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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
5–10 Sept
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4.94 out of 5 average rating, 198 reviews
Top guest favourite
Home in Middletown
Renovated Single Family Home in Central CT
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 11 reviews
Flat in Middletown
Cozy In-law near Wesleyan - clean and private
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
New place to stay
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, 913 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, 101 reviews
Guest favourite
Room in Middletown
Hl. Ventures
1 bed, 1 bathroom
17–22 Aug
4.74 out of 5 average rating, 61 reviews
Guest favourite
Home in Middletown
Historic Greek Revival Brick Home
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.89 out of 5 average rating, 343 reviews
Guest favourite
Flat in Middletown
Updated 2-bedroom Near Wesleyan-Middletown
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 103 reviews
Top guest favourite
Guest suite in Middletown
Guest Suite, 2nd floor, 3 bedrooms, near Downtown!
3 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 159 reviews
Top guest favourite
Flat in Middletown
Beautiful Sunny Apartment in Historic Village
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.83 out of 5 average rating, 263 reviews
Guest favourite
Flat in Middletown
Cozy Apartment Near Wesleyan and Town Center
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.85 out of 5 average rating, 74 reviews
Top guest favourite
Home in Middletown
Large private estate
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 31 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
Flat in Middletown
Modern Middletown Retreat, Minutes to Downtown!
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.59 out of 5 average rating, 29 reviews
Guest favourite
Flat in Middletown
Modern 1BR Near Wesleyan & Main Street
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Middletown
#40 - Spacious, Sleek & Cozy *Sleeps 10*
3 bedrooms, 2 bunk beds, 2 bathrooms
13–18 Sept
4.77 out of 5 average rating, 64 reviews
Top guest favourite
Home in Middletown
Family Stays, CT
4 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 142 reviews
Guest favourite
Room in Middletown
Bedroom in Georgian mansion
1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 9 reviews
Home in Middletown
Historic Home 3 Mi to Middletown Main Street
6 bedrooms, 8 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 3 reviews