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.
Middlebury, VT
20/06 – 27/06
SG$943/nighttotal: SG$6601 (7 )
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.
9.3 28 reviews
Middlebury, VT
11/10 – 22/10
SG$503/nighttotal: SG$5533 (11 )
Middlebury In-town Oasis
1 3
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.
9.8 71 reviews
Middlebury, VT
01/08 – 30/09
SG$493/nighttotal: SG$29580 (60 )
Private Green Mountain Get-away With Pond In Ripton*
3 2
cabin , Ripton
This apartment is situated in Ripton, Vermont, just 16km from Snow Bowl and 24km from Middlebury, offering a peaceful retreat bordering the Moosalamoo National Forest. It has consistently received excellent ratings for location, cleanliness, and overall experience. The apartment spans 186 square metres and comfortably accommodates up to 8 guests. It offers a range of amenities, including a private pond, a screened-in porch, a fully equipped kitchen, and access to a variety of outdoor activities like hiking, skiing, and fishing.
9.9 95 reviews
Middlebury, VT
01/08 – 30/09
SG$124/nighttotal: SG$7440 (60 )
Miss Dee's Retreat
1 2
house , Salisbury
This detached garage apartment is situated in a wooded area just outside Salisbury, offering a tranquil setting with proximity to woodland sounds and wildlife. This family-friendly accommodation for three guests includes a fully equipped kitchen, a queen-sized bed, a fold-out sleeper chair, a patio with a charcoal grill and fire pit, and access to light exercise equipment, all complemented by complimentary fresh eggs from on-site hens and reliable WiFi.
Middlebury, VT
11/10 – 22/10
SG$763/nighttotal: SG$8393 (11 )
Purple Door Cottage In The Heart Of Middlebury!
2 3
apartment , Middlebury
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.
10 108 reviews
Middlebury, VT
11/10 – 22/10
SG$594/nighttotal: SG$6534 (11 )
Tasteful Two Bedroom Just Minutes To Middlebury!
1 3
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.
Middlebury, VT
01/08 – 30/09
SG$540/nighttotal: SG$32400 (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 49 reviews
Middlebury, VT
11/10 – 22/10
SG$703/nighttotal: SG$7733 (11 )
Cozy House 4 Bedroom 3 Bath With Mountain Views
1 3
apartment , Cornwall
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.
9.4 90 reviews
Middlebury, VT
16/10 – 22/10
SG$321/nighttotal: SG$1926 (6 )
Private Middlebury Cozy One Bedroom With Kitchen.
1 2
apartment , Middlebury
This Middlebury apartment is conveniently situated within walking distance of the town centre, making it easy to explore the shops, restaurants and attractions. The apartment has received excellent ratings for its location, cleanliness and overall experience. This one-bedroom flat is perfect for a couple looking for a comfortable and private stay. Guests can enjoy a well-equipped kitchenette, free Wi-Fi, a comfortable queen-sized bed and a television for entertainment.
Middlebury, VT
16/10 – 22/10
SG$383/nighttotal: SG$2298 (6 )
Cozy Pleasant St Apartment In Downtown Middlebury!
1 2
apartment , Middlebury
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.
10 4 reviews
Middlebury, VT
20/06 – 27/06
SG$696/nighttotal: SG$4872 (7 )
Vermont Modern Farmhouse + 46 Acres + Spectacular
3 2
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.
Best family friendly Middlebury, VT lodging
Among the 40 accommodations in Middlebury, VT, here are the 4 best for families
9.8 130 reviews
Middlebury, VT
20/06 – 27/06
SG$1002/nighttotal: SG$7014 (7 )
Family Friendly Near River - Campfires! Hot Tub, Game Rm, Views Pets Welcome
4 2
chalet , Ripton
This family-friendly lodge is situated in the Green Mountains of Vermont, just a short drive from Middlebury and other charming mountain towns. It has received excellent ratings for location, cleanliness, and overall user experience. The lodge spans 437 square metres and comfortably accommodates up to 10 guests in its four bedrooms. Guests can enjoy a range of amenities including a hot tub, a sauna, a tennis court, and a fully equipped kitchen.
10 4 reviews
Middlebury, VT
20/06 – 27/06
SG$376/nighttotal: SG$2632 (7 )
Mountainside Cabin Bristol, Vermont\nunplug. Relax. Reconnect With Nature.
2 2
cabin , Bristol
This rustic mountain lodge, located in Bristol, Vermont, offers direct access to national forest trails and peaceful pond views, with Middlebury situated 32 to 48 kilometres away and ski resorts such as Sugarbush and Mad River Glen a 72 kilometre drive. This family-friendly property accommodates up to 10 guests, featuring a well-equipped kitchen with a fridge and microwave, air conditioning, a pool table, ping pong, darts, and an outdoor fire pit, with parking and an exterior security camera for added convenience.
10 7 reviews
Middlebury, VT
01/09 – 10/09
SG$542/nighttotal: SG$4878 (9 )
Green Mountain Village Getaway In Picturesque Bristol, Vermont.
4 5
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.
9.7 219 reviews
Middlebury, VT
01/09 – 10/09
SG$208/nighttotal: SG$1872 (9 )
Colonel's Camp In Buck Haven
1 5
cabin , Bristol
This charming cabin is situated just a short distance from Bristol, offering a peaceful retreat in the heart of the mountains. The property has received excellent ratings for its location, cleanliness, and overall experience. The cabin has one bedroom and one bathroom, comfortably accommodating up to six guests. The open layout is perfect for families or groups of friends, and the cabin comes equipped with a kitchen, garden, parking, and internet access.
