Where to stay around Middlebury, CT?

Our 2019 property listings offer a large selection of 39 vacation rentals near Middlebury. From 24 Houses to 8 Bungalows, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Middlebury for a holiday or a weekend are on VRBO.

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

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

  • Quassy Amusement Park: 203 vacation rentals
  • Yale University: 252 vacation rentals
  • Lake Waramaug State Park: 254 vacation rentals
  • Connecticut Valley Winery: 189 vacation rentals
  • Indian Well State Park: 265 vacation rentals

But there are many other points of interest around Middlebury 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 Middlebury?

Yes, of course. VRBO has 24 Houses in Middlebury. Our other popular types of vacation rentals in Middlebury include:

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

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

Can I find a vacation rental with pool in Middlebury?

Yes, you can select your prefered vacation rental with pool among our 18 vacation rentals with pool available in Middlebury. Please use our search bar to access the selection of vacation rentals available.

    Choose a vacation rental for your Middlebury getaway

    The parks and surrounding scenery provide a peaceful ambiance to your vacation home in Middlebury. There's no shortage of things to see and do in the area.Lake Compounce and Yale Bowl are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

    Activities and attractions in Middlebury

    Are you searching for things to do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Middlebury a fun place to get away. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

    • Lake Compounce (12.9 mi / 20.8 km)
    • Quassy Amusement Park (1.4 mi / 2.3 km)
    • Woodbury Ski Area (8.1 mi / 13 km)
    • Mount Southington Ski Area (10.9 mi / 17.6 km)
    • Cheshire Hollow Farm (11.4 mi / 18.3 km)
    • Steep Rock Preserve (12.3 mi / 19.8 km)

    Exploring the natural landscape of Middlebury

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

    • East Rock Park (17.2 mi / 27.7 km)
    • Hop Brook Lake (2.7 mi / 4.4 km)
    • Hollow Park (4.5 mi / 7.3 km)
    • Glebe House Museum and The Gertrude Jekyll Garden (4.6 mi / 7.3 km)
    • Waterbury Green (4.6 mi / 7.4 km)
    • Holy Land USA (5 mi / 8 km)