Destination guide

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.With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.


Sightseeing in and around Roxbury

Are you hoping to discover top things to see and do in the city? Venture out of your vacation home and check out everything that makes Roxbury a one-of-a-kind vacation spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Woodbury Ski Area (4 mi / 6.4 km)
  • Steep Rock Preserve (4.6 mi / 7.4 km)
  • Quassy Amusement Park (8.8 mi / 14.2 km)
  • Hopkins Vineyard (10.5 mi / 16.9 km)
  • Thunder Ridge Ski Resort (14 mi / 22.5 km)
  • Livingston Ripley Waterfowl Conservancy (14.2 mi / 22.8 km)
Natural features

Exploring the natural landscape of Roxbury

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

  • Glebe House Museum and The Gertrude Jekyll Garden (5.6 mi / 9 km)
  • Hollow Park (5.6 mi / 9 km)
  • Flanders Nature Center (6.4 mi / 10.3 km)
  • Bellamy-Ferriday House and Garden (8.1 mi / 13 km)
  • Emmanuel Williamson Park (9.3 mi / 14.9 km)
  • Mount Tom State Park (9.8 mi / 15.7 km)
How to get there

Transportation options to and around Roxbury

Fly into Oxford, CT (OXC-Waterbury - Oxford), the closest airport, located 10.6 mi (17.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 15.4 mi (24.8 km) away.

Where to stay around Roxbury?

Our 2019 property listings offer a large selection of 152 vacation rentals near Roxbury. From 93 Houses to 6 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Roxbury for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Roxbury?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Roxbury:

  • Newtown: 259 vacation rentals
  • Cornwall Bridge: 16 vacation rentals
  • Washington Depot: 139 vacation rentals
  • Bethel: 58 vacation rentals
  • Bantam: 107 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Roxbury?

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

  • Lake Waramaug State Park: 295 vacation rentals
  • Mohawk Mountain Ski Area: 273 vacation rentals
  • Southford Falls State Park: 266 vacation rentals
  • Litchfield Town Green: 216 vacation rentals
  • Connecticut Valley Winery: 177 vacation rentals

But there are many other points of interest around Roxbury listed on HomeAway 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 Roxbury?

Yes, of course. HomeAway has 93 Houses in Roxbury. Our other popular types of vacation rentals in Roxbury include:

  • Condos/Apartments: 6 rentals available
  • Cabins: 32 rentals available
  • Cottages: 32 rentals available

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

Can I find a vacation rental with pool in Roxbury?

Yes, you can select your preferred vacation rental with pool among our 38 vacation rentals with pool available in Roxbury. Please use our search bar to access the selection of vacation rentals available.

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