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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Guesthouse Farm Stay
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
,
4.98 out of 5 average rating, 354 reviews
Top guest favourite
Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 578 reviews
Guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.91 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
9–14 Nov
4.96 out of 5 average rating, 105 reviews
Superhost
Place to stay in Middletown
Rotterdam Room by Wesleyan
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
New place to stay
Guest favourite
Room in Middletown
Hl. Ventures
1 bed, 1 bathroom
20–25 Sept
4.75 out of 5 average rating, 65 reviews
Guest favourite
Home in East Hampton
Historic Connecticut Country House Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
17–22 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Middletown
Beautiful Sunny Apartment in Historic Village
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.83 out of 5 average rating, 267 reviews
Superhost
Rooms in Middletown
Ventures 2
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.83 out of 5 average rating, 36 reviews
Guest favourite
Home in East Hampton
Waterfront Lake House
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
4.83 out of 5 average rating, 77 reviews
Top guest favourite
Farm stay in Glastonbury
Historic Farmhouse by the River (Duplex)
1 bedroom, 1 king bed, 1.5 bathrooms
11–16 Nov
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Home in East Hampton
Lovely, peaceful lakefront home.
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 66 reviews
Guest favourite
Guest house in Middletown
Cozy Historic Home Guest Suite
1 bedroom, 1 bed, 1 bathroom
3–8 Nov
4.89 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in East Hampton
Family Friendly Lake House Lake Pocotopaug Sunsets
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 70 reviews
Guest favourite
Cabin in Colchester
The Colchester Cottage
1 bedroom, 3 beds, 1 bathroom
25–30 Oct
4.91 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
19–24 Sept
4.79 out of 5 average rating, 34 reviews
Top guest favourite
Guest suite in Cromwell
Private Guest Suite
1 bedroom, 1 bed, 1 bathroom
21–27 Mar
4.96 out of 5 average rating, 25 reviews
Houseboat in Glastonbury
Sunset River Boat
1 bedroom, 4 beds, 1 bathroom
14–19 Sept
4.75 out of 5 average rating, 4 reviews