Find short term rentals in Middlebury, VT at the best prices
28 available short term rental offers
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Best Short term and Weekly rentals in Middlebury, VT
9.4 72 reviews
Middlebury, VT
01/08 – 30/09
$163/nighttotal: $9780 (60 )
Close To Ski Areas
1 2
apartment , Middlebury
This charming bed and breakfast is located in a quiet residential area, just a short walk from Middlebury College and a 2-kilometre drive from the town centre. The property has received excellent ratings for its location, cleanliness, and the warm hospitality of the hosts. The house offers a double bed upstairs and a foam mattress downstairs, comfortably accommodating up to two guests. Guests can enjoy access to a shared kitchen, spacious living areas, and the option of renting the entire house for events.
Middlebury, VT
18/07 – 01/08
$440/nighttotal: $6160 (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.
Middlebury, VT
01/08 – 30/09
$365/nighttotal: $21900 (60 )
Modern Woodland Escape W Wshr Dryer And Large Yard
1 2
apartment , Ripton
This secluded craftsman bungalow in Ripton offers privacy on a wooded lot, situated minutes from the Ripton General Store, 8 kilometres from the Breadloaf campus, a 15-minute drive to Middlebury, and 40 minutes to Sugarbush ski resort, with convenient access to Green Mountain National Forest for outdoor pursuits. This detached dwelling spans 139 square metres, accommodates up to four guests with one bedroom and one bathroom, and features a fully equipped kitchen, in-unit laundry, central air conditioning, parking, and a dedicated electric vehicle charger.
10 7 reviews
Middlebury, VT
25/06 – 27/06
$263/nighttotal: $526 (2 )
Walk To Middlebury College
1 2
apartment , 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).
10 12 reviews
Middlebury, VT
01/08 – 30/09
$2423/nighttotal: $145380 (60 )
Modern Sunny Getaway Near Middlebury College
4 2
apartment , Weybridge
This contemporary house is located in Weybridge, a short drive from the village centre and within easy reach of the Green Mountain National Forest. This property has received excellent ratings for its location, cleanliness and overall user experience. This spacious home is ideal for large groups, accommodating up to eight guests in its four bedrooms and four bathrooms. Guests can enjoy a range of amenities, including two fully equipped kitchens, a dedicated fitness room, hi-fi audio throughout the house and two built-in projectors for movie nights.
10 182 reviews
Middlebury, VT
25/06 – 27/06
$243/nighttotal: $486 (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 7 reviews
Middlebury, VT
18/07 – 01/08
$564/nighttotal: $7896 (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.
10 6 reviews
Middlebury, VT
01/08 – 30/09
$271/nighttotal: $16260 (60 )
Modern Woodland Escape W Wshr Dryer And Large Yard
1 2
apartment , Ripton
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.
10 122 reviews
Middlebury, VT
25/06 – 27/06
$419/nighttotal: $838 (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.
9.3 28 reviews
Middlebury, VT
18/07 – 01/08
$362/nighttotal: $5068 (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 90 reviews
Middlebury, VT
01/08 – 30/09
$196/nighttotal: $11760 (60 )
Private Cozy Apartment • Near Middlebury
1 2
apartment , Middlebury
This charming apartment is situated just a short walk from the centre of Middlebury, offering easy access to shops, restaurants, and local attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The apartment is a comfortable and stylish one-bedroom flat, ideal for solo travellers or couples, with a maximum capacity of three guests. It features modern amenities such as fast Wi-Fi, two smart TVs, a well-equipped kitchen, and air conditioning, ensuring a pleasant stay.
10 19 reviews
Middlebury, VT
18/07 – 01/08
$354/nighttotal: $4956 (14 )
Vt Country Cottage
1 1
apartment , Middlebury
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.
Best family friendly Middlebury, VT Short term rentals
Among the 28 accommodations in Middlebury, VT, here are the 4 best family friendly rentals
10 16 reviews
Middlebury, VT
25/06 – 27/06
$2313/nighttotal: $4626 (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 33 reviews
Middlebury, VT
25/06 – 27/06
$585/nighttotal: $1170 (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.
9.9 104 reviews
Middlebury, VT
25/06 – 27/06
$832/nighttotal: $1664 (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.
