Best apartment offers in Middlebury, VT

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Middlebury, VT apartments
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31 Holiday apartments Middlebury, VT

Best family friendly Middlebury, VT Holiday Apartments and Self Catering Accommodations

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

Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 33 reviews
Middlebury, VT
25/06 – 27/06
SG$538/nightTotal: SG$1076 (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.
Green Mountain Village Getaway In Picturesque Bristol, Vermont. - Middlebury, VT
10 7 reviews
Middlebury, VT
18/07 – 01/08
SG$518/nightTotal: SG$7252 (14 )

Green Mountain Village Getaway In Picturesque Bristol, Vermont.

4 1
apartment , Bristol
This four-bedroom house near Bristol, Vermont, is a short 1.6km walk from Lawrence Memorial Library and Holley Hall, and within a 2.4km radius of Bristol Cliffs Wilderness and Green Mountain National Forest.
This family-friendly dwelling boasts a fully equipped kitchen, Wi-Fi, a terrace, garden, tennis court, parking, and sleeps eight guests, with added amenities including barbecue grills and a sofa bed; enjoy stunning mountain views and tranquil surroundings.
Tiny Sparrow House,  Luxury & Charm In Middlebury - Middlebury, VT
10 16 reviews
Middlebury, VT
25/06 – 27/06
SG$2128/nightTotal: SG$4256 (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.
Close To College-cheerful, Quiet, 2 Bedroom Home - Middlebury, VT
10 122 reviews
Middlebury, VT
25/06 – 27/06
SG$386/nightTotal: SG$772 (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.

Best Middlebury, VT holiday apartments with a kitchen

Bright Neighborhood Home In Town - Middlebury, VT
9.6 11 reviews
Middlebury, VT
16/10 – 22/10
SG$515/nightTotal: SG$3090 (6 )

Bright Neighborhood Home In Town

1 2
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.
Middlebury Carriage House - Middlebury, VT
10 9 reviews
Middlebury, VT
16/10 – 22/10
SG$405/nightTotal: SG$2430 (6 )

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.
The Cottage Apartment In Downtown Middlebury. - Middlebury, VT
9.8 142 reviews
Middlebury, VT
16/10 – 22/10
SG$258/nightTotal: SG$1548 (6 )

The Cottage Apartment In Downtown Middlebury.

1 2
apartment , Middlebury
This first-floor cottage apartment is located on Main Street in downtown Middlebury, just a short walk from shops, restaurants, and Middlebury College. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a separate entrance, private parking, and a garden, making it ideal for families or small groups of up to four people. It offers a fully equipped kitchen, a comfortable living space, and is within easy reach of both the Middlebury College Snow Bowl for winter sports and Lake Champlain for water activities.
Renovated East Middlebury House - Middlebury, VT
10 45 reviews
Middlebury, VT
25/06 – 27/06
SG$427/nightTotal: SG$854 (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.

Frequently asked questions about apartment rentals in Middlebury, VT

  • What are the most popular outdoor activities in Middlebury, VT?

    There are many outdoor activities in Middlebury. You can hike or bike the trails around the Bread Loaf Mountain, go kayaking or canoeing on Lake Champlain, or go swimming at the Middlebury Town Beach. You could also enjoy a scenic walk along the Otter Creek.
  • What are the best apartments in Middlebury, VT?

    Among the apartments in Middlebury, VT, Downtown Middlebury 3 Br Home - Walk Everywhere, The Barn At Middlebury and Downtown 1 Bedroom Apartment In Middlebury are the most popular ones.

  • What is Middlebury, VT best known for?

    Middlebury is best known for its beautiful natural surroundings, its prestigious college, and its vibrant arts scene. It is also known for its charming downtown area, with its many shops and restaurants.
  • What are the best apartments for families and kids in Middlebury, VT?

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

  • What are the closest cities to visit near Middlebury, VT?

    The nearest major city to Middlebury is Burlington, about 40km away, which has a thriving arts and culture scene, a bustling waterfront, and a variety of shops and restaurants. You could also visit the charming city of Rutland, about 50km away, known for its historic downtown and its proximity to the Green Mountain National Forest.
  • What are the best pet friendly apartments in Middlebury, VT?

  • What are the best ways to relax in Middlebury, VT?

