Vacation Rentals in Middlebury, VT

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Middlebury, VT holiday rentals
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31 Holiday rentals and Airbnb in Middlebury, VT

Best family friendly Middlebury, VT holiday rentals

Among the 31 accommodations in Middlebury, VT, here are the 4 best family friendly rentals

Modern Farmhouse Steps To Middlebury College - Middlebury, VT
10 3 reviews
Middlebury, VT
25/06 – 27/06
A$1462/nighttotal: A$2924 (2 )

Modern Farmhouse Steps To Middlebury College

1 2
apartment , Middlebury
This centrally located flat in Middlebury offers prime downtown access, placing it within 500 meters of Main Street's shops and restaurants, 800 meters from Middlebury College, and a short walk to the Middlebury Museum of Art and Otter Creek.
This four-bedroom, three-bathroom residence accommodates up to 10 guests, featuring a fully equipped kitchen with a freezer, microwave, and dishwasher, air conditioning, a garden, fitness centre, and parking, making it ideal for exploring the town and attending events at the Town Hall Theater.
Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 35 reviews
Middlebury, VT
25/06 – 27/06
A$595/nighttotal: A$1190 (2 )

Updated Farmhouse Minutes From Middlebury

1 2
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.
The Barn At Middlebury - Middlebury, VT
10 213 reviews
Middlebury, VT
18/07 – 01/08
A$886/nighttotal: A$12404 (14 )

The Barn At Middlebury

1 1
apartment , Middlebury
This charming, renovated barn conversion is situated just outside Middlebury's village centre, a 1.6km walk from the town and a 2.4km walk from Middlebury College. The property has received excellent ratings for location, cleanliness, and overall experience.
This self-catering property offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment is fully equipped with modern amenities, including a dishwasher, washer/dryer, and a Nespresso coffee machine, and boasts a private terrace, a screened porch with a fireplace, and a private entrance with parking for up to three vehicles.
Tiny Sparrow House,  Luxury & Charm In Middlebury - Middlebury, VT
10 16 reviews
Middlebury, VT
25/06 – 27/06
A$2354/nighttotal: A$4708 (2 )

Tiny Sparrow House, Luxury & Charm In Middlebury

1 2
apartment , Middlebury
This charming house is located in the heart of Middlebury, just a short walk from both Middlebury College and the town centre, making it ideal for exploring the area's attractions and amenities. The property consistently receives excellent ratings from previous guests for its cleanliness, location and overall experience.
The house offers comfortable accommodation for up to eight guests with four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a large garden with a swing, gas grill, fire pit and Adirondack chairs, as well as free parking.

Best Middlebury, VT holiday rentals with parking

Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
Middlebury, VT
25/06 – 27/06
A$375/nighttotal: A$750 (2 )

Charming One Bedroom Just Minutes To Middlebury!

1 2
apartment , New Haven
This newly renovated one-bedroom flat in New Haven is situated 7.2 kilometres from Middlebury College and offers convenient access to ski resorts and Lake Champlain.
This 74 square metre apartment accommodates up to three guests and features a full kitchen, central heating and air conditioning, super-fast WiFi, laundry facilities, and ample parking, with pets permitted upon prior owner approval and an additional fee.
Modern Woodland Escape W Wshr Dryer And Large Yard - Middlebury, VT
Middlebury, VT
18/07 – 01/08
A$332/nighttotal: A$4648 (14 )

Modern Woodland Escape W Wshr Dryer And Large Yard

1 1
house , Ripton
This Ripton holiday home is situated 35 kilometres from Mad River, 15 kilometres from Branbury State Park, and 16 kilometres from Texas Falls Recreation Area.
This property offers accommodation for six guests with a floor area of 139 square meters, featuring a fully equipped kitchen, air conditioning, on-site parking, and complimentary WiFi, with a large garden for outdoor activities.
Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 183 reviews
Middlebury, VT
25/06 – 27/06
A$319/nighttotal: A$638 (2 )

Charming One Bedroom Just Minutes To Middlebury!

1 2
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.
Middlebury In-town Oasis - Middlebury, VT
9.3 28 reviews
Middlebury, VT
18/07 – 01/08
A$368/nighttotal: A$5152 (14 )

Middlebury In-town Oasis

1 1
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.

Frequently asked questions about holiday rentals in Middlebury, VT

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

    Middlebury is a charming town with lots to see. You can visit the historic Middlebury College campus, explore the beautiful Sheldon Museum, or take a walk through the picturesque Champlain Valley. For a bit of a drive, the Green Mountain National Forest is a great place to go hiking or just enjoy nature.
  • What are the best Airbnb and holiday rentals in Middlebury, VT?

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

    The Otter Creek Trail is a popular choice for walkers and cyclists, running along the river through the town. For a more challenging ride, try the Route 7 scenic byway, which winds its way through the Green Mountains. You can also rent bikes at Middlebury Bike Shop.
  • 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, skiing, snowboarding, or kayaking. In the winter, the Snow Bowl offers skiing and snowboarding. For a more relaxing experience, try fishing on Lake Champlain.
  • 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?

    From Middlebury, you can easily reach Burlington, Vermont, which is about 45 minutes away. Burlington is a larger city with more restaurants, shops, and cultural attractions. Other nearby towns include Waterbury, known for its breweries, and Vergennes, a historic town on Lake Champlain.
  • What amenities are commonly available in vacation rentals in Middlebury, VT?

    Vacation rentals in Middlebury typically offer amenities such as Wi-Fi, laundry facilities, and parking. Many rentals also include kitchenettes or full kitchens, making it easy to prepare your own meals. Some rentals even have fireplaces or hot tubs.
  • What time of year is best to rent a vacation rental Middlebury, VT?

    The best time to visit Middlebury depends on your interests. Summer is a great time for hiking, biking, and swimming, while fall offers beautiful foliage and cooler temperatures. Winter brings skiing and snowboarding, and spring is a good time for a quieter, less crowded visit.

Destinations nearby

Best Middlebury, VT holiday rentals with a balcony

Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
Middlebury, VT
18/07 – 01/08
A$447/nighttotal: A$6258 (14 )

Tasteful Two Bedroom Just Minutes To Middlebury!

2 1
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 holiday rentals

Among the 31 accommodations in Middlebury, VT, here are the 1 best pet friendly rentals

Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 108 reviews
Middlebury, VT
18/07 – 01/08
A$411/nighttotal: A$5754 (14 )

Tasteful Two Bedroom Just Minutes To Middlebury!

2 1
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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