Middlebury holiday rentals

We found 661 holiday 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 holiday rentals in Middlebury that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, such as Wi-Fi and cable TV. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting historical 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 holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Middlebury

Are you searching for attractions to see while you're in the area? Venture out of your holiday home and experience everything that makes Middlebury a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Middlebury. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Middlebury

The nearest airport is in Burlington, VT (BTV-Burlington Intl.), located 31.4 mi (50.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying 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 holiday home?

Weybridge is among the most in-demand locations for a holiday 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 holiday home accommodation in Middlebury?

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

How much does it cost to rent a holiday home in Middlebury?

Different factors determine how much you pay for a holiday home in Middlebury, including the season, length of stay and type of property. But, all our holiday 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 holiday home 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 holiday homes 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 holiday homes and find a pad that'll set tails wagging on Vrbo.

What are popular home amenities in Middlebury?

Mountain views, nearby museums and a barbecue grill are the most popular home 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 holiday home that fits your tastes with all the extras you're looking for.

Are there large group holiday homes in Middlebury?

Take your pick of three Vrbo holiday homes 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 holiday homes in Middlebury that welcome kids?

Bring the entire family together for a memorable adventure in Middlebury at one of our four family-friendly holiday 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 favourite 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 holiday homes 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 holiday homes with WiFi in Middlebury. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find holiday homes with air conditioning in Middlebury?

You can pick from four Vrbo holiday 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 holiday home in Middlebury?

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

More Holiday Rentals ideas