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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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Home in East Hampton
CT River Retreat - Modern Home with CT River Views
3 bedrooms, 4 beds, 3 bathrooms
5–10 Sept
5.0 out of 5 average rating, 66 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, 98 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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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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Home in New Britain
Bright & Private WHOLE HOUSE 4 YOU Near Everything
3 bedrooms, 6 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 118 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
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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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Home in East Hampton
East Hampton Lake Lodge
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
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Home in East Hampton
Charming River Home
4 bedrooms, 7 beds, 2 bathrooms
2–7 Nov
4.82 out of 5 average rating, 50 reviews
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Home in Manchester
Charming Cape Home, Close to All
4 bedrooms, 5 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 115 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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Flat in Wethersfield
Bright Spacious 3BR with 2 Living Areas
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Guest house in Portland
CTriver water view in-law private apartment2bd/1ba
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 29 reviews
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Home in Cromwell
Modern Ranch | 3 King Beds Near WesleyanUniversity
3 bedrooms, 3 king beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews
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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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Houseboat in Glastonbury
Sunset River Boat
1 bedroom, 4 beds, 1 bathroom
6–11 Sept
New place to stay
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Cabin in East Hampton
Spacious family lakeside homestead
6 bedrooms, 9 beds, 2 bathrooms
7–12 Sept
4.88 out of 5 average rating, 24 reviews
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Home in Manchester
Hike & Stay | 3 BR w/ Fenced Yard
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 17 reviews