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Search results; Over 1,000 homes in Middletown

Guest favourite
Apartment in Middletown
Entire place to yourself Cromwell/Middletown Line
1 bedroom, 2 beds, 1 private bathroom
9–14 Aug
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4.94 out of 5 average rating, 193 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, 9 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, 904 reviews
Top guest favourite
Guest suite 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, 158 reviews
Top guest favourite
Flat in Middletown
The Farmhouse Loft Guesthouse
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Middletown
Modern 1BR Near Wesleyan & Main Street
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Middletown
Cozy Apartment Near Wesleyan and Town Center
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.85 out of 5 average rating, 72 reviews
Superhost
Home in Middletown
Cozy Family Home-Sleeps 6 Near Wesleyan & Weddings
2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
New place to stay
Guest favourite
Flat in Middletown
Updated 2-bedroom Near Wesleyan-Middletown
2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Place to stay in Middletown
A Luxury Estate Spacious Historic~White Lion Manor
9 bedrooms, 10 beds, 8.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 98 reviews
Top guest favourite
Home in Middletown
Family Stays, CT
4 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 138 reviews
Guest favourite
Room in Middletown
Bedroom in Georgian mansion
1 queen bed, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Middletown
CozyNest Retreat Room #3 near Wesleyan Univ
1 double bed, 2 bathrooms
24–29 Jul
4.86 out of 5 average rating, 29 reviews
Guest favourite
Home in Middletown
Historic Greek Revival Brick Home
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.89 out of 5 average rating, 341 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, 261 reviews
Guest favourite
Home in Middletown
#40 - Spacious, Sleek & Cozy *Sleeps 10*
3 bedrooms, 2 bunk beds, 2 bathrooms
2–7 Aug
4.75 out of 5 average rating, 61 reviews
Top guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.93 out of 5 average rating, 87 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, 90 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 58 reviews