Compare best accommodations in Middlebury, VT from 100+ sites!

93 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Middlebury, VT accommodations
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

93 Lodgings in Middlebury, VT

Discover Central Lodgings in Middlebury, VT

Skip long transit commutes by booking central accommodation in Middlebury, VT, placing historic landmarks and vibrant dining right outside your door.

Updated Apartment Downtown - Middlebury, VT
10 42 reviews

Updated Apartment Downtown

apartment, Middlebury
This Middlebury apartment rental is conveniently located within walking distance of downtown Middlebury and Middlebury College.
The recently renovated two-bedroom unit sleeps three guests and features a full kitchen with a dishwasher, microwave, and refrigerator, plus high-quality bedding and linens; uncovered parking is available on-site.
Purple Door Cottage In The Heart Of Middlebury! - Middlebury, VT
10 208 reviews

Purple Door Cottage In The Heart Of Middlebury!

apartment, Middlebury
Purple Door Cottage is conveniently nestled in the heart of Middlebury, Vermont, on a peaceful side street. It is within walking distance of restaurants, shops, grocery stores, and Middlebury College. This highly-rated apartment has received excellent ratings for its location, cleanliness, and user experience.
This 2-bedroom, 1.5-bathroom apartment can accommodate up to 8 guests. It features a fully appointed kitchen, a cozy family room with a queen sleeper sofa, and a great deck with a grill and fire ring. Guests can enjoy amenities such as air conditioning, heat, fast WiFi, a 55" Smart TV, and on-site parking.
In Town, Sparrows Nest Lovely 2/1 Apt - Middlebury, VT
10 20 reviews

In Town, Sparrows Nest Lovely 2/1 Apt

apartment, Middlebury
This Middlebury apartment is conveniently located within walking distance of the college campus, athletic fields, and downtown, offering easy access to the town's attractions and amenities. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment features two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with a fully stocked kitchen, a spacious living area with a smart TV, a private backyard with a fire pit, and access to a well-equipped fitness center with a Peloton, rowing machine, and free weights.
The Barn At Middlebury - Middlebury, VT
10 213 reviews

The Barn At Middlebury

apartment, Middlebury
This charming apartment is located just a 10-minute walk from Middlebury's village center and a 15-minute walk from Middlebury College, offering a peaceful retreat in a renovated barn. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
This rental offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a private entrance, dedicated parking, a private terrace and screened porch with a fireplace, modern appliances, and a washer/dryer.

Choose the Right Family Lodgings in Middlebury, VT

Discover kid-friendly lodgings in Middlebury, VT that keep city attractions within easy reach, ensuring everyone stays comfortable.

Green Mountain Village Getaway In Picturesque Bristol, Vermont. - Middlebury, VT
9.8 9 reviews

Green Mountain Village Getaway In Picturesque Bristol, Vermont.

apartment, Bristol
This Bristol mountain home, a short 10-minute walk from Lawrence Memorial Library and Holley Hall, offers easy access to Bristol Cliffs Wilderness and Green Mountain National Forest within a 15-minute drive.
This four-bedroom, two-bathroom vacation rental sleeps eight, boasting a fully equipped kitchen, Wi-Fi, a terrace, a garden, a tennis court, and parking; barbecue grills are available for outdoor cooking.
Walk Everywhere And Enjoy A Historic Vermont Home - Middlebury, VT
9.9 105 reviews

Walk Everywhere And Enjoy A Historic Vermont Home

apartment, Middlebury
This charming house is located in Middlebury, within walking distance of downtown shops and restaurants. This historic home has earned excellent ratings for location, cleanliness, and overall user experience.
The two-story home comfortably sleeps six guests and offers three bedrooms, a full kitchen, dining room, living room, and two bathrooms. Guests can enjoy modern comforts like air conditioning, a hot tub, and a backyard garden while soaking in the historic charm of original wood floors, tin ceilings, and doors.
Mountainside Cabin  Bristol, Vermont Unplug. Relax. Reconnect With Nature. - Middlebury, VT
10 5 reviews

Mountainside Cabin Bristol, Vermont Unplug. Relax. Reconnect With Nature.

cabin, Bristol
This mountain lodge in Bristol, Vermont, offers direct access to national forest hiking trails and is situated within a 45-minute drive of Sugarbush and Mad River Glen ski resorts.
This accommodation accommodates up to 10 guests with a queen bedroom and open-floor beds, featuring a fully equipped kitchen, air conditioning, a wood stove, pool table, ping pong, darts, a fire pit, and swings.
Tiny Sparrow House,  Luxury & Charm In Middlebury - Middlebury, VT
10 16 reviews

Tiny Sparrow House, Luxury & Charm In Middlebury

apartment, Middlebury
This Middlebury house is located in downtown, within walking distance of Middlebury College and the downtown area. The house has excellent user, location, and cleanliness ratings. The home features four bedrooms and three and a half bathrooms, comfortably accommodating up to 8 guests. The house is fully equipped with all necessary amenities, including a kitchen with a fridge, microwave, and dishwasher, as well as a spacious backyard with a swing, gas grill, fire pit, and Adirondack chairs.

