Places to stay in Middlebury, VT

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Middlebury, VT place to stay
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40 Best places to stay in Middlebury, VT

Best family friendly Middlebury, VT lodging

Among the 40 accommodations in Middlebury, VT, here are the 4 best for families

Gracious Two Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 241 reviews
Middlebury, VT
01/09 – 10/09
SG$574/nighttotal: SG$5166 (9 )

Gracious Two Bedroom Just Minutes To Middlebury!

1 5
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.
Modern Farmhouse Steps To Middlebury College - Middlebury, VT
10 3 reviews
Middlebury, VT
25/06 – 27/06
SG$1321/nighttotal: SG$2642 (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.
Colonel's Camp In Buck Haven - Middlebury, VT
9.7 219 reviews
Middlebury, VT
01/09 – 10/09
SG$208/nighttotal: SG$1872 (9 )

Colonel's Camp In Buck Haven

1 5
cabin , Bristol
This charming cabin is situated just a short distance from Bristol, offering a peaceful retreat in the heart of the mountains. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cabin has one bedroom and one bathroom, comfortably accommodating up to six guests. The open layout is perfect for families or groups of friends, and the cabin comes equipped with a kitchen, garden, parking, and internet access.
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.

Best Middlebury, VT lodgings with a pool

Among the 40 accommodations in Middlebury, VT, here are the 1 best ones with a pool

Private Middlebury Cozy One Bedroom With Kitchen. - Middlebury, VT
9.4 90 reviews
Middlebury, VT
16/10 – 22/10
SG$321/nighttotal: SG$1926 (6 )

Private Middlebury Cozy One Bedroom With Kitchen.

1 2
apartment , Middlebury
This Middlebury apartment is conveniently situated within walking distance of the town centre, making it easy to explore the shops, restaurants and attractions. The apartment has received excellent ratings for its location, cleanliness and overall experience.
This one-bedroom flat is perfect for a couple looking for a comfortable and private stay. Guests can enjoy a well-equipped kitchenette, free Wi-Fi, a comfortable queen-sized bed and a television for entertainment.

Frequently asked questions about accommodations in Middlebury, VT

  • When is the ideal time to plan a trip to Middlebury, VT?

    The best time to visit Middlebury is during the autumn, when the leaves are changing colour. The summer is also a great time to visit, with warm weather and plenty of outdoor activities to enjoy. If you're looking for a winter getaway, the snow-covered landscape is truly magical.
  • What are the best accommodations in Middlebury, VT?

    Among the accommodations in Middlebury, VT, Middlebury Inn, Courtyard Middlebury and Middlebury Sweets Motel are the most popular ones.

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

    A popular walking route is the Champlain Valley Trail, which runs along the Otter Creek and offers stunning views of the Green Mountains. For cycling, Route 7 is a great option for a scenic ride through the countryside. You can also explore the Middlebury College campus, which is perfect for a leisurely stroll.
  • What are the best accommodations with a pool in Middlebury, VT?

    Middlebury Inn and Courtyard Middlebury are the best accommodations with a pool in Middlebury, VT.

  • What nearby towns or cities can be explored from Middlebury, VT?

    From Middlebury, you can easily explore the charming town of Brandon, Vermont, known for its marble quarries. A short drive will take you to Burlington, Vermont, a vibrant city on the shores of Lake Champlain, with a bustling waterfront and a lively arts scene. You can also visit the historic town of Bennington, Vermont, famous for its Bennington Battle Monument.
  • What are the best accommodations with a jacuzzi in Middlebury, VT?

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

  • What amenities can travelers expect from accommodations in Middlebury, VT?

    Middlebury has a range of accommodations, from cozy bed and breakfasts to modern hotels. Most places offer amenities like free Wi-Fi, parking, and continental breakfast. Many hotels also have swimming pools, fitness centres, and restaurants.
  • What are the best accommodations for families and kids in Middlebury, VT?

    The best accommodations 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 best pet friendly accommodations in Middlebury, VT?

    The best pet friendly accommodations in Middlebury, VT are Middlebury Inn, Middlebury Sweets Motel and Swift House Inn.

  • What are the best accommodations with parking in Middlebury, VT?

    Middlebury Inn, Courtyard Middlebury and Middlebury Sweets Motel are the best accommodations with parking in Middlebury, VT.

Destinations nearby

Best Middlebury, VT accommodations with a garden

Purple Door Cottage In The Heart Of Middlebury! - Middlebury, VT
10 201 reviews
Middlebury, VT
16/10 – 22/10
SG$747/nighttotal: SG$4482 (6 )

Purple Door Cottage In The Heart Of Middlebury!

