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Search results; Over 1,000 homes in Middlebury

Top guest favourite
Flat in Middlebury
Cozy Apartment with Water View of Brook
1 bedroom, 1 bed, 1 private bathroom
17–22 Aug
,
4.94 out of 5 average rating, 164 reviews
Superhost
Room in Middlebury
Cunningham Towers
2 beds, 1 bathroom
9–14 Aug
4.82 out of 5 average rating, 39 reviews
Top guest favourite
Home in Middlebury
New England Charm!
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Waterbury
Beautiful bunker hill home with Gym and yard!
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.88 out of 5 average rating, 8 reviews
Guest favourite
Home in Waterbury
Come and enjoy the BURY's of CT!
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 105 reviews
Guest favourite
Room in Waterbury
Quiet Corner - Room C
1 bed, 1 bathroom
9–14 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Middlebury
Cozy One Bedroom Apartment in Middlebury, CT
1 bedroom, 2 queen beds, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Room in Waterbury
Ideal Room for a Cozy Getaway!
1 bed, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Cottage in Woodbury
The serenity farm cottage
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.89 out of 5 average rating, 27 reviews
Guest favourite
Holiday home in Woodbury
UNIQUE and GORGEOUS historic loft style rental
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
4.87 out of 5 average rating, 62 reviews
Room in Waterbury
Spacious Room in a Safe Area in a Colonial
2 beds, 2 bathrooms
13–18 Aug
4.73 out of 5 average rating, 15 reviews
Top guest favourite
Room in Hamden
A Restorative Stay in the Woods (at edge of town)
1 queen bed, 1 bathroom
4–9 Sept
4.99 out of 5 average rating, 363 reviews
Superhost
Flat in Waterbury
Home away from home
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Aug
4.92 out of 5 average rating, 107 reviews
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 175 reviews
Guest favourite
Home in Bethlehem
Quiet Lake Retreat | Fenced Yard | Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 44 reviews
Guest favourite
Flat in Watertown
Steele Brook Manor
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 106 reviews
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 71 reviews
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Aug
4.94 out of 5 average rating, 107 reviews