Discover a selection of 500 vacation rentals in Middlebury, VT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and swimming pools. Prices start at $175 per night, and houses and cabins are popular options for a stay in Middlebury. Either way, you'll find a rental for everyone's needs.
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Destination guide

Explore the riverside setting in Middlebury

Come and experience Middlebury and its architecture, cathedral and history. Well known for its university setting, riverfront and waterfalls, this scenic city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in Middlebury

Are you searching for top things to see and do while you're in town? Venture out of your cozy vacation rental and experience everything that makes Middlebury a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Lincoln Peak Vineyard (2.9 mi / 4.7 km)
  • Rikert Nordic Center (9.7 mi / 15.6 km)
  • Middlebury College Snow Bowl Ski Area (11.5 mi / 18.5 km)
  • Neshobe Golf Club (14.5 mi / 23.3 km)
  • Neshobe River Winery (14.7 mi / 23.7 km)
  • Sugarbush Ski Resort (16 mi / 25.8 km)
Natural features

Exploring the natural landscape of Middlebury

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Middlebury. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Robert Frost Wayside Trail (8.6 mi / 13.9 km)
  • Branbury State Park (9 mi / 14.5 km)
  • Vergennes Falls Park (11.5 mi / 18.6 km)
  • Green Mountain National Forest (12.8 mi / 20.6 km)
  • Texas Falls Recreation Area (14.5 mi / 23.4 km)
  • Button Bay State Park (14.8 mi / 23.8 km)
How to get there

Transportation to and around Middlebury

Fly into Burlington, VT (BTV-Burlington Intl.), the closest airport, located 31.5 mi (50.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Montpelier, VT (MPV-Edward F. Knapp State), which is 32.8 mi (52.7 km) away.

How many vacation rentals are available around Middlebury, VT?

Our 2021 property listings offer a large selection of 506 vacation rentals around Middlebury. From 346 house rentals to 83 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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:

  • Middlebury College: 367 vacation rentals
  • UVM Morgan Horse Farm: 368 vacation rentals
  • Kevin P. Mahaney '84 Center for the Arts: 366 vacation rentals
  • Vermont Folklife Center: 372 vacation rentals
  • Town Hall Theater: 370 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 346 Houses in Middlebury. Our other popular types of vacation rentals in Middlebury include:

  • Cabins: 83 rentals available
  • Cottages: 83 rentals available
  • Condos/Apartments: 116 rentals available

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

Can I find a vacation rental with pool in Middlebury?

Yes, you can select your preferred vacation rental with pool among our 90 vacation rentals with pool available in Middlebury. Please use our search bar to access the selection of vacation rentals available.