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Search results; Over 1,000 homes in Middlebury

Top guest favourite
Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 bedrooms, 3 beds, 1.5 private bathrooms
29 Aug – 3 Sept
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5.0 out of 5 average rating, 171 reviews
Top guest favourite
Home in Middlebury
Middlebury Bungalow
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
4.91 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
4.97 out of 5 average rating, 145 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Room in Middlebury
Crow's Nest
4.94 out of 5 average rating, 221 reviews, 1 queen bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Middlebury
Midd Manor
4.94 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Middlebury
Downtown Middlebury Farmhouse
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Jul
Top guest favourite
Guest house in Middlebury
Historic Farmhouse in Middlebury
4.87 out of 5 average rating, 157 reviews, 4 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Home in Middlebury
3 story contemporary log cabin
4.94 out of 5 average rating, 77 reviews, 4 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
Home in Middlebury
Walkable Middlebury family home
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 3 bathrooms
28 Jul – 2 Aug
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
4.93 out of 5 average rating, 70 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Middlebury
The Middlebury Cottage
4.91 out of 5 average rating, 95 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Middlebury
Modern Apartment 1 in Middlebury
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 3 beds, 1 bathroom
4–9 Aug
Top guest favourite
Home in Middlebury
Downtown Middlebury River House
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Aug
Top guest favourite
Home in Middlebury
Home in Middlebury - Meadow Ranch at Fenn Farm
5.0 out of 5 average rating, 47 reviews, 3 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
Home in New Haven
Forest getaway
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
Guest favourite
Guest suite in Middlebury
Cozy, quiet 1-bedroom apartment with fabulous view
4.95 out of 5 average rating, 40 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Home in Cornwall
Custom Home, minutes from Middlebury
5.0 out of 5 average rating, 118 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
Guest favourite
Flat in Middlebury
Cozy Apartment • Minutes to Middlebury
4.84 out of 5 average rating, 214 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug