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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, 166 reviews
Top guest favourite
Home in Middlebury
New England Charm!
1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 20 reviews
Superhost
Room in Middlebury
Cunningham Towers
2 beds, 1 bathroom
17–22 Aug
4.82 out of 5 average rating, 39 reviews
Guest favourite
Home in Waterbury
Come and enjoy the BURY's of CT!
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 105 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
Top guest favourite
Home in Waterbury
Amazing views of the Brass City
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 159 reviews
Top guest favourite
Room in Hamden
A Restorative Stay in the Woods (at edge of town)
1 queen bed, 1 bathroom
9–14 Sept
4.99 out of 5 average rating, 368 reviews
Guest favourite
Room in Waterbury
Quiet Corner - Room C
1 bed, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Waterbury
Beautiful bunker hill home with Gym and yard!
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
4.89 out of 5 average rating, 9 reviews
Guest suite in Southbury
Watch Hill Hideaway - Unit B
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.73 out of 5 average rating, 63 reviews
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 178 reviews
Guest favourite
Holiday home in Woodbury
UNIQUE and GORGEOUS historic loft style rental
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
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
16–21 Aug
4.73 out of 5 average rating, 15 reviews
Guest favourite
Room in Waterbury
FBM b-2
1 queen bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Southbury
Cozy Nature Retreat at Chateau Madeux
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
4.88 out of 5 average rating, 67 reviews
Superhost
Room in Waterbury
Cozy room for guest
1 bed, 1 bathroom
14–19 Aug
4.88 out of 5 average rating, 8 reviews
Home in Watertown
Historic Litchfield County Home
5 bedrooms, 6 beds, 3.5 bathrooms
17–22 Aug
4.88 out of 5 average rating, 32 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
Farm stay in Bethlehem
The Loft @ Sun One Organic Farm
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.81 out of 5 average rating, 72 reviews