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Search results; Over 1,000 homes in Middlefield

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Top guest favourite
Cottage in Middlefield
Anchors' Away-
2 bedrooms, 4 beds, 1 private bathroom
18–23 Oct
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4.98 out of 5 average rating, 126 reviews
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Guest favourite
Cottage in Middlefield
Lake Beseck cottage
1 bedroom, 1 double bed, 1 bathroom
3–8 Oct
4.92 out of 5 average rating, 275 reviews
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Guest favourite
Home in Middlefield
Charming Connecticut Hideaway: Year-Round Fun!
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 13 reviews
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Home in Middlefield
Walk to Lake: Middlefield Home w/ Fire Pit
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.85 out of 5 average rating, 46 reviews
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Top guest favourite
Home in Middletown
Family Stays, CT
4 bedrooms, 5 beds, 2 bathrooms
29 Nov – 4 Dec
4.99 out of 5 average rating, 145 reviews
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Loft in Durham
The Durham - Circa 1900s Dairy Farm
1 bed, 1 bathroom
28 Sept – 3 Oct
4.83 out of 5 average rating, 100 reviews
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Home in Meriden
Spacious 4BR Meriden Home with Large Backyard
4 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Guest suite in Middletown
Guest Suite, 2nd floor, 3 bedrooms, near Downtown!
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 163 reviews
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Home in Middletown
Historic Home 3 Mi to Middletown Main Street
6 bedrooms, 8 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Guest suite in Durham
Spacious Studio in quiet neighborhood.
2 beds, 1 bathroom
27 Sept – 2 Oct
4.84 out of 5 average rating, 62 reviews
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Top guest favourite
Flat in Middletown
The Farmhouse Loft Guesthouse
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
5.0 out of 5 average rating, 21 reviews
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Superhost
Home in Middletown
Hilltop A-frame retreat
2 bedrooms, 2 queen beds, 3 bathrooms
27 Sept – 2 Oct
4.8 out of 5 average rating, 5 reviews
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Guest favourite
Room in Middletown
Bedroom in Georgian mansion
1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Middletown
Lakeside apartment 2.5 miles from Wesleyan campus!
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.84 out of 5 average rating, 205 reviews
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Cabin in Northford
Casa Yamagoya
4 bedrooms, 5 beds, 2 bathrooms
29 Sept – 4 Oct
4.85 out of 5 average rating, 61 reviews
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Guest favourite
Home in Middletown
Hot Tub and pool Home away from home
3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 62 reviews
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Guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.91 out of 5 average rating, 102 reviews
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Superhost
Room in Middletown
Rotterdam Room by Wesleyan
1 queen bed, 1 bathroom
28 Sept – 3 Oct
New place to stay
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Guest favourite
Flat in Meriden
Cozy and confortable
3 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.9 out of 5 average rating, 31 reviews