Holiday Rentals in Middlebury, VT

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Middlebury, VT holiday rentals
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Best Holiday rentals and Airbnb offers in Middlebury, VT

Discover Family-Friendly Self-Catering Rentals in Middlebury, VT

Choosing a holiday rental built for families in Middlebury, VT means city attractions are close by for a much smoother trip.

Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 33 reviews
Middlebury, VT
25/06 – 27/06
£312/nightTotal: £624 (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
£224/nightTotal: £448 (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.
The Barn At Middlebury - Middlebury, VT
10 212 reviews
Middlebury, VT
18/07 – 01/08
£465/nightTotal: £6510 (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.
Miss Dee's Retreat - Middlebury, VT
9.9 95 reviews
Middlebury, VT
01/08 – 30/09
£72/nightTotal: £4320 (60 )

Miss Dee's Retreat

1 2
house , Salisbury
This detached garage apartment is situated in a wooded area just outside Salisbury, offering a tranquil setting with proximity to woodland sounds and wildlife.
This family-friendly accommodation for three guests includes a fully equipped kitchen, a queen-sized bed, a fold-out sleeper chair, a patio with a charcoal grill and fire pit, and access to light exercise equipment, all complemented by complimentary fresh eggs from on-site hens and reliable WiFi.

Compare Holiday Rentals with Parking in Middlebury, VT

A car park at your holiday rental in Middlebury, VT means exploring the city centre is easy every day with no extra faff. Find your perfect stay.

Renovated East Middlebury House - Middlebury, VT
10 45 reviews
Middlebury, VT
25/06 – 27/06
£248/nightTotal: £496 (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.
Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
Middlebury, VT
18/07 – 01/08
£235/nightTotal: £3290 (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.
Modern Woodland Escape W Wshr Dryer And Large Yard - Middlebury, VT
Middlebury, VT
18/07 – 01/08
£204/nightTotal: £2856 (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.
Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
Middlebury, VT
25/06 – 27/06
£197/nightTotal: £394 (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.

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 plenty to see and do. You can visit the beautiful Middlebury College campus, explore the Sheldon Museum, or take a scenic drive along the scenic Route 7. Just a short drive away, you can find the charming town of Brandon, home to the Vermont Marble Quarry and the Brandon Historical Society Museum.
  • 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 both walking and cycling, offering stunning views of the Green Mountains. For a shorter walk, try the Middlebury Village Green, a lovely park in the heart of town. If you're looking for a more challenging ride, the Route 7 scenic byway offers beautiful views and rolling hills.
  • 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 haven for outdoor enthusiasts. You can go hiking in the Green Mountains, kayaking on Lake Champlain, or skiing at the nearby Snow Bowl. For a more relaxed experience, you can go fishing on the Otter Creek or take a scenic bike ride along the Route 7 scenic byway.
  • 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's largest city, which is about a 45-minute drive away. The charming town of Vergennes, known for its historic architecture, is just a 15-minute drive from Middlebury. Also, a short drive away is the town of Rutland, known for its historic downtown and its proximity to the Green Mountains.
  • What are the best rentals or Airbnbs with a jacuzzi in Middlebury, VT?

    The best holiday rental or Airbnb with a jacuzzi in Middlebury, VT is Middlebury - Vt Newly Renovated Four Bedroom Luxury Home (Sleeps 8).

  • What amenities are commonly available in vacation rentals in Middlebury, VT?

    Vacation rentals in Middlebury typically offer a range of amenities, including fully equipped kitchens, comfortable living spaces, and laundry facilities. Many also include private decks or patios, perfect for enjoying the beautiful scenery. Some rentals even offer hot tubs or fireplaces for added comfort.
  • 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 ideal for outdoor activities, while autumn offers stunning foliage. Winter brings snow sports and a charming, cozy atmosphere. Spring is a beautiful time to witness the rebirth of nature.
  • What are the local dishes in Middlebury, VT region?

    The local cuisine in Middlebury reflects the region's agricultural heritage. You'll find plenty of fresh, locally sourced ingredients, including maple syrup, cheddar cheese, and Vermont-grown apples. Try a classic New England clam chowder or a hearty Vermont-style stew. Don't forget to sample the local craft beers and wines.

Destinations nearby

Check Out Holiday Rentals with a Balcony in Middlebury, VT

Private balconies with city skyline views come as standard at these holiday rentals in Middlebury, VT for a lovely start to your day.

Tasteful Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
Middlebury, VT
18/07 – 01/08
£235/nightTotal: £3290 (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.

Top Pet-Friendly Holiday Rentals in Middlebury, VT

Bringing your dog to Middlebury, VT? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

Easy Access To Middlebury - Middlebury, VT
Middlebury, VT
01/08 – 30/09
£151/nightTotal: £9060 (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.
Walk Everywhere And Enjoy A Historic Vermont Home - Middlebury, VT
9.9 104 reviews
Middlebury, VT
25/06 – 27/06
£444/nightTotal: £888 (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.
Middlebury In-town Oasis - Middlebury, VT
9.3 28 reviews
Middlebury, VT
25/06 – 27/06
£275/nightTotal: £550 (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.
Forest Getaway - Middlebury, VT
Middlebury, VT
01/08 – 30/09
£313/nightTotal: £18780 (60 )

Forest Getaway

1 2
apartment , New Haven
This private woodland dwelling is situated 8 kilometres from Middlebury and Bristol, offering proximity to Lake Champlain and numerous state parks.
This apartment accommodates up to 8 guests and features 3 bathrooms, a kitchen, air conditioning, and internet, ideal for exploring Vermont's outdoor activities.
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