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.
10 122 reviews
Middlebury, VT
25/06 – 27/06
259 €/nighttotal: 518 € (2 )
Close To College-cheerful, Quiet, 2 Bedroom Home
1 2
apartment , Weybridge
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.
10 35 reviews
Middlebury, VT
25/06 – 27/06
362 €/nighttotal: 724 € (2 )
Updated Farmhouse Minutes From Middlebury
1 2
apartment , Weybridge
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.
9.3 28 reviews
Middlebury, VT
18/07 – 01/08
224 €/nighttotal: 3136 € (14 )
Middlebury In-town Oasis
1 1
apartment , Middlebury
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.
9.9 104 reviews
Middlebury, VT
25/06 – 27/06
515 €/nighttotal: 1030 € (2 )
Walk Everywhere And Enjoy A Historic Vermont Home
4 2
apartment , Middlebury
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.
9.9 59 reviews
Middlebury, VT
25/06 – 27/06
148 €/nighttotal: 296 € (2 )
Chipman Hill Apartment.
1 2
apartment , Middlebury
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.
10 16 reviews
Middlebury, VT
25/06 – 27/06
1432 €/nighttotal: 2864 € (2 )
Tiny Sparrow House, Luxury & Charm In Middlebury
1 2
apartment , Middlebury
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.
10 8 reviews
Middlebury, VT
25/06 – 27/06
163 €/nighttotal: 326 € (2 )
Walk To Middlebury College
1 2
studio , Middlebury
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).
Middlebury, VT
18/07 – 01/08
272 €/nighttotal: 3808 € (14 )
Tasteful Two Bedroom Just Minutes To Middlebury!
2 1
apartment , New Haven
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.
10 108 reviews
Middlebury, VT
18/07 – 01/08
250 €/nighttotal: 3500 € (14 )
Tasteful Two Bedroom Just Minutes To Middlebury!
2 1
apartment , New Haven
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.
9.5 8 reviews
Middlebury, VT
18/07 – 01/08
393 €/nighttotal: 5502 € (14 )
Beautiful Middlebury House
1 1
apartment , Middlebury
This Middlebury house is located just a short walk from the town centre, making it easy to access shops, restaurants, and attractions. The property has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The house has three bedrooms, accommodating up to six guests, and offers modern amenities such as high-speed Wi-Fi, a smart TV, and a fully equipped kitchen with a dishwasher. Guests can also enjoy a private backyard, off-street parking, and a washing machine and dryer in the basement.
10 183 reviews
Middlebury, VT
25/06 – 27/06
194 €/nighttotal: 388 € (2 )
Charming One Bedroom Just Minutes To Middlebury!
1 2
apartment , New Haven
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.
Best family friendly Middlebury, VT holiday rentals
Among the 31 accommodations in Middlebury, VT, here are the 3 best family friendly rentals
10 213 reviews
Middlebury, VT
18/07 – 01/08
539 €/nighttotal: 7546 € (14 )
The Barn At Middlebury
1 1
apartment , Middlebury
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.
10 3 reviews
Middlebury, VT
18/07 – 01/08
1172 €/nighttotal: 16408 € (14 )
Modern Farmhouse Steps To Middlebury College
1 1
apartment , Middlebury
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.
10 7 reviews
Middlebury, VT
18/07 – 01/08
349 €/nighttotal: 4886 € (14 )
Green Mountain Village Getaway In Picturesque Bristol, Vermont.
4 1
apartment , Bristol
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.
Best Middlebury, VT holiday rentals with parking
Middlebury, VT
25/06 – 27/06
228 €/nighttotal: 456 € (2 )
Charming One Bedroom Just Minutes To Middlebury!
1 2
apartment , New Haven
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.
10 4 reviews
Middlebury, VT
18/07 – 01/08
408 €/nighttotal: 5712 € (14 )
Vermont Modern Farmhouse + 46 Acres + Spectacular
3 1
apartment , New Haven
This New Haven, Vermont apartment is a lower-level, self-contained unit on a 46-acre property near Lincoln Peak Vineyard and The Golf Club, with Vergennes Falls Park and Rokeby Museum a short drive away. The 148 square metre (approximately 1590 square feet) property offers three bedrooms sleeping five, two bathrooms, a fully equipped kitchen including dishwasher, and a Vermont granite terrace with fire pit; nearby activities include boating, fishing, horse riding and mountain climbing.
