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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
14–19 Aug
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4.94 out of 5 average rating, 164 reviews
Top guest favourite
Flat in Middlebury
Cozy One Bedroom Apartment in Middlebury, CT
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Superhost
Room in Middlebury
Cunningham Towers
4.82 out of 5 average rating, 39 reviews, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Waterbury
Beautiful bunker hill home with Gym and yard!
4.86 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Middlebury
New England Charm!
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Waterbury
Come and enjoy the BURY's of CT!
4.95 out of 5 average rating, 105 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
Guest favourite
Cabin in Woodbury
Cozy Cabin By The Brook One
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Guest favourite
Flat in Watertown
Steele Brook Manor
4.94 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Top guest favourite
Guest suite in Woodbury
NewEngland Apart/Woodbury Bike trail&Peaceful!
4.98 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Aug
Guest favourite
Home in Woodbury
Ferris House: Private 19th Century Home
4.94 out of 5 average rating, 107 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in Woodbury
The serenity farm cottage
4.89 out of 5 average rating, 27 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Bethlehem
Nature’s Nest: Cozy Woodland Escape for Friends
4.95 out of 5 average rating, 21 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
Guest favourite
Home in Bethlehem
Quiet Lake Retreat | Fenced Yard | Beach Access
4.88 out of 5 average rating, 43 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cabin in Woodbury
The Cozy Cabin By The Brook
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 1 bathroom
5–10 Aug
Top guest favourite
Flat in Southbury
Cozy Apartment Centrally Located in Southbury
4.97 out of 5 average rating, 102 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
4.9 out of 5 average rating, 77 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Aug
Superhost
Guest suite in Waterbury
Private cozy getaway
4.87 out of 5 average rating, 169 reviews, 1 bedroom, 3 beds, 1 bathroom
13–18 Aug
Superhost
Flat in Watertown
Taft School Watertown/Oakville
4.96 out of 5 average rating, 26 reviews, 2 bedrooms, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
4.99 out of 5 average rating, 172 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug