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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
Flat in Middletown
Quaint 2br apt- 1 block walk to Wesleyan & Main St
4.94 out of 5 average rating, 903 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
Top guest favourite
Home in Middletown
Renovated Single Family Home in Central CT
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Rooms in Middletown
Guest Suite, 2nd floor, 3 bedrooms, near Downtown!
4.98 out of 5 average rating, 157 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Flat in Middletown
Modern 1BR Near Wesleyan & Main Street
4.96 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Middletown
The Farmhouse Loft Guesthouse
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Flat in Middletown
Updated 2-bedroom Near Wesleyan-Middletown
4.97 out of 5 average rating, 101 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Superhost
Home in Middletown
Cozy Family Home-Sleeps 6 Near Wesleyan & Weddings
New place to stay, 2 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Middletown
Family Stays, CT
4.99 out of 5 average rating, 136 reviews, 4 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
Top guest favourite
Flat in Middletown
Cozy Apartment Near Wesleyan and Town Center
4.86 out of 5 average rating, 71 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Aug
Top guest favourite
Place to stay in Middletown
A Luxury Estate Historic Spacious~White Lion Manor
4.96 out of 5 average rating, 97 reviews, 9 bedrooms, 10 beds, 8.5 bathrooms
25–30 Oct
Guest favourite
Place to stay in Middletown
Bedroom in Georgian mansion
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Room in Middletown
CozyNest Retreat Room #3 near Wesleyan Univ
4.86 out of 5 average rating, 28 reviews, 1 double bed, 2 bathrooms
19–24 Jul
Guest favourite
Home in Middletown
Historic Greek Revival Brick Home
4.89 out of 5 average rating, 341 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Middletown
#40 - Spacious, Sleek & Cozy *Sleeps 10*
4.75 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Room in Middletown
CozyNest Retreat Room #2 near Wesleyan Univ
4.88 out of 5 average rating, 25 reviews, 1 queen bed, 2 bathrooms
19–24 Jul
Superhost
Home in Middletown
Hilltop A-frame retreat
2 bedrooms, 2 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Flat in Middletown
Beautiful Sunny Apartment in Historic Village
4.83 out of 5 average rating, 260 reviews, 3 bedrooms, 4 beds, 1 bathroom
23–28 Jul
Top guest favourite
Home in Haddam
The Doll House
5.0 out of 5 average rating, 58 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug