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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
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4.94 out of 5 average rating, 164 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
5–10 Aug
4.88 out of 5 average rating, 8 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
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
Flat in Southbury
Cozy Apartment Centrally Located in Southbury
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 102 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
Cottage in Woodbury
The serenity farm cottage
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.89 out of 5 average rating, 27 reviews
Top guest favourite
Guest suite in Woodbury
NewEngland Apart/Woodbury Bike trail&Peaceful!
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 41 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
Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
4.95 out of 5 average rating, 21 reviews
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Nov
4.9 out of 5 average rating, 77 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 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
Home in Middlebury
Lake Quassapaug Homestead
2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
4.75 out of 5 average rating, 8 reviews
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Aug
4.94 out of 5 average rating, 107 reviews
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
25–30 Aug
4.88 out of 5 average rating, 32 reviews
Home in Cheshire
The Ideal Connecticut Getaway.
4 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Bethlehem
The Parish house
3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 6 reviews