Woodstock vacation rentals

We found 78 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of vacation rentals in Woodstock that are perfect for your trip. Vacation rentals offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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Book a vacation rental for your Woodstock getaway

The area's festivals and wineries are just a few of the reasons to vacation in Woodstock. This city's camping, fishing and boating draw many visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Woodstock

Do you want to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Woodstock a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Blissful Meadows Golf Club (16.2 mi / 26 km)
  • Stafford Motor Speedway (17.6 mi / 28.4 km)
  • Taylor Brooke Winery (1.8 mi / 2.9 km)
  • TriState Speedway (7.8 mi / 12.6 km)
  • Brown and Hopkins Country Store (15.8 mi / 25.4 km)
  • Woodstock Golf Course (0.9 mi / 1.4 km)

Exploring the natural features in Woodstock

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Woodstock. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Lake Webster (8.5 mi / 13.6 km)
  • Bigelow Hollow State Park (8.9 mi / 14.3 km)
  • Lake Chaubunagungamaug (9.2 mi / 14.8 km)
  • Buck Hill Management Area (9.7 mi / 15.6 km)
  • Westville Recreation Area (9.8 mi / 15.7 km)
  • Buffumville Lake (12.2 mi / 19.6 km)

How to get to and around Woodstock

The nearest airport is in Worcester, MA (ORH-Worcester Regional), located 22.8 mi (36.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Pawtucket, RI (SFZ-North Central State), which is 25 mi (40.2 km) away.

Frequently asked questions

What is the best area to stay in Woodstock when booking a vacation rental?

If you're visiting Woodstock, South Woodstock is one of the more popular locations to spend a getaway. During your time here, keep busy by touring awesome sights like Little River Plaza Shopping Center and Harrisville Golf Course.

What is the most popular type of vacation rental accommodation in Woodstock?

Houses are the most popular type of vacation rental in Woodstock, according to our data. Even if you have a different idea in mind, Vrbo has properties in many shapes and sizes. Compare our options to find your perfect match.

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

Season, property type and length of stay are some things that can affect the price of a vacation home. Simply enter your dates of travel to find your ideal escape. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Woodstock?

When you travel and the style and size of the property will determine the cost of your beachside escape. Put in your Woodstock travel dates to see your options on Vrbo. Can't live without a private pool? Use the filters to select the amenities and features you want in your vacation home.

Are there pet-friendly vacation rentals in Woodstock?

You're in luck. There are. Pick from four vacation homes that allow pets in Woodstock on Vrbo. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to book a place where your pooch can join in the fun.

What are popular rental amenities in Woodstock?

When it comes to rental amenities that guests prefer in Woodstock, a garden, a nearby river and a firepit rank highest. With Vrbo vacation rentals, you'll enjoy choices to fit your taste and style, whether you're going on a trip with friends, family or even pets.

Are there large group vacation rentals in Woodstock?

Take your pick of two Vrbo vacation rentals in Woodstock that can host a group of five or more people. You'll get all the privacy and room you need to kick back with the people you're vacationing with — and nobody else.

Are there vacation rentals in Woodstock that welcome kids?

Woodstock has four family-friendly vacation rentals. And securing a stay that welcomes children is a breeze with Vrbo's "Properties good for families" filter. As well as having the whole place to yourselves, you'll get access to perks and conveniences such as dining rooms, full kitchens and private pools.

What are the top attractions for families in Woodstock?

Keep your kids busy at these leading family-friendly attractions in Woodstock:

  • Roseland Park Golf Course
  • Little River Plaza Shopping Center
  • Harrisville Golf Course

Are there vacation rentals with WiFi in Woodstock?

Whether you'd like to keep up with the news, look over emails or surf your social networks, there are three vacation homes with WiFi in Woodstock. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

How can I find vacation rentals with air conditioning in Woodstock?

Pick from four Vrbo vacation rentals with air conditioning in Woodstock providing that cool, cool breeze and extra touch of comfort. Just enter your preferred travel dates and then use our filter tool to look for properties with air conditioning.

How old do you have to be to rent a vacation rental in Woodstock?

We advise checking with the Woodstock vacation home you want on Vrbo as age restrictions vary. However, normally it's 16, 18 or 21.

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