Frequently Asked Questions about accommodations in Middlebury, VT

  • How can travelers reach Middlebury, VT?

    The easiest way to get to Middlebury is by car. It's about a two-hour drive from Burlington International Airport (BTV). You can also take a bus from Burlington or Albany. If you prefer to take the train, the closest Amtrak station is in Rutland, about 30 miles away.
  • What are the best accommodations in Middlebury, VT?

    Among the accommodations in Middlebury, VT, Middlebury Inn, Courtyard Middlebury and Middlebury Sweets Motel are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Middlebury, VT?

    Middlebury is an outdoor enthusiast's paradise. You can go hiking, biking, or kayaking on the Otter Creek, or go skiing or snowboarding at the nearby Snow Bowl in the winter. There are also plenty of opportunities for fishing, swimming, and picnicking in the area.
  • What are the best accommodations with a pool in Middlebury, VT?

    Middlebury Inn and Courtyard Middlebury are the best accommodations with a pool in Middlebury, VT.

  • When is the ideal time to plan a trip to Middlebury, VT?

    The best time to visit Middlebury depends on what you want to do. If you're interested in hiking and biking, the summer months are ideal. If you prefer skiing or snowboarding, the winter is the best time to visit. Fall is also a beautiful time to visit, with the leaves changing color.
  • What are the best accommodations for families and kids in Middlebury, VT?

    The best accommodations for families and kids in Middlebury, VT are The Barn At Middlebury, Private Apartment In Middlebury and The Cottage Apartment In Downtown Middlebury.

  • What are the best walking or cycling routes in Middlebury, VT?

    The Greenway Trail is a great option for a leisurely walk or bike ride. It runs along the Otter Creek and offers scenic views of the surrounding mountains. The Middlebury College campus is also a great place to walk or bike, with its beautiful buildings and well-maintained paths.
  • What are the best pet friendly accommodations in Middlebury, VT?

    The best pet friendly accommodations in Middlebury, VT are Middlebury Inn, Middlebury Sweets Motel and Swift House Inn.

  • What nearby towns or cities can be explored from Middlebury, VT?

    You can easily take a day trip to Burlington, Vermont, which is about 45 miles away and has a vibrant downtown with plenty of shops, restaurants, and attractions. Also, you can check out the charming town of Brandon, which is about 15 miles away and has a great selection of antique shops and art galleries.
  • What are the best accommodations with parking in Middlebury, VT?

    Middlebury Inn, Courtyard Middlebury and Middlebury Sweets Motel are the best accommodations with parking in Middlebury, VT.

  • What amenities can travelers expect from accommodations in Middlebury, VT?

    You'll find a wide range of accommodations in Middlebury, from cozy bed and breakfasts to modern hotels. Most accommodations offer amenities like free Wi-Fi, parking, and continental breakfast. Some also have swimming pools, fitness centers, and restaurants.

Popular destinations

Best Middlebury, VT accommodation with a kitchen

Middlebury In-town Oasis - Middlebury, VT
9.3 29 reviews

Middlebury In-town Oasis

apartment, Middlebury
This Middlebury apartment rental is located near Middlebury College, within walking distance of the college and the town's shops and restaurants.
The 8-guest dwelling boasts an updated kitchen and bathrooms, a spacious patio with a firepit, BBQ grill, and wood-fired oven, plus classic wood floors throughout.
New England Chalet  Champlain Valley - Middlebury, VT
No reviews

New England Chalet Champlain Valley

apartment, Middlebury
This New England Chalet is located in a small Vermont town within the Champlain Valley, offering a picturesque and convenient setting for exploring the region.
This 4-bedroom, 3-bathroom chalet accommodates up to 8 guests and features a full kitchen, air conditioning, and internet, providing a relaxing retreat with a unique Chalet ambiance.
Gracious Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
No reviews

Gracious Two Bedroom Just Minutes To Middlebury!

