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Search results; Over 1,000 homes in Portland

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Top guest favourite
Guest house in Portland
Guesthouse Farm Stay
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.98 out of 5 average rating, 350 reviews
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Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 99 reviews
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Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 575 reviews
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Room in Middletown
Hl. Ventures
1 bed, 1 bathroom
7–12 Sept
4.74 out of 5 average rating, 62 reviews
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Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
4.79 out of 5 average rating, 34 reviews
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Room in Cromwell
Comfy Colonial full room
1 bed, 1 bathroom
1–6 Sept
4.81 out of 5 average rating, 32 reviews
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Superhost
Rooms in Middletown
Ventures 2
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.83 out of 5 average rating, 35 reviews
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Home in East Hampton
Historic Connecticut Country House Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 16 reviews
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Farm stay in Glastonbury
John Hollister home on the farm
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Middletown
Historic Greek Revival Brick Home
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 344 reviews
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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, 102 reviews
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Home in East Hampton
Waterfront Lake House
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
4.83 out of 5 average rating, 77 reviews
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Superhost
Flat in Middletown
Stylish Stay Near Wesleyan - 2BR
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.7 out of 5 average rating, 20 reviews
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Guest favourite
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, 8 reviews
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Top guest favourite
Cabin in Colchester
The Colchester Cottage
1 bedroom, 3 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 18 reviews
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Flat in Middletown
Beautiful Sunny Apartment in Historic Village
3 bedrooms, 4 beds, 1 bathroom
3–8 Oct
4.83 out of 5 average rating, 265 reviews
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Home in East Haddam
Romantic Getaway at The Lake!
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 353 reviews
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Home in Haddam
Cozy Comforts!
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 162 reviews
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Home in Middletown
Historic Home 3 Mi to Middletown Main Street
6 bedrooms, 8 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews