Compare Vacation Rentals & Airbnb in Middlebury, VT

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Middlebury, VT vacation rentals
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76 Rentals and Airbnb in Middlebury, VT

Best family friendly Middlebury, VT vacation rentals

Among the 76 accommodations in Middlebury, VT, here are the 2 best family friendly rentals

Gracious Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 244 reviews

Gracious Two Bedroom Just Minutes To Middlebury!

apartment, New Haven
This apartment is situated on a 25-acre estate just north of Middlebury, Vermont, a 48km drive from Burlington and a 24km drive from Vergennes. The property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has two bedrooms, a bathroom, and can comfortably accommodate up to six guests. The apartment includes a modern kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, and internet access.
Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 37 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.

Best Middlebury, VT vacation rentals with parking

Cozy Apartment  Minutes To Middlebury - Middlebury, VT
9.7 213 reviews

Cozy Apartment Minutes To Middlebury

apartment, Middlebury
This one-bedroom apartment is conveniently situated just a short walk from Middlebury College, making it ideal for visitors wanting to explore the town's vibrant atmosphere. It has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment offers a comfortable living space for up to three guests, with a well-equipped kitchen, a dedicated workspace, and a private backyard with a fire pit. Guests can enjoy access to a range of amenities, including a garden, parking, and high-speed internet, as well as the opportunity to explore nearby hiking trails and the Middlebury College Snow Bowl.
Private Cozy Apartment  Near Middlebury - Middlebury, VT
9.9 95 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.
Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 184 reviews

Charming One Bedroom Just Minutes To Middlebury!

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.
Midd Manor - Middlebury, VT
9.9 23 reviews

Midd Manor

apartment, Middlebury
This Middlebury apartment is conveniently located within walking distance of the town centre and the TAM trails, offering easy access to restaurants such as Fire and Ice and 2 Brothers Tavern, and is approximately 72–80 km from both Killington and Sugarbush ski resorts.
The self-catering flat comprises one bedroom, one bathroom, and sleeps two guests, featuring amenities including air conditioning, parking, and internet access; nearby attractions include the American Flatbread restaurant and a natural food co-op.

Frequently Asked Questions about vacation rentals in Middlebury, VT

  • What are some interesting places to visit in or near Middlebury, VT?

    Middlebury is a charming town with plenty to see. You can visit the beautiful Middlebury College campus, explore the Sheldon Museum, or take a stroll through the historic downtown area. For a scenic drive, head to the nearby Bread Loaf Mountain for stunning views of the Green Mountains.
  • What are the best Airbnb and vacation rentals in Middlebury, VT?

    Centrally-located Victorian Carriage House, Middlebury Gem Open Concept And 5 Minutes From Town and The Barn At Middlebury are the most popular Airbnb and vacation rentals in Middlebury, VT among travelers.

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

    The scenic Otter Creek Trail is a popular choice for both walking and cycling, offering a flat and easy route along the river. For a more challenging ride, try the Middlebury Bike Path, which climbs up to the top of Chipman Hill for panoramic views of the town.
  • What are the most popular Airbnbs in Middlebury, VT?

  • What sports or outdoor activites can visitors enjoy in and around Middlebury, VT?

    Middlebury is a great place for outdoor enthusiasts. You can go hiking in the Green Mountains, kayaking on Lake Champlain, or skiing at Snow Bowl, a local ski resort with great views of the Champlain Valley. There are also golf courses and tennis courts available.
  • What are the best rentals for families and kids in Middlebury, VT?

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

  • What other towns or cities can be easily accessed from Middlebury, VT?

    Middlebury is conveniently located close to other Vermont towns and cities. You can easily drive to Burlington, the largest city in Vermont, which is about a 45-minute drive away. Rutland, another charming town with a vibrant arts scene, is about a 30-minute drive from Middlebury.
  • What amenities are commonly available in vacation rentals in Middlebury, VT?

    Most vacation rentals in Middlebury will offer basic amenities like WiFi, kitchen facilities, and laundry machines. Many also include fireplaces, hot tubs, and private decks or patios. You can often find rentals with mountain or lake views, depending on your preference.
  • What time of year is best to rent a vacation rental Middlebury, VT?

    The best time to visit Middlebury depends on what you're looking for. Spring and autumn are lovely for hiking and enjoying the changing colours of the leaves. Summer is great for swimming in Lake Champlain and enjoying outdoor activities. Winter is perfect for skiing and snowshoeing. Middlebury is a beautiful place to visit year-round.
  • What are the local dishes in Middlebury, VT region?

    Vermont is known for its maple syrup, so you'll find it in many local dishes. You can try maple-glazed chicken, maple-pecan pancakes, or maple-glazed doughnuts. You should also try Vermont cheddar cheese, which is used in many local dishes, like cheese fondue and mac and cheese.

Popular destinations

Best Middlebury, VT vacation rentals with a balcony

Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
No reviews

Tasteful Two Bedroom Just Minutes To Middlebury!

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.

Best pet friendly Middlebury, VT vacation rentals

Among the 76 accommodations in Middlebury, VT, here are the 2 best pet friendly rentals

Middlebury Carriage House - Middlebury, VT
9.8 12 reviews

Middlebury Carriage House

apartment, Middlebury
This two-bedroom carriage house is situated just under 3.2 kilometres from Middlebury College, offering easy access to the campus and the Vermont countryside.
This newly renovated apartment accommodates up to four guests, featuring two bedrooms with queen beds, a well-equipped kitchen, a second-story porch with views, and a screened porch with shuffleboard, all within a 1.6-kilometre radius of the college.
Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 116 reviews

Tasteful Two Bedroom Just Minutes To Middlebury!

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.
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