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

Woodstock, NY Vacation Rentals

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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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Best Vacation Home Deals in Woodstock

House Woodstock
May 27 - Jun 3
-25%
$312
$234 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (164 ratings)
Woodstock, Ulster County, New York, United States
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Apartment Woodstock
Feb 4 - Feb 11
-25%
$188
$140 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (207 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Aug 26 - Sep 2
-21%
$212
$167 per night
House ∙ 5 guests ∙ 1 bedroom
4.6
"Outstanding" (23 ratings)
Woodstock, Ulster County, New York, United States
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Discover a rental that fits your preferences among the 279 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.

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Woodstock

House Woodstock
Dec 2 - Dec 9
$510 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (69 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 18 - Nov 25
$353 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (21 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Aug 26 - Sep 2
-41%
$696
$408 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (11 ratings)
Woodstock, Ulster County, New York, United States
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Recommended Vacation Rentals in Woodstock

Find your perfect vacation rental in Woodstock: from $127 per night

House Woodstock
Sep 9 - Sep 16
-17%
$862
$713 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (13 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Dec 2 - Dec 9
$392 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (189 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Dec 2 - Dec 9
-42%
$500
$290 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
"Outstanding" (31 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Aug 26 - Sep 2
-41%
$696
$408 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (11 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Feb 4 - Feb 11
$450 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (11 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Jan 14 - Jan 21
$278 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (97 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Jan 14 - Jan 21
$276 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (20 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Dec 3 - Dec 10
$510 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (69 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Mar 4 - Mar 11
$234 per night
Cabin ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (104 ratings)
Woodstock, Ulster County, New York, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Woodstock

House Woodstock
Jan 14 - Jan 21
$276 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (20 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Dec 19 - Dec 26
$271 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (97 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Mar 11 - Mar 18
$318 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (18 ratings)
Woodstock, Ulster County, New York, United States
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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.

House Fireplace Woodstock
Feb 11 - Feb 18
$324 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Woodstock, Ulster County, New York, United States
Fireplace
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Cottage Fireplace Woodstock
Mar 4 - Mar 11
$295 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (97 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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House Fireplace Woodstock
Dec 31 - Jan 7
$295 per night
House ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (27 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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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 Aircondition Woodstock
Sep 9 - Sep 16
-17%
$862
$713 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (13 ratings)
Woodstock, Ulster County, New York, United States
Aircondition
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Cottage Aircondition Woodstock
Dec 2 - Dec 9
$392 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (189 ratings)
Woodstock, Ulster County, New York, United States
Aircondition
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House Aircondition Woodstock
Dec 2 - Dec 9
-42%
$500
$290 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
"Outstanding" (31 ratings)
Woodstock, Ulster County, New York, United States
Aircondition
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Best vacation rentals with a balcony

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

Chalet Balcony Woodstock
Feb 4 - Feb 11
$379 per night
Chalet ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (173 ratings)
Woodstock, Ulster County, New York, United States
Balcony
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House Balcony Woodstock
Feb 4 - Feb 11
$450 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (11 ratings)
Woodstock, Ulster County, New York, United States
Balcony
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Cabin Balcony Woodstock
Mar 4 - Mar 11
$233 per night
Cabin ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (104 ratings)
Woodstock, Ulster County, New York, United States
Balcony
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Popular Rental Amenities in Woodstock

  • Internet (333)
  • Air conditioning (312)
  • No smoking (302)
  • Kitchen (273)
  • TV (256)
  • Yard (251)
  • No pets (200)
  • Microwave (199)
  • Grill (187)
  • Fireplace (170)
  • Dishwasher (167)
  • Washer (159)

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 "TV." Not as many rentals in Woodstock are available if you need a crib for your baby or if you enjoy soaking in the hot tub as "Hot tub" and "Crib" 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

Wed, 30 Nov
51°
35°

15%

0 h

9 mi/h

Thu, 1 Dec
39°
30°

5%

9 h

9 mi/h

Fri, 2 Dec
42°
28°

0%

7 h

5 mi/h

Sat, 3 Dec
51°
35°

15%

0 h

10 mi/h

Sun, 4 Dec
42°
26°

5%

6 h

2 mi/h

Mon, 5 Dec
41°
28°

5%

5 h

1 mi/h

Tue, 6 Dec
41°
37°

15%

0 h

4 mi/h

Accommodations for your vacation in Woodstock

In Woodstock, more than half of the 279 properties are house rental, which represent 57.02% of its properties. Additionally, the standard size of house rental in Woodstock is 2,000 ft² with an average price of $632 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 apartment rental, which are the other very typical property type in Woodstock. Apartment rental in Woodstock are 570 ft² on average, with prices averaging $208 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.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Woodstock?

The price for House rental and Apartment rental in Woodstock is $127 per night.

How many vacation rentals are available to book in Woodstock?

There are currently 279 vacation homes in Woodstock to browse and book for your next trip.

What amenities are most popular for vacation homes in Woodstock?

If you're looking to book a vacation rental in Woodstock, the most common amenities others search for are houses with Internet, TV, and Yard.

How many vacation rentals are in Woodstock?

Discover 279 vacation rentals available to book in Woodstock.

Are pets allowed in vacation rentals in Woodstock?

Finding a cabin rental in Woodstock that allows dogs is definitely possible, with 113 pet-friendly homes on offfer.

What's the best time of year to travel to Woodstock?

Woodstock has its warmest time of year around July and August, with average nightly prices being around $127.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Woodstock TripAdvisor Vacation Rentals in Woodstock Vrbo Vacation Rentals in Woodstock VacationRentals.com Vacation Rentals in Woodstock HouseTrip Vacation Rentals in Woodstock FlipKey Vacation Rentals in Woodstock Homestay.com Vacation Rentals in Woodstock Only-apartments Vacation Rentals in Woodstock Interhome Vacation Rentals in Woodstock Novasol Vacation Rentals in Woodstock HomeEscape Vacation Rentals in Woodstock

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