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Search results; Over 1,000 homes in Middlebury

Guest favourite
Boutique hotel in Middlebury
Cozy Cathedral at The Rooms at The Stone Mill
1 bedroom, 1 bed, 1 private bathroom
16–21 Aug
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4.97 out of 5 average rating, 101 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 19 reviews
Guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 152 reviews
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 72 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, 222 reviews
Top guest favourite
Room in Middlebury
Easy walk into Middlebury!
1 king bed, 1 bathroom
1–6 Aug
4.91 out of 5 average rating, 419 reviews
Home in New Haven
Forest getaway
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
New place to stay
Top guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 96 reviews
Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 145 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
Home in Cornwall
Vermont Schoolhouse
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
1 bedroom, 2 queen beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 184 reviews
Top guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 876 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
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
Top guest favourite
Home in Middlebury
Renovated East Middlebury House
2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Middlebury
Weybridge Cottage |Steps from Middlebury College
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 14 reviews
Home in Middlebury
New England Chalet – Champlain Valley
4 bedrooms, 4 beds, 2 bathrooms
21–26 Sept