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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
1 bedroom, 1 bed, 1 shared bathroom
6–11 Sept
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4.88 out of 5 average rating, 570 reviews
Top guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 89 reviews
Top guest favourite
Guest house in Portland
Guesthouse Farm Stay
1 bedroom, 2 beds, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 336 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
2–7 Aug
4.77 out of 5 average rating, 31 reviews
Guest favourite
Home in East Hampton
CT River Retreat - Modern Home with CT River Views
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 60 reviews
Guest suite in Glastonbury
Acorn Retreat in the Woods
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Cromwell
The New England Tiny Home Experience—Coffee & More
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 48 reviews
Guest favourite
Home in East Hampton
Lake House with Hot Tub
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Glastonbury
Charming Barn Apartment
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 234 reviews
Guest favourite
Home in East Hampton
Lake Me Home
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.75 out of 5 average rating, 28 reviews
Top guest favourite
Room in Wethersfield
Breeze’s Place
1 queen bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Glastonbury
Quiet master bedroom suite semi-private entrance.
1 bathroom
16–21 Aug
4.85 out of 5 average rating, 68 reviews
Top guest favourite
Rooms in Colchester
Secluded colonial in an idyllic country setting
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 265 reviews
Guest favourite
Flat in Haddam
Welcome home! Cozy Apartment in Haddam
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Guest house in East Hampton
Lakeview Carriage House
2 bedrooms, 3 beds, 1.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 70 reviews
Guest favourite
Room in Berlin
Nurses, Contracts, Short Stays, Business, Visiting
1 queen bed, 1 bathroom
1–6 Aug
4.87 out of 5 average rating, 102 reviews
Superhost
Home in Middletown
Cozy Family Home-Sleeps 6 Near Wesleyan & Weddings
2 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Haddam
Cozy Comforts!
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 159 reviews
Top guest favourite
Farm stay in Glastonbury
Rustic Farmhouse by the River (Duplex)
1 bedroom, 1 bed, 1.5 bathrooms
17–22 Aug
4.99 out of 5 average rating, 183 reviews