apartment, New Haven
This two-bedroom apartment in New Haven is conveniently located near Middlebury, offering proximity to Chimney Point State Historic Site (14 miles) and Mount Philo State Park (15 miles).
This 1100 square foot rental accommodates up to 6 guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and parking.
Middlebury Town House - Middlebury, VT
No reviews

Middlebury Town House

apartment, Middlebury
This 4-bedroom, 2.5-bathroom rental unit in Middlebury is located within one block of the Co-op, Grand Union, cafes, and a bagel shop, with downtown Middlebury's shops and restaurants a 5-10 minute walk away and the Amtrak station approximately six blocks distant. This family-friendly home accommodates up to 8 guests with flexible sleeping arrangements across four bedrooms and features a fully equipped kitchen with a dishwasher, making it ideal for extended stays.

Best Middlebury, VT accommodation with parking

Farmhouse Sunset Suite - Middlebury, VT
9.9 84 reviews

Farmhouse Sunset Suite

apartment, Middlebury
This Middlebury mother-in-law suite offers a private entrance and dedicated parking, located near the Green Mountains, a 10-minute drive from downtown Middlebury and Middlebury College, and a 15-minute drive from Rikert and the Snow Bowl.
The one-bedroom apartment features a full kitchen with refrigerator and electric stove, a queen bed and full-size futon accommodating up to four guests, a full bathroom with a washer/dryer, and Apple TV (guests provide accounts); enjoy stunning Adirondack views and proximity to outdoor recreation.
Middlebury Cottage Walk To Campus. - Middlebury, VT
9.9 145 reviews

Middlebury Cottage Walk To Campus.

house, Weybridge
This charming cottage is located in Weybridge, a short walk from Middlebury College's Bicentennial Hall and a 10-12 minute walk to the town center, offering a peaceful retreat with picturesque views of the river and landscaped grounds. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom, one-bathroom home comfortably accommodates a family of four. Enjoy the fully equipped kitchenette, fireplace, Wi-Fi, air conditioning, and EV charger, as well as a private screened porch and a canoe for exploring the surrounding area.
Modern Apartment 1 In Middlebury - Middlebury, VT
10 44 reviews

Modern Apartment 1 In Middlebury

apartment, Middlebury
This three-bedroom Middlebury apartment rental is conveniently located in Downtown Middlebury, offering easy walking access to local shops and restaurants.
The recently renovated unit features a spacious layout sleeping six guests with one queen and two full-size beds, a full kitchen including a fridge, freezer, and microwave, and parking.
Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
No reviews

Tasteful Two Bedroom Just Minutes To Middlebury!

apartment, New Haven
This recently renovated 2-bedroom apartment in New Haven, Vermont, is situated on a 25-acre estate, located 4 miles north of Middlebury and 28 miles south of Burlington.
This accommodation offers a private country setting with a balcony overlooking an apple orchard, a gourmet kitchen, fast WiFi, and shared access to a fire ring and grill area, with nearby recreational opportunities including hiking and skiing.

Best Middlebury, VT lodging with a pool

Among the 93 accommodations in Middlebury, VT, here are the 1 best ones with a pool

Renovated East Middlebury House - Middlebury, VT
10 49 reviews

Renovated East Middlebury House

apartment, Middlebury

Browse 5-Star Accommodations in Middlebury, VT

Staying in a luxury lodging in Middlebury, VT ensures every detail of your trip is considered, from high-end finishes to a prime location.

Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 184 reviews

Charming One Bedroom Just Minutes To Middlebury!

apartment, New Haven

Top-Rated Pet-Friendly Lodgings in Middlebury, VT

Traveling with a pet to Middlebury, VT is effortless when your lodging is equipped with nearby dog parks and city walks right on the doorstep.

Middlebury Home With Sunset Views! - Middlebury, VT
9.7 190 reviews

Middlebury Home With Sunset Views!

apartment, Middlebury
Quaint Farmhouse With Garden, Big Yard, River Access- All Near Middlebury, Vt. - Middlebury, VT
No reviews

Quaint Farmhouse With Garden, Big Yard, River Access- All Near Middlebury, Vt.

manor house, Weybridge
Modern Farmhouse Steps To Middlebury College - Middlebury, VT
10 3 reviews

Modern Farmhouse Steps To Middlebury College

apartment, Middlebury
The Middlebury Cottage - Middlebury, VT
9.8 90 reviews

The Middlebury Cottage

apartment, Middlebury
©2026 cozycozy.com