Compare Vacation Rentals & Airbnb in Middlebury, VT

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 ideally located within walking distance of Middlebury College and the town centre, offering easy access to shops, restaurants, and cultural attractions.
The recently renovated two-bedroom flat sleeps three guests, boasts a fully equipped kitchen including a dishwasher, and features high-quality bedding and linens; uncovered parking is available on the property.

This two-bedroom flat is situated in Middlebury, just a short walk from the college campus, athletic fields, and the town centre, and is a five-minute drive from Porter Hospital. It has received excellent ratings for location, cleanliness, and user experience.
The self-catering property sleeps four guests and is equipped with a modern kitchen, a comfortable living area with a smart TV, and a private gym with a Peloton, rowing machine, and free weights. Guests can also enjoy the shared backyard with a fire pit and benefit from the convenience of a washer and dryer.

This charming cabin is located in Ripton, Vermont, just 10 kilometres from Robert Frost Wayside Trail, Rikert Nordic Center, and Skylight Pond Trailhead, offering easy access to the area's natural beauty. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom cabin spans 60 square metres and comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a cosy fireplace, a terrace, a spa, a fitness centre, and a garden, providing everything you need for a relaxing and enjoyable stay.

This three-bedroom farmhouse, sleeping six, is situated five minutes from Middlebury College campus, near hiking trails, local farms, lakes, and rivers, offering easy access to Middlebury's shops and restaurants.
The property boasts a finished attic, outdoor grilling and fire pit areas, parking, and modern conveniences including air conditioning and internet access, within a peaceful setting.

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 New Haven flat offers a 2021-built, 102 square metre property with two bedrooms and one bathroom, situated just north of Middlebury Village, a few minutes' drive from its amenities, and within 50 kilometres of Burlington, set between the Green Mountains and Adirondacks.
This pet-friendly accommodation includes a modern kitchen with granite countertops and stainless steel appliances, air conditioning, private parking, and is within walking distance of a swimming hole and hiking trails, with a guest capacity of six.

This recently renovated apartment is located just 2.4 kilometres from Middlebury College in Middlebury, Vermont, a charming town with shops, restaurants and cultural attractions. The apartment enjoys excellent ratings for location, cleanliness and user experience.
The apartment is comfortably furnished and can accommodate up to 4 guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden and parking, making it a great choice for families and groups.

This apartment is situated on a 25-acre estate just north of Middlebury, Vermont, a 48km drive from Burlington and a 24km drive from Vergennes. The property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has two bedrooms, a bathroom, and can comfortably accommodate up to six guests. The apartment includes a modern kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, and internet access.

This three-bedroom flat is situated within easy walking distance of Middlebury's central shopping and dining area.
This accommodation offers space for up to six guests with two queen beds and one king bed, featuring a recently renovated kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and Wi-Fi.

This Middlebury duplex is conveniently located downtown, within walking distance of Middlebury College, the Coop grocery store, and Royal Oak Coffee.
The recently remodelled two-bedroom property sleeps three, boasts a well-equipped kitchen with dishwasher, offers on-site parking for two cars, and provides complimentary tea, coffee, and oatmeal; nearby attractions include Lake Dunmore (24km), The Snow Bowl (32km), and Killington/Mad River Glen ski resorts (72km).

This charming, renovated barn conversion is situated just outside Middlebury's village centre, a 1.6km walk from the town and a 2.4km walk from Middlebury College. The property has received excellent ratings for location, cleanliness, and overall experience.
This self-catering property offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment is fully equipped with modern amenities, including a dishwasher, washer/dryer, and a Nespresso coffee machine, and boasts a private terrace, a screened porch with a fireplace, and a private entrance with parking for up to three vehicles.

This studio apartment is conveniently located just 7km from Middlebury, Vermont, offering easy access to amenities and a peaceful setting close to Lake Dunmore. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The apartment comfortably sleeps up to 3 guests and features a well-equipped kitchen with a dishwasher, microwave, and fridge. Guests can enjoy a range of amenities including a private garden, parking, and air conditioning, as well as explore the nearby ski resorts and outdoor recreation areas within a 30km radius.

