Woodstock, NY Vacation Rentals

Compare 290 available properties from 18 providers
Woodstock

Discover a rental that fits your preferences among the 290 great options from 18 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

Rent a vacation accommodation in Woodstock: from $93 per night

Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $106
VRBO
5.0
View deal
Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $206
VRBO
5.0
View deal
Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $206
VRBO
4.7
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $206
VRBO
5.0
View deal
Apartment ∙ 2 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $106
VRBO
5.0
View deal
Apartment ∙ 3 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $106
VRBO
4.0
View deal
Apartment ∙ 3 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $158
VRBO
5.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $206
VRBO
5.0
View deal
See all offers

Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 4 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $96
VRBO
5.0
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Woodstock, Ulster County, New York, United States
from $94
VRBO
4.5
View deal
Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $97
VRBO
5.0
View deal
Fishing
House ∙ 3 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $107
VRBO
5.0
View deal
See all offers

Vacation Rentals With Fireplaces

Fireplace
House ∙ 5 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $133
VRBO
5.0
View deal
Fireplace
House ∙ 5 guests ∙ 3 bedrooms
Woodstock, Ulster County, New York, United States
from $296
VRBO
5.0
View deal
Fireplace
Apartment ∙ 5 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $414
VRBO
4.6
View deal
Fireplace
Apartment ∙ 4 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $359
VRBO
5.0
View deal
See all offers

Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 6 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $125
VRBO
4.9
View deal
Pet-friendly
House ∙ 3 guests ∙ 1 bedroom
Woodstock, Ulster County, New York, United States
from $124
VRBO
5.0
View deal
Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $185
VRBO
4.8
View deal
Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
Woodstock, Ulster County, New York, United States
from $273
VRBO
4.4
View deal
See all offers

Popular Rental Amenities in Woodstock

  • Kitchen (252)
  • No smoking (243)
  • Internet (240)
  • Parking (234)
  • TV (227)
  • AC (216)
  • Grill (201)
  • Microwave (187)
  • Yard (175)
  • Washer (165)
  • Fireplace (153)
  • Fishing (152)
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 Woodstock

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 July while the driest month is September.

In Woodstock, more than two-thirds of the 290 properties are house rentals, which represent 78.87% of its properties. Additionally, the standard size of house rentals in Woodstock is 1,960 ft² with an average price of $415 a night. Furthermore, this type of lodging is the perfect choice for large groups, as the majority of house rentals can welcome groups of 7. 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 $384 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 290 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 300 providers, including:

Booking.com Vacation Rentals in Woodstock VRBO Vacation Rentals in Woodstock HomeAway 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 Wimdu 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