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Search results; Over 1,000 homes in Middlefield

Guest favourite
Cottage in Middlefield
Lake Beseck cottage
1 bedroom, 1 bed, 1 private bathroom
14–19 Aug
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4.92 out of 5 average rating, 271 reviews
Guest favourite
Home in Middlefield
Charming Connecticut Hideaway: Year-Round Fun!
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Middletown
Bedroom in Georgian mansion
1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Middlefield
Anchors' Away-
2 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 122 reviews
Guest favourite
Home in Meriden
The studio apartment
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.84 out of 5 average rating, 32 reviews
Home in Middlefield
Walk to Lake: Middlefield Home w/ Fire Pit
4 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.84 out of 5 average rating, 44 reviews
Loft in Durham
The Durham - Circa 1900s Dairy Farm
1 bed, 1 bathroom
7–12 Aug
4.83 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Middletown
Quaint 2br apt- 1 block walk to Wesleyan & Main St
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 911 reviews
Top guest favourite
Yurt in Guilford
Basecamp Bluffs
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 38 reviews
Room in Middletown
The Peaceful stay
1 single bed, 1 bathroom
31 Aug – 5 Sept
New place to stay
Top guest favourite
Room in Hamden
A Restorative Stay in the Woods (at edge of town)
1 queen bed, 1 bathroom
4–9 Sept
4.99 out of 5 average rating, 363 reviews
Top guest favourite
Cabin in Colchester
The Colchester Cottage
1 bedroom, 3 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Farm stay in Glastonbury
Woolly Acres Farm
1 bedroom, 2 beds, 1 bathroom
13–18 Aug
4.99 out of 5 average rating, 292 reviews
Guest favourite
Flat in Haddam
Welcome home! Cozy Apartment in Haddam
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Waterbury
Ideal for sightseeing or long stays.
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Middletown
Modern 1BR Near Wesleyan & Main Street
1 bedroom, 1 bed, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Guest suite in West Haven
Midcentury Lakeside Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 239 reviews
Top guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 21 reviews