Holiday Rentals in Middlebury, VT

This Weybridge farmhouse, situated on Sheep Farm Road, is just over 1.6km from Middlebury town centre and Middlebury College, offering convenient access to local amenities.
The three-bedroom property, renovated in 2022, boasts an open-plan kitchen, dining, and living area, a large garden with firepit and deck, parking for three vehicles, and sleeps up to six guests.

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 centrally located flat in Middlebury offers prime downtown access, placing it within 500 meters of Main Street's shops and restaurants, 800 meters from Middlebury College, and a short walk to the Middlebury Museum of Art and Otter Creek.
This four-bedroom, three-bathroom residence accommodates up to 10 guests, featuring a fully equipped kitchen with a freezer, microwave, and dishwasher, air conditioning, a garden, fitness centre, and parking, making it ideal for exploring the town and attending events at the Town Hall Theater.

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 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 two-bedroom flat in Middlebury is centrally located in a quiet neighbourhood near the woods, offering convenient access to downtown dining and activities, and is within walking distance of local shops.
This accommodation for up to four guests includes a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, parking, a dedicated office space, and keypad entry, making it an ideal base for skiing, running, and biking the Trail Around Middlebury.

This newly renovated one-bedroom flat in New Haven is situated 7.2 kilometres from Middlebury College and offers convenient access to ski resorts and Lake Champlain.
This 74 square metre apartment accommodates up to three guests and features a full kitchen, central heating and air conditioning, super-fast WiFi, laundry facilities, and ample parking, with pets permitted upon prior owner approval and an additional fee.

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 recently renovated two-bedroom flat in New Haven, Vermont, is situated on a 25-acre estate, 6.5 kilometres north of Middlebury and 45 kilometres south of Burlington, offering a tranquil setting between the Green Mountains and Adirondack Mountains.
This pet-friendly accommodation for four guests features a gourmet kitchen, air conditioning, a balcony overlooking an apple orchard, and fast WiFi, with nearby access to hiking trails, swimming holes, skiing at Sugarbush and Middlebury Snow Bowl, and water activities on Lake Champlain and Lake Dunmore.

This Cornwall flat is located in Cornwall, Vermont, 3.2 kilometres from Middlebury College and the town centre.
This dog-friendly apartment accommodates up to 8 guests and features a kitchen with a freezer, microwave, and dishwasher, plus air conditioning, a garden, and two bathrooms, offering scenic Green Mountain views.

This Middlebury apartment is conveniently located near Middlebury College, offering easy walking access to campus and the town centre.
Sleeping up to eight guests, the property boasts a spacious patio with a firepit, barbecue, and wood-fired oven, alongside an updated kitchen and bathrooms, classic wood floors, and ample parking.

This two-bedroom carriage house is situated just under 3.2 kilometres from Middlebury College, offering easy access to the campus and the Vermont countryside.
This newly renovated apartment accommodates up to four guests, featuring two bedrooms with queen beds, a well-equipped kitchen, a second-story porch with views, and a screened porch with shuffleboard, all within a 1.6-kilometre radius of the college.

This two-bedroom flat in Middlebury is centrally located, offering easy access to the town centre and Middlebury College, which is within a 5-minute drive or a walkable distance via the Trail Around Middlebury (TAM).
This pet-friendly apartment accommodates up to four guests and includes internet, air conditioning, and a kitchen, with the added benefit of a fitness centre and proximity to outdoor pursuits on the TAM.