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

Woodstock, NY Vacation Rentals

Find 280 available offers from 5 partners
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+
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

Save up to 60%

Cottage Woodstock
Feb 24 - Mar 2
-28%
$237
$171 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Nice Cottage in Woodstock with Yard & Grill
5.0
Outstanding (236 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Mar 2 - Mar 9
-16%
$198
$166 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Romantic Cottage in Woodstock with Private Parking
5.0
Outstanding (47 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
May 8 - May 15
-60%
$995
$395 per night
House ∙ 8 guests ∙ 3 bedrooms
Lovely House in Woodstock with Pool, Grill & Yard
5.0
Outstanding (85 ratings)
Woodstock, Ulster County, New York, United States
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Discover a rental that fits your preferences among the 280 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.

Top-Rated Rentals and Accommodations in Woodstock

Book Vacation Rental Offers with the Highest User Rating

Chalet Woodstock
Nov 11 - Nov 18
$295 per night
Chalet ∙ 2 guests ∙ 1 bedroom
Romantic Chalet in Woodstock with Private Pool
5.0
Outstanding (290 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
May 3 - May 10
$503 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Glenford with Grill, Pool & Yard + Degree Views
5.0
Outstanding (132 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Dec 16 - Dec 23
$218 per night
Cabin ∙ 4 guests ∙ 1 bedroom
Beautiful Cabin in Woodstock with Grill
4.9
Outstanding (65 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 $135 per night

House Woodstock
Aug 3 - Aug 10
$225 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Kingston with Yard & Grill
4.9
Outstanding (39 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
Mar 23 - Mar 30
$154 per night
Cabin ∙ 2 guests ∙ 1 bedroom
Cabin in Woodstock with Grill
4.0
Very good (46 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 11 - Nov 18
-27%
$478
$347 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Shady with Warm Fireplace + Unparalleled Views
5.0
Outstanding (48 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Nov 11 - Nov 18
-20%
$297
$237 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in West Hurley with Yard & Grill
5.0
Outstanding (67 ratings)
Woodstock, Ulster County, New York, United States
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Cabin Woodstock
May 8 - May 15
-17%
$295
$245 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
Beautiful Cabin in Woodstock with Yard & Grill
4.9
Outstanding (132 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Mar 16 - Mar 23
-20%
$301
$240 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Woodstock with Wood-Burning Fireplace
5.0
Outstanding (201 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Nov 11 - Nov 18
$291 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Pleasant Cottage in Woodstock with Grill & Yard
5.0
Outstanding (94 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Nov 11 - Nov 18
$674 per night
House ∙ 6 guests ∙ 3 bedrooms
Whole House in Woodstock with Gunite Pool
5.0
Outstanding (28 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Jan 13 - Jan 20
$347 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Woodstock with Yard & Grill
5.0
Outstanding (27 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
Sep 14 - Sep 21
-17%
$424
$353 per night
House ∙ 7 guests ∙ 3 bedrooms
House in Woodstock with Yard & Grill
5.0
Outstanding (26 ratings)
Woodstock, Ulster County, New York, United States
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House Woodstock
Mar 16 - Mar 23
$412 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Woodstock with In-Ground Pool
5.0
Outstanding (47 ratings)
Woodstock, Ulster County, New York, United States
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Cottage Woodstock
Nov 11 - Nov 18
$322 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
Beautiful Cottage in Glenford with Yard & Grill + Mountain Views
4.6
Excellent (90 ratings)
Woodstock, Ulster County, New York, United States
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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
Aug 3 - Aug 10
$187 per night
House ∙ 6 guests ∙ 2 bedrooms
Wonderful Vacation Home in Woodstock with Grill & Yard
4.9
Outstanding (17 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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Cabin  Woodstock
Aug 10 - Aug 17
$136 per night
Cabin ∙ 2 guests ∙ 1 bedroom
Cabin in Saugerties with Yard, Pool & Grill
5.0
Outstanding (41 ratings)
Woodstock, Ulster County, New York, United States
Air conditioning
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House  Woodstock
Oct 26 - Nov 2
-56%
$929
$411 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Saugerties with Private Pool
4.8
Outstanding (28 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
May 8 - May 15
$295 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Woodstock with Outside Patio + Stream View
5.0
Outstanding (171 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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House  Woodstock
Dec 2 - Dec 9
$318 per night
House ∙ 5 guests ∙ 3 bedrooms
Entire House in Woodstock with Sunny Patio + Mountain Views
5.0
Outstanding (21 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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House  Woodstock
Dec 2 - Dec 9
$506 per night
House ∙ 10 guests ∙ 4 bedrooms
House in West Hurley with In-Ground Pool
4.8
Outstanding (41 ratings)
Woodstock, Ulster County, New York, United States
Fireplace
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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 16 - Mar 23
$247 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Woodstock with Outside Patio + Mountain Views
5.0
Outstanding (128 ratings)
Woodstock, Ulster County, New York, United States
Internet
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House  Woodstock
Nov 4 - Nov 11
$309 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Woodstock with Yard, Pool & Grill
5.0
Outstanding (32 ratings)
Woodstock, Ulster County, New York, United States
Internet
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Apartment  Woodstock
Dec 2 - Dec 9
$103 per night
Apartment ∙ 6 guests ∙ 1 bedroom
Rental Apartment in Woodstock
4.8
Outstanding (56 ratings)
Woodstock, Ulster County, New York, United States
Internet
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Popular Rental Amenities in Woodstock

  • Pool (51)
  • Pet-friendly (77)
  • Hot tub (14)
  • WiFi (275)
  • Air conditioning (263)
  • Fireplace (187)
  • TV (219)
  • Kitchen (210)
  • No smoking (237)
  • Grill (154)
  • Washing machine (123)
  • Fishing (113)

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 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'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.
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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, 27 Sep
66°
51°

0%

3 h

2 mi/h

Thu, 28 Sep
66°
51°

10%

9 h

1 mi/h

Fri, 29 Sep
69°
51°

0%

6 h

1 mi/h

Sat, 30 Sep
73°
55°

0%

11 h

4 mi/h

Sun, 1 Oct
75°
59°

0%

11 h

4 mi/h

Mon, 2 Oct
68°
51°

0%

7 h

4 mi/h

Tue, 3 Oct
68°
51°

10%

8 h

4 mi/h

Accommodations for your vacation in Woodstock

In Woodstock, more than half of the 280 properties are house rental, which represent 57.98% of its properties. Additionally, the standard size of house rental in Woodstock is 178 m² with an average price of $623 a night. Furthermore, this type of lodging is the perfect choice for medium-sized groups and families, as the majority of house rental can welcome groups of 6. 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 $361 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 280 homes
💳 Possible discounts up to 38%
🌙 Nightly prices starting at $135
⭐ Popular amenities Pool, Pets allowed and Hot tub
🐾 Pet friendly homes 76 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 $135 per night. If you would like to stay in a house rental, the average price is $623 per night. A cabin Woodstock will cost on average $361 per night.

How many vacation homes are available for booking in Woodstock?

There are currently 280 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 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 76 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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