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Search results; Over 1,000 homes in Cheshire

Top guest favourite
Guest suite in Cheshire
Cozy & Private Studio Suite
Studio, 1 bed, 1 private bathroom
12–17 Sept
,
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Cheshire
The Ideal Connecticut Getaway.
4 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Cheshire
Beautiful above the garage one king bedroom apt.
1 bedroom, 3 beds
15–20 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Hamden
Quiet Cozy Stay Spacious Home Near Beach & Shops
4 bedrooms, 5 beds
3–8 Sept
4.83 out of 5 average rating, 12 reviews
Cabin in Prospect
#43- Modern Luxury Log Cabin Retreat | Fire Pit
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.69 out of 5 average rating, 13 reviews
Guest favourite
Home in Waterbury
Ideal for sightseeing or long stays.
3 bedrooms, 3 beds
13–18 Sept
4.85 out of 5 average rating, 13 reviews
Guest favourite
Home in Hamden
Cottage Home | Near Quinnipiac University
5 bedrooms, 6 beds
3–8 Sept
4.81 out of 5 average rating, 42 reviews
Guest favourite
Home in Wolcott
Relaxing Lake House Retreat | Family Friendly
3 bedrooms, 4 beds
13–18 Sept
4.93 out of 5 average rating, 27 reviews
Home in Waterbury
Excellent Home Away From Home
3 bedrooms, 3 beds
6–11 Oct
4.82 out of 5 average rating, 33 reviews
Guest suite in Cheshire
In-law suite: 1-br/ba, LR, AC, Private entrance.
1 bedroom, 1 bed
18–23 Sept
4.65 out of 5 average rating, 48 reviews
Guest favourite
Guest suite in Southington
Pet-Friendly 2BR lower-level near Lake Compounce
2 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Southington
Guest Suite in Southington
1 bedroom, 1 bed
13–18 Sept
4.88 out of 5 average rating, 33 reviews
Superhost
Flat in Waterbury
home sweet home
1 bedroom, 3 queen beds
7–12 Sept
4.91 out of 5 average rating, 22 reviews
Home in Southington
#41- Budget Friendly for Large Groups!
4 bedrooms, 7 beds
13–18 Sept
4.74 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Wallingford
Spacious in-law apartment steps from Choate
1 bedroom, 1 queen bed
10–15 Oct
4.96 out of 5 average rating, 421 reviews
Home in Wallingford
The Ugly Duckling, Walk to Rosemary Choate
3 bedrooms, 4 beds
3–8 Sept
4.79 out of 5 average rating, 14 reviews
Guest favourite
Home in Meriden
Relax by the water in a 4 bedroom house
4 bedrooms, 5 beds
6–11 Sept
4.82 out of 5 average rating, 141 reviews
Guest favourite
Home in Wolcott
Lakefront Home, Close to Mt Southington!
3 bedrooms, 5 beds
12–17 Oct
4.94 out of 5 average rating, 49 reviews
Superhost
Flat in Meriden
Cozy and confortable
3 bedrooms, 3 beds
7–12 Sept
4.89 out of 5 average rating, 28 reviews