Photo by Jennifer Brokaw

Roxbury vacation rentals

We found 282 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 15 homes and other vacation rentals in Roxbury that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as parking and a fireplace. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

Get rewards you won't find with any other major vacation rental platform

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

Find the perfect vacation rental for your Roxbury getaway

Experience the unique character of Roxbury with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Roxbury

Are you looking for things to do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Roxbury a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Quassy Amusement Park (8.4 mi / 13.6 km)
  • Hopkins Vineyard (10.5 mi / 16.9 km)
  • Thunder Ridge Ski Resort (14.4 mi / 23.2 km)
  • Richter Park Golf Course (14.7 mi / 23.6 km)
  • Woodbury Ski Area (3.5 mi / 5.7 km)
  • DiGrazia Winery (6.9 mi / 11 km)

Exploring the natural landscape of Roxbury

Whether you're looking for adventure or just want to spend some time taking in the scenery, Roxbury is a great place to spend some time outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Steep Rock Preserve (4.6 mi / 7.4 km)
  • Lake Lillinonah (5.2 mi / 8.4 km)
  • Candlewood Lake (8.5 mi / 13.7 km)
  • Squantz Pond State Park (9.3 mi / 15 km)
  • Lake Waramaug (10.2 mi / 16.4 km)
  • Lake Zoar (10.9 mi / 17.5 km)

Traveling to and around Roxbury

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 10.3 mi (16.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 15.7 mi (25.2 km) away.

Frequently asked questions

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

Houses are the most popular kind of vacation rental in Roxbury, according to our data. Even if you have a different idea about what you want, Vrbo has vacation homes in loads of sizes and shapes. Filter our options to find your perfect pad.

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

Property type, length of stay and time of year are some factors that can determine the price of a vacation home. Simply add your dates of travel to find your dream escape. From comfy cabins to expansive villas, all Vrbo vacation rentals offer terrific value.

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

When you travel and the style and size of the property will help determine the cost of your beachside stay. Click on your Roxbury travel dates to view your available options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the amenities and features you want.

Are there pet-friendly vacation rentals in Roxbury?

Happily, yes. Choose from 17 stays that roll out the welcome mat in Roxbury on Vrbo. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where Fido can get in on the family fun.

Can I rent a house with a pool in Roxbury?

Add a whole new level of fun to your adventure by booking your group into one of the 12 houses with a private pool in Roxbury. Use our search filter to find properties with pools on Vrbo, then spend your days frolicking in a swimming pool that's just for you.

What are popular rental amenities in Roxbury?

When it comes to rental amenities that guests prefer in Roxbury, a water view, ski-in/ski-out facilities and a sauna are at the top of the list. With Vrbo vacation homes, there are options to match your style and taste, whether you're going away with your partner, your family or even pets.

Are there large group vacation rentals in Roxbury?

With nine properties that can host 10 or more guests in Roxbury, there's no need to limit the invite list. From extended family vacations to special events like birthday and Christmas parties, Vrbo can help you find a large group rental to suit the occasion.

Are there vacation rentals in Roxbury that welcome kids?

With 17 family-friendly vacation homes to choose from in Roxbury, now is a fantastic time to introduce your children to the magic of travel. Check our "Properties good for families" filter box to view stays packed with conveniences ideal for vacationing families, like living rooms, outdoor spaces, entertainment units and bunk beds.

What are the top attractions for families in Roxbury?

There are lots of cool things to do and see with the family in Roxbury, such as:

  • Lovers Leap State Park
  • Elephants Trunk Flea Market
  • Pilgrim Mall Shopping Center

Are there one-bedroom vacation rentals in Roxbury?

You can choose from two one-bedroom rentals in Roxbury. Whether you're looking for an apartment or a cabin, Vrbo's one-bedroom properties are ideal if you don't need tons of space. One of the major perks of having your own place? You won't need to share your vacation with strangers.

Are there vacation rentals with WiFi in Roxbury?

There are 12 vacation rentals with WiFi in Roxbury. If you want to disconnect from the world on your break, but still need to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

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

Select your dates and then use the filter tool to view vacation rentals with ac in Roxbury on Vrbo. With 16 air-conditioned properties available, you can look forward to a comfortable and cool stay.

More Vacation Rentals ideas

People also search for