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Search results; Over 1,000 homes in Middlebury

Descriptions are based on details hosts provide
Top guest favourite
Home in Middlebury
Walk Everywhere and Enjoy a Historic Vermont Home
4 bedrooms, 4 beds, 1.5 private bathrooms
31 Jul – 5 Aug
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4.96 out of 5 average rating, 105 reviews
Top guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Middlebury
Walk to Main Street with private parking
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 151 reviews
Top guest favourite
Room in Middlebury
Quiet country suite near Middlebury College
1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 221 reviews
Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 145 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Home in Middlebury
1790s farmhouse with a baby grand piano
3 bedrooms, 3 queen beds, 2.5 bathrooms
24–29 Jul
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Guest house in Middlebury
1800s brick farmhouse in a tranquil valley
4 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
4.87 out of 5 average rating, 157 reviews
Guest favourite
Home in Middlebury
3 story contemporary log cabin
4 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
4.94 out of 5 average rating, 77 reviews
Home in Middlebury
Walkable Middlebury family home
5 bedrooms, 7 beds, 3 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 70 reviews
Guest favourite
Home in Middlebury
Walk to downtown and Middlebury College
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 95 reviews
Top guest favourite
Home in Middlebury
Floor-to-ceiling windows on Otter Creek
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Middlebury
Modern Apartment 1 in Middlebury
3 bedrooms, 3 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Middlebury
Renovated ranch with a deck and fire pit
3 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Middlebury
Modern farmhouse with a chef’s kitchen
3 bedrooms, 3 queen beds, 1.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 171 reviews
Home in New Haven
Forest getaway
4 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
New place to stay
Top guest favourite
Home in Cornwall
Custom Home, minutes from Middlebury
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 118 reviews
Guest favourite
Guest suite in Middlebury
Green Mountain views from a private deck
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.95 out of 5 average rating, 40 reviews