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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
17–22 Aug
5.0 out of 5 average rating, 10 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, 123 reviews
Guest favourite
Room in Middletown
Bedroom in Georgian mansion
1 queen bed, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 8 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, 912 reviews
Top guest favourite
Yurt in Guilford
Basecamp Bluffs
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 39 reviews
Loft in Durham
The Durham - Circa 1900s Dairy Farm
1 bed, 1 bathroom
13–18 Aug
4.83 out of 5 average rating, 100 reviews
Superhost
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, 4 reviews
Guest favourite
Guest house in Cromwell
The New England Tiny Home Experience—Coffee & More
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Cabin in Colchester
The Colchester Cottage
1 bedroom, 3 beds, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 14 reviews
Houseboat in Glastonbury
Sunset River Boat
1 bedroom, 4 beds, 1 bathroom
16–21 Aug
New place to stay
Home in Middlefield
Walk to Lake: Middlefield Home w/ Fire Pit
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.84 out of 5 average rating, 44 reviews
Superhost
Rooms in Middletown
Ventures 2
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.82 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 572 reviews
Superhost
Room in Guilford
Fortune's Paradise - Primary room/private bathroom
1 king bed, 3 bathrooms
16–21 Aug
New place to stay
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, 61 reviews
Guest favourite
Room in Guilford
On the Lane, Off the Beaten Path
1 bed, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 58 reviews
Top guest favourite
Room in Hamden
A Restorative Stay in the Woods (at edge of town)
1 queen bed, 1 bathroom
9–14 Sept
4.99 out of 5 average rating, 368 reviews
Top guest favourite
Flat in East Haddam
Penny Corner Airbnb
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.9 out of 5 average rating, 223 reviews