Vrbo
5.0
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Popular Rental Amenities in Woodstock

  • Internet (415)
  • Kitchen (383)
  • AC (347)
  • TV (345)
  • Washer (221)
  • Fireplace (212)
  • Yard (191)
  • Microwave (189)
  • Grill (187)
  • Pet allowed (186)
  • Dishwasher (138)
  • No smoking (133)
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 can't imagine a vacation without internet or you want to tune out with some TV time, as the most frequently offered amenities are "internet" and "TVs." Not as many rentals in Woodstock are available if you're dreaming of days spent poolside or if you enjoy soaking in the hot tub as "Jacuzzis" and "pools" are not very popular features in Woodstock.

Price and Availability Index in Woodstock

Vacation Rental Price Information in Woodstock

This graph displays the average prices for the next twelve months in Woodstock. It is during a week of June (6/8 - 6/15) that you will find the highest prices for the next 12 months. You can find some of the best deals during a week of August (8/24 - 8/31). It is the cheapest week of the next 12 months.

Rental Availability Information in Woodstock

Find out the percentage of available rentals in Woodstock with the graph above. The week with the least available rentals is in August (8/10 - 8/17), with only 61% of the rentals available. The week with the highest percentage of available rentals is in September (9/21 - 9/28).

The Weather in Woodstock

37°
19°
39°
18°
48°
28°
63°
37°
73°
50°
81°
57°
86°
64°
84°
61°
77°
54°
64°
43°
52°
30°
45°
28°
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 17° in February. The rainiest month is December while the driest month is September.

Accommodations in Woodstock

In Woodstock, more than half of the 260 properties are house rentals, which represent 56.43% of its properties. Additionally, the standard size of house rentals in Woodstock is 1,770 ft² with an average price of $359 a night. Furthermore, this type of lodging is the perfect choice for medium-sized groups and families, as the majority of house rentals can welcome groups of 6. If you would like to rent something else, you can find many other offers, such as apartment rentals, which are the other very typical property type in Woodstock. Apartment rentals in Woodstock are 600 ft² on average, with prices averaging $199 a night.

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 260 properties
Food & Drinks

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.

Art & Culture

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.

Nightlife

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.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Woodstock Vrbo Vacation Rentals in Woodstock HomeAway Vacation Rentals in Woodstock Airbnb Vacation Rentals in Woodstock TripAdvisor Vacation Rentals in Woodstock VacationRentals.com Vacation Rentals in Woodstock HouseTrip Vacation Rentals in Woodstock FlipKey Vacation Rentals in Woodstock 9flats.com Vacation Rentals in Woodstock VaycayHero Vacation Rentals in Woodstock PerfectPlaces.com Vacation Rentals in Woodstock Homestay.com Vacation Rentals in Woodstock Only-apartments Vacation Rentals in Woodstock Interhome Vacation Rentals in Woodstock Bedycasa Vacation Rentals in Woodstock Novasol Vacation Rentals in Woodstock HomeEscape Vacation Rentals in Woodstock

Vacation Destinations Near Woodstock

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