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Roxbury holiday lettings

We found 282 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 16 homes and other holiday rentals in Roxbury that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Roxbury getaway

Learn about the unique charm of Roxbury with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Roxbury

Are you looking for things to do in the city? Venture out of your cosy holiday rental and check out everything that Roxbury has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Sunset Meadow Vineyards (17.1 mi / 27.6 km)
  • Woodbury Ski Area (3.5 mi / 5.7 km)

Exploring the natural landscape of Roxbury

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Roxbury is a great place to spend some time outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Roxbury

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 10.3 mi (16.6 km) from the city centre. 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 holiday rental accommodation in Roxbury?

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

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

Property type, length of stay and time of year are some factors that can determine the price of a holiday home. Simply add your dates of travel to find your dream escape. From comfy cabins to expansive villas, all Vrbo holiday 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 holiday 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 holiday 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 holiday 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 holiday 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 holidays to special events like birthday and Christmas parties, Vrbo can help you find a large group rental to suit the occasion.

Are there holiday rentals in Roxbury that welcome kids?

With 17 family-friendly holiday 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 holidaying 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 Centre

Are there one-bedroom holiday 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 holiday with strangers.

Are there holiday rentals with WiFi in Roxbury?

There are 12 holiday 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 holiday rentals with air conditioning in Roxbury?

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

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