1 2
apartment , Middlebury
The Purple Door Cottage is located on a peaceful side street in the heart of Middlebury, just a short walk from the college, restaurants, and shops. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is a two-bedroom property with one bathroom, comfortably accommodating up to eight guests. It features a modern kitchen, a spacious living area, and a large deck with a fire pit and grill, perfect for enjoying the summer evenings.
Vermont Modern Farmhouse + 46 Acres + Spectacular - Middlebury, VT
10 4 reviews
Middlebury, VT
18/07 – 01/08
SG$606/nighttotal: SG$8484 (14 )

Vermont Modern Farmhouse + 46 Acres + Spectacular

3 1
apartment , New Haven
This New Haven, Vermont apartment is a lower-level, self-contained unit on a 46-acre property near Lincoln Peak Vineyard and The Golf Club, with Vergennes Falls Park and Rokeby Museum a short drive away.
The 148 square metre (approximately 1590 square feet) property offers three bedrooms sleeping five, two bathrooms, a fully equipped kitchen including dishwasher, and a Vermont granite terrace with fire pit; nearby activities include boating, fishing, horse riding and mountain climbing.
Private Getaway In East Middlebury, Vt - Middlebury, VT
10 69 reviews
Middlebury, VT
01/09 – 10/09
SG$601/nighttotal: SG$5409 (9 )

Private Getaway In East Middlebury, Vt

1 5
apartment , Middlebury
This Vermont cabin is situated just 15 kilometres from Middlebury, 20 kilometres from Brandon, and 30 kilometres from Vergennes, offering a peaceful retreat in the Robert Frost National Forest. The property has consistently received excellent ratings for cleanliness, location, and user experience.
The home has three bedrooms and one bathroom, comfortably accommodating up to eight guests. Enjoy the large deck, screened-in porch, and fire pit, as well as the well-equipped kitchen and reliable internet access.
Charming Farmhouse At Sunrise Orchards - Middlebury, VT
9.9 48 reviews
Middlebury, VT
01/09 – 10/09
SG$818/nighttotal: SG$7362 (9 )

Charming Farmhouse At Sunrise Orchards

1 5
gîte , Cornwall
This charming farmhouse is situated in the Champlain Valley of central Vermont, just 10 kilometres from Middlebury College and 13 kilometres from Sunrise Orchards, offering a peaceful retreat amidst apple orchards, woods and pastures.
This spacious property sleeps up to 12 guests across five bedrooms and three bathrooms, with two separate living rooms, a screened porch, and a large brick fireplace. The farmhouse provides a fully equipped kitchen with a microwave oven and dishwasher, along with a garden, parking, and internet access. Guests can enjoy seasonal activities such as apple picking, snowshoeing, hiking, and relaxing on the patio.

Best Middlebury, VT accommodations with a kitchen

Guest House Surrounded By National Forest - Middlebury, VT
10 4 reviews
Middlebury, VT
01/09 – 10/09
SG$442/nighttotal: SG$3978 (9 )

Guest House Surrounded By National Forest

3 5
apartment , Bristol
This 3-bedroom guesthouse is situated in Bristol, Vermont, just 56 kilometres from Sugarbush Ski Resort and the National Museum of the Morgan Horse. The surrounding area is ideal for nature lovers, with hiking trails like the Robert Frost Wayside Trail and Warren Falls nearby.
The property features a comfortable living space, a fully equipped kitchen, and a bathroom, accommodating up to 8 guests. It offers amenities such as Wi-Fi, heating, a dryer, and an ironing board, along with towels, soap, toilet paper, and a hairdryer for a hassle-free stay.
Mountainside Cabin  Bristol, Vermont\nunplug. Relax. Reconnect With Nature. - Middlebury, VT
10 4 reviews
Middlebury, VT
01/09 – 10/09
SG$404/nighttotal: SG$3636 (9 )

Mountainside Cabin Bristol, Vermont\nunplug. Relax. Reconnect With Nature.

2 5
cabin , Bristol
This rustic mountain lodge, located in Bristol, Vermont, offers direct access to national forest trails and peaceful pond views, with Middlebury situated 32 to 48 kilometres away and ski resorts such as Sugarbush and Mad River Glen a 72 kilometre drive.
This family-friendly property accommodates up to 10 guests, featuring a well-equipped kitchen with a fridge and microwave, air conditioning, a pool table, ping pong, darts, and an outdoor fire pit, with parking and an exterior security camera for added convenience.
Cozy Pleasant St Apartment In Downtown Middlebury! - Middlebury, VT
Middlebury, VT
16/10 – 22/10
SG$383/nighttotal: SG$2298 (6 )

Cozy Pleasant St Apartment In Downtown Middlebury!

1 2
apartment , Middlebury
This three-bedroom flat is situated within easy walking distance of Middlebury's central shopping and dining area.
This accommodation offers space for up to six guests with two queen beds and one king bed, featuring a recently renovated kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and Wi-Fi.
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.
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