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Search results; Over 1,000 homes in Middlebury

Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.93 out of 5 average rating, 69 reviews
Guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
4.91 out of 5 average rating, 150 reviews
Guest favourite
Home in Middlebury
3 story contemporary log cabin
4 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
4.93 out of 5 average rating, 76 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 1 bed, 1 bathroom
7–12 Jul
4.94 out of 5 average rating, 18 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
Guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 10 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
Top guest favourite
Home in Middlebury
Downtown Middlebury River House
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 bedrooms, 3 queen beds, 1.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 171 reviews
Top guest favourite
Home in Middlebury
Downtown Middlebury Farmhouse
3 bedrooms, 3 queen beds, 2.5 bathrooms
24–29 Jul
4.97 out of 5 average rating, 60 reviews
Guest favourite
Guest house in Middlebury
Historic Farmhouse in Middlebury
4 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
4.87 out of 5 average rating, 155 reviews
Top guest favourite
Flat in Middlebury
Modern Apartment 2 in Middlebury
3 bedrooms, 4 beds, 1 bathroom
9–14 Jul
4.9 out of 5 average rating, 31 reviews
Guest favourite
Farm stay in Cornwall
Charming farmhouse at Sunrise Orchards
5 bedrooms, 7 beds, 3.5 bathrooms
8–13 Jul
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Room in Middlebury
Crow's Nest
1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 220 reviews
Guest favourite
Townhouse in Middlebury
Middlebury Townhouse
3 bedrooms, 4 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.82 out of 5 average rating, 114 reviews
Guest favourite
Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 90 reviews
Top guest favourite
Home in Middlebury
Walk Everywhere and Enjoy a Historic Vermont Home
4 bedrooms, 4 beds, 1.5 bathrooms
8–13 Jul
4.96 out of 5 average rating, 105 reviews
Top guest favourite
Home in Middlebury
Home in Middlebury - Meadow Ranch at Fenn Farm
3 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 47 reviews
Home in Middlebury
Modern farmhouse steps to Middlebury College
4 bedrooms, 4 beds, 3.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 3 reviews