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Search results; Over 1,000 homes in Cheshire

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Top guest favourite
Guest suite in Cheshire
Cozy & Private Studio Suite
Studio, 1 bed, 1 private bathroom
12–17 Sept
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4.93 out of 5 average rating, 254 reviews
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Guest favourite
Home in Cheshire
The Ideal Connecticut Getaway.
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in Cheshire
Beautiful above the garage one king bedroom apt.
1 bedroom, 3 beds, No bathroom
15–20 Sept
5.0 out of 5 average rating, 20 reviews
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Cabin in Prospect
#43- Modern Luxury Log Cabin Retreat | Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.69 out of 5 average rating, 13 reviews
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Guest favourite
Home in Waterbury
Ideal for sightseeing or long stays.
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.85 out of 5 average rating, 13 reviews
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Guest favourite
Home in Wolcott
Relaxing Lake House Retreat | Family Friendly
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 27 reviews
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Home in Southington
#41- Budget Friendly for Large Groups!
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.74 out of 5 average rating, 34 reviews
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Home in Waterbury
Excellent Home Away From Home
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
4.82 out of 5 average rating, 33 reviews
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Guest favourite
Cabin in Hamden
Authentic Log Cabin Getaway on Sleeping Giant
4 bedrooms, 4 beds, 3 bathrooms
4–9 Sept
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Home in New Britain
Bright & Private WHOLE HOUSE 4 YOU Near Everything
3 bedrooms, 6 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 119 reviews
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Guest favourite
Guest suite in Southington
Pet-Friendly 2BR lower-level near Lake Compounce
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Flat in Waterbury
Home away from home
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 111 reviews
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Home in Wallingford
The Ugly Duckling, Walk to Rosemary Choate
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.79 out of 5 average rating, 14 reviews
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Top guest favourite
Flat in Wallingford
Spacious in-law apartment steps from Choate
1 bedroom, 1 queen bed, 1 bathroom
10–15 Oct
4.96 out of 5 average rating, 421 reviews
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Home in Southington
#9 - 4 Br/5 Queen Bed House- Central CT!
4 bedrooms, 5 queen beds, 1 bathroom
6–11 Sept
4.74 out of 5 average rating, 123 reviews
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Superhost
Home in Hamden
6 BDR | Large Yard | Hot Tub
6 bedrooms, 10 beds, 3 bathrooms
6–11 Sept
4.57 out of 5 average rating, 93 reviews
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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
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Top guest favourite
Home in Wolcott
Peaceful 2BR Retreat Near Bristol & Waterbury
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Oct
4.96 out of 5 average rating, 26 reviews
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Guest suite in Cheshire
In-law suite: 1-br/ba, LR, AC, Private entrance.
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
4.65 out of 5 average rating, 48 reviews