Best Middlebury, VT lodgings with a pool
Among the 40 accommodations in Middlebury, VT, here are the 1 best ones with a pool
9.9 138 reviews
Middlebury, VT
16/10 – 22/10
SG$1101/nighttotal: SG$6606 (6 )
Spacious Home • Near Downtown Middlebury.
1 2
apartment , Middlebury
This apartment is located just a short distance from Middlebury College and a 1 kilometre walk from the centre of Middlebury, with easy access to shops and restaurants. The apartment has received excellent ratings for its location, cleanliness and overall experience. This spacious home sleeps up to 7 guests and offers a comfortable living space with three bedrooms. The apartment features a fully equipped kitchen, high-speed Wi-Fi, smart TVs, a fireplace, a backyard with a fire pit and access to nearby hiking trails, lakes and ski slopes.
Frequently asked questions about accommodations in Middlebury, VT
When is the ideal time to plan a trip to Middlebury, VT?
The best time to visit Middlebury is during the autumn, when the leaves are changing colour. The summer is also a great time to visit, with warm weather and plenty of outdoor activities to enjoy. If you're looking for a winter getaway, the snow-covered landscape is truly magical.
What are the best accommodations in Middlebury, VT?
What are the best walking or cycling routes in Middlebury, VT?
A popular walking route is the Champlain Valley Trail, which runs along the Otter Creek and offers stunning views of the Green Mountains. For cycling, Route 7 is a great option for a scenic ride through the countryside. You can also explore the Middlebury College campus, which is perfect for a leisurely stroll.
What are the best accommodations with a pool in Middlebury, VT?
What nearby towns or cities can be explored from Middlebury, VT?
From Middlebury, you can easily explore the charming town of Brandon, Vermont, known for its marble quarries. A short drive will take you to Burlington, Vermont, a vibrant city on the shores of Lake Champlain, with a bustling waterfront and a lively arts scene. You can also visit the historic town of Bennington, Vermont, famous for its Bennington Battle Monument.
What are the best accommodations with a jacuzzi in Middlebury, VT?
What amenities can travelers expect from accommodations in Middlebury, VT?
Middlebury has a range of accommodations, from cozy bed and breakfasts to modern hotels. Most places offer amenities like free Wi-Fi, parking, and continental breakfast. Many hotels also have swimming pools, fitness centres, and restaurants.
What are the best accommodations for families and kids in Middlebury, VT?
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.
9.8 142 reviews
Middlebury, VT
16/10 – 22/10
SG$258/nighttotal: SG$1548 (6 )
The Cottage Apartment In Downtown Middlebury.
1 2
apartment , Middlebury
This first-floor cottage apartment is located on Main Street in downtown Middlebury, just a short walk from shops, restaurants, and Middlebury College. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment has a separate entrance, private parking, and a garden, making it ideal for families or small groups of up to four people. It offers a fully equipped kitchen, a comfortable living space, and is within easy reach of both the Middlebury College Snow Bowl for winter sports and Lake Champlain for water activities.
10 181 reviews
Middlebury, VT
11/10 – 22/10
SG$334/nighttotal: SG$3674 (11 )
Charming One Bedroom Just Minutes To Middlebury!
1 3
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.
10 120 reviews
Middlebury, VT
11/10 – 22/10
SG$416/nighttotal: SG$4576 (11 )
Close To College-cheerful, Quiet, 2 Bedroom Home
1 3
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.
Best Middlebury, VT accommodations with a kitchen
10 201 reviews
Middlebury, VT
16/10 – 22/10
SG$747/nighttotal: SG$4482 (6 )
Purple Door Cottage In The Heart Of Middlebury!
1 2
apartment , Middlebury
The Purple Door Cottage is located on a peaceful side street in the heart of Middlebury, just a short walk from the college, restaurants, and shops. It has received excellent ratings for its location, cleanliness, and overall experience. The cottage is a two-bedroom property with one bathroom, comfortably accommodating up to eight guests. It features a modern kitchen, a spacious living area, and a large deck with a fire pit and grill, perfect for enjoying the summer evenings.
10 7 reviews
Middlebury, VT
16/10 – 22/10
SG$284/nighttotal: SG$1704 (6 )
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).
9.9 48 reviews
Middlebury, VT
01/09 – 10/09
SG$818/nighttotal: SG$7362 (9 )
Charming Farmhouse At Sunrise Orchards
1 5
gîte , Cornwall
This charming farmhouse is situated in the Champlain Valley of central Vermont, just 10 kilometres from Middlebury College and 13 kilometres from Sunrise Orchards, offering a peaceful retreat amidst apple orchards, woods and pastures. This spacious property sleeps up to 12 guests across five bedrooms and three bathrooms, with two separate living rooms, a screened porch, and a large brick fireplace. The farmhouse provides a fully equipped kitchen with a microwave oven and dishwasher, along with a garden, parking, and internet access. Guests can enjoy seasonal activities such as apple picking, snowshoeing, hiking, and relaxing on the patio.
10 3 reviews
Middlebury, VT
01/08 – 31/12
SG$152/nighttotal: SG$23104 (152 )
Separate Apartment Above Garage
1 2
apartment , Bristol
This newly constructed studio apartment offers a modern stay in Bristol, conveniently located above a garage with easy access to city attractions. This one-bedroom flat for two guests features air conditioning, a dishwasher, on-site laundry, and a dedicated parking space, a valuable amenity in Bristol.