Middlebury vacation rentals

We found 661 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 14 homes and other vacation rentals in Middlebury that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why people love visiting historic Middlebury

Come and experience Middlebury and its architecture, cathedral and history. This scenic city is known for its university setting, riverfront and waterfalls. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Middlebury

Do you want to discover things to do in the area? Venture out of your vacation home and experience everything that makes Middlebury a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Rikert Nordic Center (9.7 mi / 15.6 km)
  • Sugarbush Ski Resort (16 mi / 25.8 km)
  • Mad River Glen Cooperative (17.5 mi / 28.2 km)
  • Blueberry Lake Cross Country and Snowshoeing Center (17.9 mi / 28.8 km)
  • Charlotte Village Winery (19.9 mi / 32 km)
  • Lincoln Peak Vineyard (2.9 mi / 4.7 km)

Exploring the natural features in Middlebury

Whether you're an adventurous traveler or just want to take in the scenery, Middlebury is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Robert Frost Wayside Trail (8.6 mi / 13.9 km)
  • Lake Dunmore (9 mi / 14.5 km)
  • Branbury State Park (9 mi / 14.5 km)
  • Vergennes Falls Park (11.5 mi / 18.5 km)
  • Green Mountain National Forest (12.8 mi / 20.6 km)
  • Texas Falls Recreation Area (14.5 mi / 23.3 km)

Traveling to and around Middlebury

The nearest airport is in Burlington Intl. Airport (BTV), located 31.4 mi (50.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Montpelier, VT (MPV-Edward F. Knapp State), which is 32.7 mi (52.7 km) away.

Frequently asked questions

What is the best area to stay in Middlebury when booking a vacation rental?

Weybridge is among the most in-demand locations for a vacation property in Middlebury. Spend your getaway here and enjoy the relaxation and convenience that comes with having an entire place to yourself.

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

According to our research, houses are considered the most popular vacation property type in Middlebury. But naturally, everyone's idea of an awesome stay isn't going to be the same. Vrbo has vacation homes of all sizes and shapes, so you're sure to discover the perfect match.

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

Different factors determine how much you pay for a vacation rental in Middlebury, including the season, length of stay and type of property. But, all our vacation homes have one thing in common — incredible value. Simply enter your travel dates to find your ideal escape.

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

The average price for a vacation rental by the beach in Middlebury depends on when you're going and the type and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering your travel dates and destination. Then use our filters to pick the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a hot tub.

Are there pet-friendly vacation rentals in Middlebury?

With four properties that welcome four-legged guests, your furry buddy can also come along on your Middlebury break. Use our filter tool to browse our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.

What are popular rental amenities in Middlebury?

Mountain views, nearby museums and a barbecue grill are the most popular rental amenities in Middlebury. Whether you're planning to travel on your own, with your better half or a group of dear friends, Vrbo can help you find a vacation home that fits your tastes with all the extras you're looking for.

Are there large group vacation rentals in Middlebury?

Take your pick of three Vrbo vacation rentals in Middlebury that can accommodate a group of five or more guests. You'll enjoy all the room and privacy you need to have fun with your nearest and dearest — and nobody else.

Are there vacation rentals in Middlebury that welcome kids?

Bring the entire family together for a memorable adventure in Middlebury at one of our four family-friendly vacation homes. A lot of these stays offer amenities that are just perfect for trips with the kids, including laundries, bunk beds and outdoor spaces. Simply check the "Properties good for families" filter box and choose your favorite option.

What are the top attractions for families in Middlebury?

There's a ton of cool things to see and do with the family in Middlebury, such as:

  • Henry Sheldon Museum of Vermont History
  • Lake Dunmore
  • UVM Morgan Horse Farm

Are there vacation rentals with WiFi in Middlebury?

Whether you'd like to stay in touch with world events, send some emails or post a pic to social media, there are two vacation homes with WiFi in Middlebury. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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

You can pick from four Vrbo vacation homes with air conditioning in Middlebury giving you that cool, cool breeze and extra touch of comfort. Simply enter your desired travel dates and then use our filter tool to help you book properties with air conditioning.

How old do you have to be to rent a vacation rental in Middlebury?

The minimum age allowed can vary across properties on Vrbo, so be sure to look at the rules of the vacation rental in Middlebury you want. But in general, it's 16, 18 or 21.

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