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Search results; Over 1,000 homes in Middlebury

Top guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 158 reviews
Top guest favourite
Room in Middlebury
Crow's Nest
1 queen bed, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 224 reviews
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 78 reviews
Top guest favourite
Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 103 reviews
Top guest favourite
Room in Middlebury
Easy walk into Middlebury!
1 king bed, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 423 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, 215 reviews
Top guest favourite
Guest house in Middlebury
Historic Farmhouse in Middlebury
4 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.88 out of 5 average rating, 160 reviews
Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 146 reviews
Guest favourite
Room in Ripton
Mother's Mountain House: Mira's Room
1 double bed, 1 bathroom
19–24 Aug
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Home in Ripton
Modern Woodland Escape w Wshr dryer and Large Yard
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Room in Ripton
Mother's Mountain House: The Blue Room
1 queen bed, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 31 reviews
Home in Middlebury
New England Chalet – Champlain Valley
4 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 25 reviews
Guest favourite
Home in Ripton
Cozy Cottage Near Nature
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Flat in New Haven
Charming one bedroom just minutes to Middlebury!
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 187 reviews
Top guest favourite
Yurt in Bristol
Cozy Vermont Yurt on a Maple Farm
2 beds, 1 bathroom
18–23 Oct
4.93 out of 5 average rating, 393 reviews
Guest favourite
Boutique hotel in Middlebury
Cozy Cathedral at The Rooms at The Stone Mill
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Guest house in Salisbury
VT Getaway Near Middlebury & Lake Dunmore
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.95 out of 5 average rating, 164 reviews