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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
13–18 Jul
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4.92 out of 5 average rating, 268 reviews
Guest favourite
Home in Middlefield
Charming Connecticut Hideaway: Year-Round Fun!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Home in Middlefield
Walk to Lake: Middlefield Home w/ Fire Pit
4.84 out of 5 average rating, 44 reviews, 4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cottage in Middlefield
Anchors' Away-
4.97 out of 5 average rating, 117 reviews, 2 bedrooms, 4 beds, 1 bathroom
3–8 Sept
Top guest favourite
Flat in Middletown
Quaint 2br apt- 1 block walk to Wesleyan & Main St
4.94 out of 5 average rating, 900 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
Top guest favourite
Flat in Middletown
The Farmhouse Loft Guesthouse
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Haddam
The Doll House
5.0 out of 5 average rating, 56 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Rooms in Meriden
Quaint Victorian in Meriden
4.82 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Place to stay in Middletown
Bedroom in Georgian mansion
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Loft in Durham
The Durham - Circa 1900s Dairy Farm
4.83 out of 5 average rating, 98 reviews, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Rooms in Middletown
Guest Suite, 2nd floor, 3 bedrooms, near Downtown!
4.98 out of 5 average rating, 156 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Yurt in Guilford
Basecamp Bluffs
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Superhost
Home in Middletown
Cozy Family Home-Sleeps 6 Near Wesleyan & Weddings
New place to stay, 2 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Farm stay in Portland
RV/Camper Farm Stay
4.93 out of 5 average rating, 85 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Flat in Haddam
Welcome home! Cozy Apartment in Haddam
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Branford
Adorable Beach House on LI Sound
4.98 out of 5 average rating, 97 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug
Home in Middletown
#24 *Serenity* A Lakefront Cottage Retreat
4.71 out of 5 average rating, 97 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Apartment in Middletown
Entire place to yourself Cromwell/Middletown Line
4.94 out of 5 average rating, 191 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
4.89 out of 5 average rating, 569 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug