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Middlebury, VT place to stay
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93 Lodgings in Middlebury, VT

Best family friendly Middlebury, VT lodging

Among the 93 accommodations in Middlebury, VT, here are the 4 best for families

Sheep Farm Home - Middlebury, VT
10 12 reviews

Sheep Farm Home

apartment, Weybridge
This Weybridge farmhouse, situated 4.8km from Middlebury town centre, offers convenient access to local amenities and is adjacent to a sheep pasture.
Sleeping eight guests across three bedrooms, including a bunk room, the property boasts a fully equipped kitchen with dishwasher, air conditioning, a garden, fitness centre, parking, and net-zero energy efficiency; a family-friendly stay with access to the host's household items and note that the friendly dog, Maple, resides on the property.
Walk Everywhere And Enjoy A Historic Vermont Home - Middlebury, VT
9.9 109 reviews

Walk Everywhere And Enjoy A Historic Vermont Home

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.
Middlebury Bungalow - Middlebury, VT
10 22 reviews

Middlebury Bungalow

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.
Upscale 4br Cottage | Walk Downtown | Hot Tub - Middlebury, VT
10 68 reviews

Upscale 4br Cottage | Walk Downtown | Hot Tub

apartment, Middlebury
This Middlebury cottage, a former department store owners' residence, enjoys a central village location, within 0.8 km of Middlebury College, Main Street, and the Chipman Hill trails, and 0.4 km from the Amtrak station.
The 186 square metre property offers four bedrooms, two bathrooms, sleeping up to six guests, and boasts a fully equipped kitchen, jacuzzi, spa, tennis court, and a fenced backyard with terraces; electric vehicle charging is available.

Best Middlebury, VT lodging with a pool

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

Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 38 reviews

Updated Farmhouse Minutes From Middlebury

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.

Frequently asked questions about accommodations in Middlebury, VT

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

    Middlebury is a paradise for outdoor enthusiasts. You can hike or bike the trails around Lake Champlain, go kayaking or canoeing on the lake, or try your hand at rock climbing at the nearby cliffs. In the winter, you can go skiing or snowboarding at the nearby resorts, or snowshoeing or cross-country skiing on the many trails.
  • 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 turn vibrant colours and the weather is still mild. Spring is also a lovely time to visit, with blooming wildflowers and pleasant temperatures. If you're a skier, then winter is the obvious choice, but be prepared for cold weather.
  • What nearby towns or cities can be explored from Middlebury, VT?

    Middlebury is a great base for exploring the surrounding area. You can easily drive to Burlington, the largest city in Vermont, or to the charming towns of Brandon, Vergennes, and Bristol. Each town offers a unique blend of history, culture, and natural beauty.
  • What amenities can travelers expect from accommodations in Middlebury, VT?

    Middlebury offers a range of accommodation options, from cozy bed and breakfasts to modern hotels. Most accommodations have basic amenities like Wi-Fi, parking, and breakfast. Some also offer swimming pools, hot tubs, and fitness centers.

Popular destinations

Best Middlebury, VT accommodations with a garden

Downtown Middlebury 3 Br Home - Walk Everywhere! - Middlebury, VT
9.6 266 reviews

Downtown Middlebury 3 Br Home - Walk Everywhere!

apartment, Middlebury
This apartment is located in Middlebury, just a short walk from the National Museum of the Morgan Horse, Town Hall Theater, and Holy Cow Inc., with Henry Sheldon Museum of Vermont History and Middlebury College within a 1 kilometre walk. This property is highly rated, with excellent reviews for location, cleanliness, and overall experience.
The apartment has three bedrooms and one bathroom, offering 111 square metres of space. It comes with a fully equipped kitchen, a washing machine, a balcony, and a garden, making it a comfortable and convenient home away from home.
Beautiful 4-bedroom Home  Beside Middlebury College - Middlebury, VT
9.6 68 reviews

Beautiful 4-bedroom Home Beside Middlebury College

apartment, Middlebury
This charming house is located in Middlebury, just a kilometre from Middlebury College, the Kevin P. Mahaney '84 Center for the Arts, and the Vermont Folklife Center, making it easy to explore the town's cultural offerings. This property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This 4-bedroom house spans 188 square metres and can comfortably accommodate up to 10 guests. Guests can enjoy a fully equipped kitchen, a garden, a terrace, and a spa, as well as free WiFi and parking.
Private Cozy Apartment  Near Middlebury - Middlebury, VT
9.9 97 reviews

Private Cozy Apartment Near Middlebury

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.
Modern Middlebury Retreat - Steps To Downtown - Middlebury, VT
9.9 207 reviews

Modern Middlebury Retreat - Steps To Downtown

apartment, Middlebury
This family-friendly house is located in the centre of Middlebury, just 1.5 kilometres from Town Hall Theater, the National Museum of the Morgan Horse, and Holy Cow Inc. It has received excellent user ratings for location, cleanliness, and overall experience.
The house offers 214 square metres of space and can comfortably accommodate up to 8 guests. Amenities include a well-equipped kitchen, a garden, a patio, free Wi-Fi, and parking.

Best Middlebury, VT accommodations with a kitchen

Charming 2br Retreat | Steps From Shops & Dining - Middlebury, VT
No reviews

Charming 2br Retreat | Steps From Shops & Dining

apartment, Middlebury
This newly renovated 2-bedroom flat in Middlebury, Vermont, offers a prime location just 500 meters from Middlebury College and within easy walking distance of local eateries and the downtown area.
This accommodation provides a bright and cosy atmosphere for up to 5 guests, featuring air conditioning, Wi-Fi, a kitchen with a fridge, and on-site parking, making it an ideal base for exploring Middlebury's offerings.
Chipman Hill Apartment. - Middlebury, VT
9.9 80 reviews

Chipman Hill Apartment.

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.
Bright Neighborhood Home In Town - Middlebury, VT
9.7 12 reviews

Bright Neighborhood Home In Town

apartment, Middlebury
This Middlebury lodging is centrally located, offering convenient access to Middlebury College and downtown Middlebury's shops and restaurants, though precise distances aren't specified.
The one-bedroom, one-bathroom apartment sleeps three guests and includes a fridge, air conditioning, parking, and internet access; further details on interior design and specific amenities are unavailable.
Purple Door Cottage In The Heart Of Middlebury! - Middlebury, VT
10 2 reviews

Purple Door Cottage In The Heart Of Middlebury!

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.
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