10 212 reviews
Middlebury, VT
18/07 – 01/08
$871/nighttotal: $12194 (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.
Best Middlebury, VT lodging with a kitchen
10 45 reviews
Middlebury, VT
25/06 – 27/06
$465/nighttotal: $930 (2 )
Renovated East Middlebury House
1 2
apartment , Middlebury
This recently renovated Middlebury house is situated in a walkable village, a short distance from the Waybury Inn pub and restaurant, and within a few kilometres of Middlebury College and the Middlebury College Snow Bowl. The two-bedroom, two-bathroom property sleeps four guests and offers a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, and access to outdoor space; winter sports enthusiasts will appreciate its proximity to the Snow Bowl.
10 3 reviews
Middlebury, VT
18/07 – 01/08
$1894/nighttotal: $26516 (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.
9.9 125 reviews
Middlebury, VT
25/06 – 27/06
$1141/nighttotal: $2282 (2 )
Experience Vermont Charm! Up To 5 Bedrooms Available Please Inquire For Rates
1 2
apartment , Cornwall
This Cornwall farmhouse, boasting excellent user and location ratings, is situated near Middlebury, Vermont, a three-mile drive from Middlebury College and 25 minutes from Lake Champlain. This newly renovated barn offers 4645 square metres of space, sleeping up to eight guests in two bedrooms and two bathrooms, and includes a full kitchen with dishwasher, a large terrace, and a spa.
Middlebury, VT
01/08 – 30/09
$283/nighttotal: $16980 (60 )
Easy Access To Middlebury
1 2
apartment , Middlebury
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.
Frequently Asked Questions about short term rentals in Middlebury, VT
What are the best short term rentals in Middlebury, VT?
Best Middlebury, VT lodging with laundry available
9.6 25 reviews
Middlebury, VT
25/06 – 27/06
$395/nighttotal: $790 (2 )
Riverview At The Rooms At The Stone Mill
1 2
B&B , Middlebury
The Stone Mill B&B is situated in the centre of Middlebury, just a short walk from the picturesque Otter Creek and the Marbleworks footbridge. It has received excellent ratings for location, cleanliness and overall guest experience. The B&B is housed in a historic mill building, dating back to 1840, and can accommodate up to two guests. It offers a range of modern amenities, including a shared kitchenette, a garden, free parking, and fast Wi-Fi.
10 4 reviews
Middlebury, VT
25/06 – 27/06
$918/nighttotal: $1836 (2 )
Scandi Vermont Retreat
1 2
apartment , Middlebury
This newly built Scandinavian-style house near Middlebury, Vermont, is less than 8km from the town centre and Middlebury College, and within a 24km radius of the Rikert Nordic Centre and Middlebury College Snowbowl. This two-bedroom, two-bathroom property sleeps five, boasting a state-of-the-art kitchen, a hot tub, a Peloton bike, and stunning Green Mountains and Adirondack views; it's perfect for families or groups seeking a self-catering stay with easy access to local attractions.
Middlebury, VT
01/08 – 30/09
$587/nighttotal: $35220 (60 )
Forest Getaway
1 2
apartment , New Haven
This private woodland dwelling is situated 8 kilometres from Middlebury and Bristol, offering proximity to Lake Champlain and numerous state parks. This apartment accommodates up to 8 guests and features 3 bathrooms, a kitchen, air conditioning, and internet, ideal for exploring Vermont's outdoor activities.
10 20 reviews
Middlebury, VT
25/06 – 27/06
$1356/nighttotal: $2712 (2 )
In Town, Sparrow’s Nest Lovely 2/1 Apt
1 2
apartment , Middlebury
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.
Best Middlebury, VT lodging with air conditioning
10 108 reviews
Middlebury, VT
18/07 – 01/08
$404/nighttotal: $5656 (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.
9.4 32 reviews
Middlebury, VT
01/08 – 30/09
$260/nighttotal: $15600 (60 )
Country Getaway
1 2
apartment , Cornwall
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).
10 4 reviews
Middlebury, VT
18/07 – 01/08
$659/nighttotal: $9226 (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 12 reviews
Middlebury, VT
01/08 – 30/09
$731/nighttotal: $43860 (60 )
Cape Style Vermont Farm House
1 2
apartment , Cornwall
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.