Compare Vacation Rentals & Airbnb in Middlebury, VT

This one-bedroom flat is located just a short distance from Middlebury College, making it ideal for parents visiting their children or anyone wanting to explore the college town. It has received excellent ratings for location, cleanliness, and overall user experience.
The self-catering apartment is spacious enough to comfortably accommodate up to three guests. It includes a fully equipped kitchen, a bathroom with a bath and shower, a living area with dining space, and a 65-inch smart TV. You can also enjoy access to laundry facilities, a garden, and parking, and your furry friend is welcome too.

This secluded 1-bedroom detached cottage in Ripton offers a private retreat on a wooded lot, providing easy access to the Green Mountains.
This well-equipped dwelling accommodates up to four guests, featuring a full kitchen, in-unit laundry, air conditioning, garden access, parking, and a dedicated EV charger for a comfortable stay.

This Cornwall farmhouse, a ten-minute drive from Middlebury, Vermont (note: the original listing incorrectly states Cornwall as the destination), offers stunning Green Mountain views and proximity to Lake Champlain.
Sleeping eight guests across three bedrooms and two bathrooms, this self-catering property boasts a fitness centre, air conditioning, and ample parking, alongside on-site recreational opportunities including lawn games and a campfire.

This charming cottage is situated just a short distance from Middlebury College's Bicentennial Hall, a 3km walk from the town centre, and offers a peaceful retreat in a scenic setting. Guests have consistently rated the property as excellent for cleanliness, location and overall experience.
This comfortable dwelling features two bedrooms and one bathroom, accommodating up to four guests. The property includes a fully equipped kitchenette, a private screened porch, a fireplace, Wi-Fi, air conditioning, a canoe for exploring the river, an EV charger, and a landscaped garden with scenic views.

This stylish Middlebury apartment, situated on Chipman Hill, is a short walk from Middlebury College and the town centre, offering easy access to shops, restaurants, and the Chipman Hill forest trails.
The one-bedroom, one-bathroom flat sleeps two guests and boasts a modern kitchen with quartz countertops, a recently renovated bathroom, and stunning Champlain Valley and Adirondack Mountain views from the skylights; nearby hiking and biking trails add to its appeal.

This Middlebury self-catering apartment is situated just over 1.6km from the town centre, offering easy access to Middlebury's shops and restaurants.
The 51-square-metre studio features a queen-size bed, a dining area, and an adjoining dressing room, accommodating up to four guests and including a private garden and ample parking.

This Middlebury cottage, near Middlebury College Snow Bowl and a short distance (approximately 1-2 km) from Middlebury's town centre, offers easy access to skiing, snowmobiling, and hiking trails.
The three-bedroom property sleeps eight, features a spacious open-plan living area, a fully equipped kitchen with dishwasher, and a full bathroom with washer/dryer; high-speed internet and television are also provided.

This Middlebury apartment is conveniently located within walking distance of the town centre and the TAM trails, offering easy access to restaurants such as Fire and Ice and 2 Brothers Tavern, and is approximately 72–80 km from both Killington and Sugarbush ski resorts.
The self-catering flat comprises one bedroom, one bathroom, and sleeps two guests, featuring amenities including air conditioning, parking, and internet access; nearby attractions include the American Flatbread restaurant and a natural food co-op.

This Middlebury studio apartment is conveniently located within walking distance of Middlebury College and the town centre, offering easy access to shops, restaurants, and cultural attractions.
The self-contained unit, sleeping up to two guests, features a kitchen, air conditioning, and private entrance, and benefits from parking nearby (confirmation required).

This charming house is located in the heart of Middlebury, just a short walk from both Middlebury College and the town centre, making it ideal for exploring the area's attractions and amenities. The property consistently receives excellent ratings from previous guests for its cleanliness, location and overall experience.
The house offers comfortable accommodation for up to eight guests with four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a large garden with a swing, gas grill, fire pit and Adirondack chairs, as well as free parking.

This four-bedroom house near Bristol, Vermont, is a short 1.6km walk from Lawrence Memorial Library and Holley Hall, and within a 2.4km radius of Bristol Cliffs Wilderness and Green Mountain National Forest.
This family-friendly dwelling boasts a fully equipped kitchen, Wi-Fi, a terrace, garden, tennis court, parking, and sleeps eight guests, with added amenities including barbecue grills and a sofa bed; enjoy stunning mountain views and tranquil surroundings.

This Cornwall holiday home is situated 11.3km from Middlebury, offering stunning countryside views.
Sleeping six guests, this three-bedroom property boasts a fully equipped kitchen with dishwasher, Wi-Fi, air conditioning, and a deck, plus a washing machine and dryer (restrictions apply).