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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
11–16 Sept
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4.92 out of 5 average rating, 274 reviews
Home in Middlefield
Walk to Lake: Middlefield Home w/ Fire Pit
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.84 out of 5 average rating, 45 reviews
Guest favourite
Home in Middlefield
Charming Connecticut Hideaway: Year-Round Fun!
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Middlefield
Anchors' Away-
2 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 126 reviews
Cabin in Northford
Casa Yamagoya
4 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.85 out of 5 average rating, 61 reviews
Guest favourite
Home in Meriden
Relax by the water in a 4 bedroom house
4 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.82 out of 5 average rating, 141 reviews
Guest favourite
Home in Middletown
Cozy Family Home-Sleeps 6 Near Wesleyan & Weddings
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Guilford
Peaceful Farm Country Getaway
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Wallingford
Spacious in-law apartment steps from Choate
1 bedroom, 1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.96 out of 5 average rating, 421 reviews
Home in Cromwell
Modern Ranch | 3 King Beds Near TPC Golf
3 bedrooms, 3 king beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 65 reviews
Guest favourite
Guest house in Middletown
Cozy Historic Home Guest Suite
1 bedroom, 1 bed, 1 bathroom
3–8 Nov
4.89 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in Haddam
Private Cottage Retreat with Heated Pool
1 bedroom, 3 beds, 1 bathroom
10–15 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Flat in Middletown
Modern 1BR Near Wesleyan & Main Street
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
4.93 out of 5 average rating, 30 reviews
Guest favourite
Home in Cheshire
The Ideal Connecticut Getaway.
4 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 7 reviews
Home in Wallingford
Entire Wallingford Home
3 bedrooms, 3 beds, 1 bathroom
9–14 Sept
New place to stay
Top guest favourite
Home in Middletown
Renovated Single Family Home in Central CT
3 bedrooms, 3 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
9–14 Sept
4.79 out of 5 average rating, 34 reviews
Loft in Durham
The Durham - Circa 1900s Dairy Farm
1 bed, 1 bathroom
9–14 Sept
4.83 out of 5 average rating, 100 reviews