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

This cozy cabin in Ripton, Vermont is conveniently located within 6 miles of popular hiking trails like Robert Frost Wayside Trail, Rikert Nordic Center, and Skylight Pond Trailhead, offering easy access to Vermont's natural beauty. The cabin has received excellent ratings for location, cleanliness, and overall experience.
The 650 square foot cabin sleeps up to 6 guests in two bedrooms and one bathroom. Enjoy a variety of amenities including a fireplace, a fully equipped kitchen, a Jacuzzi, a terrace, a garden, a fitness center, a spa, and free parking.

This New Haven vacation rental is located 10 minutes from Middlebury and Bristol, offering easy access to local shops, restaurants, and cultural attractions like the Ross Sheehan Studio and Vergennes Opera House, with Burlington accessible within a 40-minute drive.
This 3-bedroom, 2-bathroom apartment spans 3200 square feet and accommodates up to 10 guests, featuring a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, garden access, a spa, parking, and is conveniently situated near outdoor activities and landmarks such as the Bixby Memorial Library and Halpin Covered Bridge.

This first-floor cottage apartment is located on Main Street in downtown Middlebury, within walking distance of shops, restaurants, and Middlebury College. The apartment has received excellent user ratings for its location, cleanliness, and overall experience.
The apartment offers a private entrance and can comfortably accommodate up to four guests. It features a full kitchen and bathroom, a private garden, and parking, making it a convenient and comfortable choice for families or groups visiting Middlebury.

This 3-bedroom bed and breakfast is located in Bristol, Vermont, just a short drive from Sugarbush Ski Resort, Robert Frost Wayside Trail, and Mad River. The surrounding area offers a peaceful and scenic setting for a relaxing getaway.
The home features a comfortable living space and can accommodate up to 8 guests. Amenities include Wi-Fi, heating, a dryer, an ironing board, towels, soap, toilet paper, and a hairdryer.

This apartment is located on a 25-acre estate, just four miles north of Middlebury and 28 miles south of Burlington, offering a peaceful retreat amidst the natural beauty of Vermont. Guests consistently rate this rental as excellent for its cleanliness, location, and overall experience. The apartment offers a spacious and serene setting, accommodating up to four guests. The fully equipped kitchen, private balcony, and access to a shared fire ring and outdoor grill make this apartment a perfect choice for travelers seeking a comfortable and relaxing stay.

This Middlebury apartment is conveniently located near Middlebury College, within walking distance of restaurants and shops, and a short drive or bike ride to downtown Middlebury. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The studio apartment comfortably accommodates up to three guests and features a living room, closet space, full kitchen, dining nook, full bath, and bedroom. Amenities include free ultra-fast fiber wifi, two smart TVs, an outdoor seating area, a fire pit, and a backyard, making it perfect for exploring the nearby hiking trails, Lake Dunmore, Branberry Beach, Middlebury Snow Bowl, and Robert Frost Trails.

This charming apartment is located in Middlebury, just a short walk from the town center and its many shops, restaurants, and attractions. Guests have consistently praised the apartment's excellent location, cleanliness, and overall experience.
The apartment features a modern and stylish design, comfortably accommodating up to three guests. Enjoy amenities like a fully equipped kitchen, fast internet, and air conditioning for a relaxing and enjoyable stay.

This Middlebury duplex is conveniently located downtown, within walking distance of Middlebury College, the Coop grocery store, and Royal Oak Coffee, offering easy access to shops and restaurants.
The two-bedroom, one-bathroom home sleeps three guests and features a full kitchen with modern appliances, complimentary breakfast items, and parking for two cars, plus proximity to Lake Dunmore and Killington ski resort.

Lincoln Escape, a three-bedroom Vermont home, is located 8.6 miles from Chimney Point State Historic Site and 14 miles from the Mad River.
This 2960-square-foot vacation rental boasts three bathrooms, a fully equipped kitchen with dishwasher, a patio, garden, fireplace, free Wi-Fi, and on-site parking, comfortably accommodating families or groups.

This Middlebury studio apartment is located a five-minute drive from Middlebury College and a 2.5-mile drive from downtown Middlebury, offering easy access to restaurants, shops, and cultural attractions. This pet-friendly unit features a queen bed, a futon, a kitchenette with a coffeemaker, microwave, toaster oven, and single-burner induction stove, accommodating up to three guests and including Wi-Fi and a TV.

This Middlebury, Vermont apartment is conveniently located within walking distance of downtown, minutes from the TAM trails, and a 45-50 minute drive from Killington and Sugarbush ski resorts.
The one-bedroom, one-bathroom unit sleeps two guests and features a kitchen, air conditioning, parking, and internet access; nearby attractions include Fire and Ice, 2 Brothers Tavern, American Flatbread, and the Middlebury Natural Foods Co-op.

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.

This spacious lodge cabin is located in the picturesque Green Mountains, near Middlebury, Vermont, offering easy access to charming mountain towns and outdoor adventures. Guests rate this accommodation as excellent in terms of location, cleanliness, and overall experience.
With 4,700 square feet of living space, the accommodation can accommodate up to 10 guests in 4 bedrooms and 3.5 bathrooms. The unique design includes a large great room with a wine barrel table for games, as well as pillow-top mattresses in the bedrooms for a comfortable night's sleep. Amenities include a game room, hot tub, hiking trails, swimming, and a tennis court.