    Middlebury is a great place to unwind. You could take a stroll through the historic downtown area, enjoy a picnic at the Middlebury Town Beach, or relax at the Middlebury Inn, which has a spa and a cozy fireplace.
  • What are the best apartments with parking in Middlebury, VT?

  • What are the advantages of choosing an apartment for your stay in Middlebury, VT?

    Apartments in Middlebury offer more space and privacy than a hotel room, and they can be a more affordable option, especially for longer stays. You can also find apartments with kitchens, which allows you to cook your own meals and save money on dining out.

Destinations nearby

Best Middlebury, VT holiday apartments with air conditioning

Scandi Vermont Retreat - Middlebury, VT
10 4 reviews
Middlebury, VT
25/06 – 27/06
SG$844/nightTotal: SG$1688 (2 )

Scandi Vermont Retreat

1 2
apartment , Middlebury
This newly built Scandinavian-style house near Middlebury, Vermont, is less than 8km from the town centre and Middlebury College, and within a 24km radius of the Rikert Nordic Centre and Middlebury College Snowbowl.
This two-bedroom, two-bathroom property sleeps five, boasting a state-of-the-art kitchen, a hot tub, a Peloton bike, and stunning Green Mountains and Adirondack views; it's perfect for families or groups seeking a self-catering stay with easy access to local attractions.
Bluebird Studio-
Light Filled And Airy - Middlebury, VT
10 182 reviews
Middlebury, VT
16/10 – 22/10
SG$216/nightTotal: SG$1296 (6 )

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.
Modern Woodland Escape W Wshr Dryer And Large Yard - Middlebury, VT
Middlebury, VT
18/07 – 01/08
SG$352/nightTotal: SG$4928 (14 )

Modern Woodland Escape W Wshr Dryer And Large Yard

1 1
apartment , Ripton
This secluded craftsman bungalow in Ripton offers privacy on a wooded lot, situated minutes from the Ripton General Store, 8 kilometres from the Breadloaf campus, a 15-minute drive to Middlebury, and 40 minutes to Sugarbush ski resort, with convenient access to Green Mountain National Forest for outdoor pursuits.
This detached dwelling spans 139 square metres, accommodates up to four guests with one bedroom and one bathroom, and features a fully equipped kitchen, in-unit laundry, central air conditioning, parking, and a dedicated electric vehicle charger.
Vt Country Cottage - Middlebury, VT
10 20 reviews
Middlebury, VT
18/07 – 01/08
SG$326/nightTotal: SG$4564 (14 )

Vt Country Cottage

1 1
apartment , Middlebury
This Middlebury cottage, near Middlebury College Snow Bowl and a short distance (approximately 1-2 km) from Middlebury's town centre, offers easy access to skiing, snowmobiling, and hiking trails.
The three-bedroom property sleeps eight, features a spacious open-plan living area, a fully equipped kitchen with dishwasher, and a full bathroom with washer/dryer; high-speed internet and television are also provided.

Best pet-friendly Middlebury, VT holiday apartments

Among the 31 accommodations in Middlebury, VT, here are the 4 best pet friendly holiday apartments

Middlebury In-town Oasis - Middlebury, VT
9.3 28 reviews
Middlebury, VT
25/06 – 27/06
SG$473/nightTotal: SG$946 (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.
Easy Access To Middlebury - Middlebury, VT
Middlebury, VT
01/08 – 30/09
SG$260/nightTotal: SG$15600 (60 )

Easy Access To Middlebury

1 2
apartment , Middlebury
This two-bedroom flat in Middlebury is centrally located, offering easy access to the town centre and Middlebury College, which is within a 5-minute drive or a walkable distance via the Trail Around Middlebury (TAM).
This pet-friendly apartment accommodates up to four guests and includes internet, air conditioning, and a kitchen, with the added benefit of a fitness centre and proximity to outdoor pursuits on the TAM.
Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 183 reviews
Middlebury, VT
18/07 – 01/08
SG$230/nightTotal: SG$3220 (14 )

Charming One Bedroom Just Minutes To Middlebury!

1 1
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.
Cider Mill Rd. Farmhouse - Middlebury, VT
Middlebury, VT
25/06 – 27/06
SG$1030/nightTotal: SG$2060 (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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