Woodbury vacation rentals

We found 216 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 9 homes and other vacation rentals in Woodbury that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. What you'll find is a rental to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Historic Woodbury will entice you

Enjoy the history and other features of Woodbury. This walkable city is known for its hiking, skiing and coffeehouses. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Woodbury

Are you hoping to discover attractions to visit in the city? Venture out of your vacation home and experience everything that makes Woodbury 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:

  • Quassy Amusement Park (3.3 mi / 5.3 km)
  • Hopkins Vineyard (13.4 mi / 21.5 km)
  • Mount Southington Ski Area (14.9 mi / 24 km)
  • Lake Compounce (16 mi / 25.8 km)
  • Crystal Bees (18 mi / 29 km)
  • Connecticut Valley Winery (20.6 mi / 33.2 km)

Exploring the natural landscape of Woodbury

Whether you're an outdoor enthusiast or just want to take in the scenery, Woodbury is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Southford Falls State Park (6.7 mi / 10.8 km)
  • Hop Brook Lake (7.4 mi / 11.9 km)
  • Lake Lillinonah (8 mi / 12.9 km)
  • Steep Rock Preserve (8 mi / 12.9 km)
  • Waterbury Green (8.7 mi / 14 km)
  • Holy Land USA (9.2 mi / 14.9 km)

Traveling to and around Woodbury

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 5.8 mi (9.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Danbury, CT (DXR-Danbury Municipal), which is 18.6 mi (30 km) away.

Frequently asked questions

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

Houses are the most popular kind of vacation rental in Woodbury, according to our data. Even if you have a different idea about what you want, Vrbo has properties in many shapes and sizes. Look over our options to find your perfect match.

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

Length of stay, property type and season are some things that can affect the price of a vacation home. Simply click on your dates of travel to find your dream escape. From homey country cottages to plush villas, all Vrbo vacation rentals offer unbeatable value.

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

When you travel and the style and size of the property will help determine the cost of your beachside stay. Type in your Woodbury travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the features and amenities you want in your rental.

Are there pet-friendly vacation rentals in Woodbury?

With eight vacation rentals that allow pets, your furry friend can join in the fun on your Woodbury vacation. Use the filter tool to browse our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Woodbury?

Add a whole other level of fun to your adventure by booking your family into one of the two houses with a private pool in Woodbury. Use our search filter to find properties with pools on Vrbo, then spend leisurely days playing and splashing in a swimming pool that's all yours.

What are popular rental amenities in Woodbury?

When it comes to rental amenities that guests are searching for in Woodbury, a fireplace, a firepit and a swimming pool rank the highest. With Vrbo vacation rentals, you'll enjoy options to match your taste and style, whether you're vacationing with family, friends or even pets.

Are there large group vacation rentals in Woodbury?

Take your pick of six Vrbo vacation properties in Woodbury that can accommodate a group of five or more guests. You'll enjoy all the room and privacy you need to have fun with your nearest and dearest — and nobody else.

Are there vacation rentals in Woodbury that welcome kids?

Gather your whole crew for an adventure in Woodbury at one of our eight family-friendly properties. A lot of these stays feature conveniences that are ideal for getaways with the kids, including laundry facilities, living rooms and entertainment units. Just check the "Properties good for families" filter box and select your favorite.

What are the top attractions for families in Woodbury?

Treat the kids to a day out at these top family-friendly attractions in Woodbury:

  • Pilgrim Mall Shopping Center
  • Woodbury Ski Area

Are there vacation rentals with WiFi in Woodbury?

You'll find four vacation rentals with WiFi in Woodbury. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.

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

You'll have a choice of eight Vrbo vacation rentals with air conditioning in Woodbury providing that gentle, cool breeze and extra touch of comfort. Simply enter your chosen travel dates and then take advantage of our filters to find properties with air conditioning.

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

The minimum age allowed can vary across properties on Vrbo, so be sure to look at the rules of the vacation rental in Woodbury you're considering. But normally, it's 16, 18 or 21.

More Vacation Rentals ideas

People also search for