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Search results; Over 1,000 homes in Middletown

Descriptions are based on details hosts provide
Top guest favourite
Flat in Middletown
Quaint 2br apt- 1 block walk to Wesleyan & Main St
2 bedrooms, 3 beds, 1 private bathroom
4–9 Oct
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4.94 out of 5 average rating, 903 reviews
Top guest favourite
Home in Middletown
Renovated Single Family Home in Central CT
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Rooms in Middletown
Guest Suite, 2nd floor, 3 bedrooms, near Downtown!
3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 157 reviews
Top guest favourite
Home in Middletown
Fenced backyard bordering woods near Wesleyan
4 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Place to stay in Middletown
Gated 1936 manor on 7 acres
9 bedrooms, 10 beds, 8.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 97 reviews
Guest favourite
Flat in Middletown
Renovated with a walkable Main Street
2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.97 out of 5 average rating, 101 reviews
Guest favourite
Flat in Middletown
Modern 1BR Near Wesleyan & Main Street
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Middletown
Loft atop a 1790 farmhouse
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Middletown
Cozy Apartment Near Wesleyan and Town Center
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
4.86 out of 5 average rating, 71 reviews
Superhost
Home in Middletown
Private cul-de-sac with a large backyard
2 bedrooms, 5 beds, 2 bathrooms
6–11 Aug
New place to stay
Guest favourite
Home in Middletown
Open-concept layout with a cozy fireplace
3 bedrooms, 2 bunk beds, 2 bathrooms
2–7 Aug
4.75 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Middletown
Beautiful Sunny Apartment in Historic Village
3 bedrooms, 4 beds, 1 bathroom
23–28 Jul
4.83 out of 5 average rating, 260 reviews
Guest favourite
Apartment in Middletown
Entire place to yourself Cromwell/Middletown Line
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 192 reviews
Guest favourite
Home in Middletown
1849 Greek Revival with exposed brick
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.89 out of 5 average rating, 341 reviews
Top guest favourite
Farm stay in Portland
Glamping on a 12-acre working farm
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
4.93 out of 5 average rating, 85 reviews
Guest favourite
Place to stay in Middletown
Bedroom in Georgian mansion
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Middletown
Hot Tub and pool Home away from home
3 bedrooms, 3 beds, 3.5 bathrooms
31 Jul – 5 Aug
4.95 out of 5 average rating, 55 reviews
Superhost
Home in Middletown
Cozy Colonial House | Centrally Located
3 bedrooms, 4 beds, 1 bathroom
27 Jul – 1 Aug
4.79 out of 5 average rating, 89 reviews
Guest favourite
Room in Middletown
Peaceful room with deck near Wesleyan
1 double bed, 2 bathrooms
19–24 Jul
4.86 out of 5 average rating, 28 reviews