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 three-bedroom apartment is located on South Street in Middlebury, a short walk (under 0.8 kilometers) from both the Middlebury College campus and the town centre. It enjoys excellent user, location, and cleanliness ratings, making it a great choice for travellers looking for a comfortable and convenient stay.
The property has a spacious living area with a 65” TV, a desk nook, and a collection of games, perfect for families or groups of up to six people. Guests can enjoy the fully equipped kitchen, the private garden, and the outdoor porch, as well as the high-speed internet, air conditioning, and laundry facilities.

This charming house is situated in Middlebury, just a short walk from the town centre, offering easy access to shops, restaurants, and local attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The house has three bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a relaxing garden, and a hot tub for added comfort.

This newly renovated one-storey house is located in Cornwall, Vermont, just 3.4 kilometres from Middlebury College, offering a peaceful and secluded setting away from the hustle and bustle of the city. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious home features three bedrooms, three bathrooms, and a study that can accommodate up to eight guests. It boasts modern amenities, including a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a garden and parking. Guests can enjoy stunning mountain and tree views, beautiful sunsets, and access to nearby hiking, cycling, and cross-country skiing trails.

This two-bedroom apartment is situated in Bristol, within the Green Mountain National Forest, offering convenient access to Sugarbush Ski Resort and outdoor pursuits in Bristol Cliffs Wilderness and Moosalamoo National Recreation Area.
This accommodation for four guests includes internet, air conditioning, and in-unit laundry facilities, with essential toiletries provided for your comfort during your stay.

This six-bedroom Vermont house, a five-minute drive (8km) from Middlebury, offers stunning Green Mountain views from its 25-acre property.
Sleeping ten guests, this spacious property boasts a large kitchen, three bathrooms, a finished basement with theatre room, super-fast WiFi, and a fire ring, ideal for large groups seeking a relaxing retreat near Middlebury.

This timber-frame holiday home is situated minutes from Middlebury, 22 kilometres from Chimney Point State Historic Site and 43 kilometres from Mad River, with Burlington International Airport 51 kilometres away.
This spacious holiday home offers 465 square metres of living space, accommodating up to 12 guests with a fully equipped kitchenette, air conditioning, and a television.

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 Middlebury flat is located on a quiet side street, a mere 100 metres from Fire & Ice restaurant and one block from the town green, offering convenient access to the College campus and train station.
Spanning 139 square metres, this property accommodates up to six guests with two bedrooms and two bathrooms, featuring a great room with a workspace, a well-equipped kitchen, a family room, and a deck with a grill and fire ring, plus one on-site parking space.

This spacious house in New Haven, Vermont, offers seclusion on a 25-acre property with mountain views, located just a 5-minute drive from Middlebury.
This 465 square meter residence features 6 bedrooms and 4 bathrooms, accommodating up to 12 guests with a large kitchen, solarium, and a finished basement with a theatre area, alongside amenities such as air conditioning, internet, a tennis court, and parking.

Robert Frost Mountain Cabins are located in Middlebury, Vermont, just 20 miles from the Mad River and 13 miles from Branbury State Park and Texas Falls Recreation Area, offering a peaceful retreat in the Vermont countryside. The cabins consistently receive excellent ratings for location, cleanliness and overall experience.
These two-bedroom cabins, measuring 60 square metres, can comfortably accommodate up to six guests. You can enjoy a range of amenities, including a fully equipped kitchen, a private hot tub, a garden, BBQ facilities, free parking and Wi-Fi, and ski storage for winter enthusiasts.

This Middlebury holiday cottage is situated 17.7 kilometres from Branbury State Park and 27.4 kilometres from Mount Horrid Observation Site.
This two-bedroom, two-bathroom property offers 139 square meters of living space for up to 11 guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and an outdoor barbecue area.

This Vermont apartment, situated on a 25-acre estate 6.4km north of Middlebury and 45km south of Burlington, offers convenient access to Middlebury College (6.4km away) and Central Vermont's attractions.
The recently renovated two-bedroom flat sleeps four, boasting a gourmet kitchen, 65" smart TV, fast WiFi, a balcony overlooking a historic apple orchard, and shared access to laundry facilities, a fire pit, grill, and picnic area.

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.