Discover a selection of 28 vacation rentals in Woodstock, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $100 per night, and houses and cabins are popular options for a stay in Woodstock. Either way, you'll find a rental for everyone's needs.
Destination guide

Choose 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. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in and around Woodstock

Are you hoping to discover top things to see and do while you're in the area? 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 most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Taylor Brooke Winery (1.6 mi / 2.6 km)
  • Woodstock Golf Course (3.1 mi / 5 km)
  • Harrisville Golf Course (5 mi / 8 km)
  • Sharpe Hill Vineyard (10.7 mi / 17.3 km)
  • Buck Hill Management Area (11.5 mi / 18.5 km)
  • Brooklyn Country Club (13.9 mi / 22.3 km)
Natural features

Exploring the natural features in Woodstock

Whether you're an active traveler or just want to take in the scenery, Woodstock is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Rotary Park (6.4 mi / 10.4 km)
  • Nathaniel Lyon Memorial Park (9.1 mi / 14.7 km)
  • Tinkerville Brook Reserve (10.3 mi / 16.5 km)
  • Buck Hill Management Area (11.5 mi / 18.5 km)
  • Davis Park (13.2 mi / 21.2 km)
  • Killingly Pond State Park (13.5 mi / 21.6 km)
How to get there

Traveling to and around Woodstock

The nearest airport is in Worcester, MA (ORH-Worcester Regional), located 21.9 mi (35.3 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Pawtucket, RI (SFZ-North Central State), which is 27.1 mi (43.7 km) away.

How many vacation rentals are available around Woodstock, CT?

Our 2020 property listings offer a large selection of 28 vacation rentals around Woodstock. From 13 house rentals to 8 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Woodstock?

Vrbo offers a large selection of vacation rentals near lovely places in Woodstock. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Taylor Brooke Winery: 31 vacation rentals
  • Roseland Cottage: 31 vacation rentals
  • Woodstock Golf Course: 31 vacation rentals
  • Roseland Park Golf Course: 32 vacation rentals
  • Harrisville Golf Course: 30 vacation rentals

But there are many other points of interest around Woodstock listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Woodstock?

Yes, of course. Vrbo has 13 Houses in Woodstock. Our other popular types of vacation rentals in Woodstock include:

  • Cabins: 8 rentals available
  • Cottages: 8 rentals available
  • Bungalows: 8 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Farmhouses and more.

Can I find a vacation rental with pool in Woodstock?

Yes, you can select your preferred vacation rental with pool among our 3 vacation rentals with pool available in Woodstock. Please use our search bar to access the selection of vacation rentals available.