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

The Barn At Middlebury - Middlebury, VT
10 212 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.
Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 33 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.
Close To College-cheerful, Quiet, 2 Bedroom Home - Middlebury, VT
10 122 reviews
Middlebury, VT
25/06 – 27/06
A$427/nighttotal: A$854 (2 )

Close To College-cheerful, Quiet, 2 Bedroom Home

1 2
apartment , Weybridge
This recently renovated apartment is located just 2.4 kilometres from Middlebury College in Middlebury, Vermont, a charming town with shops, restaurants and cultural attractions. The apartment enjoys excellent ratings for location, cleanliness and user experience.
The apartment is comfortably furnished and can accommodate up to 4 guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden and parking, making it a great choice for families and groups.
Walk Everywhere And Enjoy A Historic Vermont Home - Middlebury, VT
9.9 104 reviews
Middlebury, VT
25/06 – 27/06
A$847/nighttotal: A$1694 (2 )

Walk Everywhere And Enjoy A Historic Vermont Home

4 2
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.

Best Middlebury, VT holiday rentals with parking

Renovated East Middlebury House - Middlebury, VT
10 45 reviews
Middlebury, VT
25/06 – 27/06
A$473/nighttotal: A$946 (2 )

Renovated East Middlebury House

1 2
apartment , Middlebury
This recently renovated Middlebury house is situated in a walkable village, a short distance from the Waybury Inn pub and restaurant, and within a few kilometres of Middlebury College and the Middlebury College Snow Bowl.
The two-bedroom, two-bathroom property sleeps four guests and offers a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, and access to outdoor space; winter sports enthusiasts will appreciate its proximity to the Snow Bowl.
Bluebird Studio-
Light Filled And Airy - Middlebury, VT
10 182 reviews
Middlebury, VT
25/06 – 27/06
A$248/nighttotal: A$496 (2 )

Bluebird Studio- Light Filled And Airy

1 2
apartment , Middlebury
This Middlebury self-catering apartment is situated just over 1.6km from the town centre, offering easy access to Middlebury's shops and restaurants.
The 51-square-metre studio features a queen-size bed, a dining area, and an adjoining dressing room, accommodating up to four guests and including a private garden and ample parking.
Country Getaway - Middlebury, VT
9.4 32 reviews
Middlebury, VT
01/08 – 30/09
A$265/nighttotal: A$15900 (60 )

Country Getaway

1 2
apartment , Cornwall
This Cornwall holiday home is situated 11.3km from Middlebury, offering stunning countryside views.
Sleeping six guests, this three-bedroom property boasts a fully equipped kitchen with dishwasher, Wi-Fi, air conditioning, and a deck, plus a washing machine and dryer (restrictions apply).
Middlebury In-town Oasis - Middlebury, VT
9.3 28 reviews
Middlebury, VT
25/06 – 27/06
A$523/nighttotal: A$1046 (2 )

Middlebury In-town Oasis

1 2
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 4 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.
Middlebury Carriage House - Middlebury, VT
10 9 reviews
Middlebury, VT
25/06 – 27/06
A$459/nighttotal: A$918 (2 )

Middlebury Carriage House

1 2
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.
Private Cozy Apartment • Near Middlebury - Middlebury, VT
9.9 90 reviews
Middlebury, VT
01/08 – 30/09
A$199/nighttotal: A$11940 (60 )

Private Cozy Apartment • Near Middlebury

1 2
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.
Cider Mill Rd. Farmhouse - Middlebury, VT
Middlebury, VT
25/06 – 27/06
A$1139/nighttotal: A$2278 (2 )

Cider Mill Rd. Farmhouse

1 2
apartment , Cornwall
This Cornwall flat is located in Cornwall, Vermont, 3.2 kilometres from Middlebury College and the town centre.
This dog-friendly apartment accommodates up to 8 guests and features a kitchen with a freezer, microwave, and dishwasher, plus air conditioning, a garden, and two bathrooms, offering scenic Green Mountain views.
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