10 182 reviews
Middlebury, VT
25/06 – 27/06
151 €/nighttotal: 302 € (2 )
Bluebird Studio-
Light Filled And Airy
1 2
apartment , Middlebury
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.
10 8 reviews
Middlebury, VT
25/06 – 27/06
277 €/nighttotal: 554 € (2 )
Middlebury Bungalow
1 2
apartment , Middlebury
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.
Frequently asked questions about holiday rentals in Middlebury, VT
What are some interesting places to visit in or near Middlebury, VT?
Middlebury is a charming town with lots to see. You can visit the historic Middlebury College campus, explore the Sheldon Museum, or take a walk through the beautiful gardens at the Vermont State Craft Center. If you're looking for something a bit further afield, you can drive to the charming town of Waterbury, about 20 minutes away, which is home to the Ben & Jerry's factory and the Cold Hollow Cider Mill.
What are the best Airbnb and holiday rentals in Middlebury, VT?
Which walking or cycling routes are the best in Middlebury, VT?
The Champlain Canal towpath is a great option for a leisurely stroll or bike ride. It's a paved path that follows the historic canal, and it offers stunning views of the Green Mountains. You can also enjoy scenic cycling routes around the town, such as the one that goes around Lake Dunmore.
What are the most popular Airbnbs in Middlebury, VT?
What sports or outdoor activites can visitors enjoy in and around Middlebury, VT?
Middlebury is a great place for outdoor enthusiasts. You can go hiking in the Green Mountains, kayaking or canoeing on Lake Champlain, or skiing or snowboarding at Snow Bowl in the winter. There are also plenty of opportunities for fishing, swimming, and golfing in the area.
What are the best rentals for families and kids in Middlebury, VT?
What other towns or cities can be easily accessed from Middlebury, VT?
Middlebury is conveniently located near several other charming towns and cities. Burlington, Vermont's largest city, is about a 45-minute drive away and offers a variety of restaurants, shops, and cultural attractions. You can also easily reach the historic town of Montpelier, the state capital, which is about an hour's drive away.
What are the best rentals or Airbnbs with a jacuzzi in Middlebury, VT?
What amenities are commonly available in vacation rentals in Middlebury, VT?
Vacation rentals in Middlebury typically offer a range of amenities, such as fully equipped kitchens, comfortable bedrooms, and laundry facilities. Many also have access to outdoor spaces like patios or balconies, and some may even have hot tubs or fireplaces. You can find options that suit your needs and budget.
What time of year is best to rent a vacation rental Middlebury, VT?
The best time to visit Middlebury really depends on your interests. Spring and autumn offer mild weather and beautiful foliage, while summer is perfect for outdoor activities. Winter brings snow and the chance to enjoy skiing and snowboarding. If you're looking for a quieter experience, consider visiting during the shoulder seasons.
What are the local dishes in Middlebury, VT region?
Vermont is famous for its maple syrup, so you'll find it incorporated into many local dishes. You can also try traditional New England fare like clam chowder, lobster rolls, and maple-glazed donuts. Don't miss the opportunity to sample some local craft beers and cheeses.
Destinations nearby
Best Middlebury, VT holiday rentals with a balcony
Middlebury, VT
18/07 – 01/08
272 €/nighttotal: 3808 € (14 )
Tasteful Two Bedroom Just Minutes To Middlebury!
2 1
apartment , New Haven
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.
Best pet friendly Middlebury, VT holiday rentals
Among the 31 accommodations in Middlebury, VT, here are the 2 best pet friendly rentals
10 9 reviews
Middlebury, VT
25/06 – 27/06
279 €/nighttotal: 558 € (2 )
Middlebury Carriage House
1 2
apartment , Middlebury
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.
Middlebury, VT
25/06 – 27/06
693 €/nighttotal: 1386 € (2 )
Cider Mill Rd. Farmhouse
1 2
apartment , Cornwall
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.