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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
Room in Middlebury
Crow's Nest
1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 221 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
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
4.91 out of 5 average rating, 150 reviews
Guest favourite
Flat in Middlebury
Cozy Apartment • Minutes to Middlebury
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.84 out of 5 average rating, 214 reviews
Top guest favourite
Room in Middlebury
Private room with view on hillside
1 bed, 1.5 bathrooms
3–8 Jan
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Middlebury
*Downtown Middlebury Waterfall Studio Apartment*
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 75 reviews
Top guest favourite
Room in Middlebury
Easy walk into Middlebury!
1 king bed, 1 bathroom
18–23 Jul
4.91 out of 5 average rating, 416 reviews
Top guest favourite
Farm stay in Cornwall
Cozy country guest house
1 bedroom, 2 queen beds, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 254 reviews
Top guest favourite
Flat in Middlebury
Walk to Middlebury College
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Middlebury
Sunny Middlebury village house close to campus
3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Boutique hotel in Middlebury
Cozy Cathedral at The Rooms at The Stone Mill
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in New Haven
Beautiful timber frame just minutes to Middlebury!
6 bedrooms, 6 beds, 3.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 146 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
4.94 out of 5 average rating, 18 reviews
Guest favourite
Farm stay in Cornwall
Charming farmhouse at Sunrise Orchards
5 bedrooms, 7 beds, 3.5 bathrooms
13–18 Jul
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Flat in New Haven
Dog Team Falls Apartment - Minutes from Middlebury
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 270 reviews
Home in Middlebury
Modern farmhouse steps to Middlebury College+Town
4 bedrooms, 4 beds, 3.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 4 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
Top 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, 157 reviews