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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
31 Oct – 5 Nov
,
4.98 out of 5 average rating, 346 reviews
Guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 97 reviews
Top guest favourite
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
Guest favourite
Room in Middletown
Hl. Ventures
1 bed, 1 bathroom
1–6 Sept
4.74 out of 5 average rating, 62 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
1–6 Sept
4.79 out of 5 average rating, 33 reviews
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, 19 reviews
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
Top guest favourite
Flat in Middletown
Beautiful Sunny Apartment in Historic Village
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.83 out of 5 average rating, 265 reviews
Top guest favourite
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
Guest favourite
Flat in Middletown
Updated 2-bedroom Near Wesleyan-Middletown
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 105 reviews
Superhost
Guest house in Portland
Lakefront Living
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.82 out of 5 average rating, 17 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 64 reviews
Superhost
Rooms in Middletown
Ventures 2
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 34 reviews
Guest favourite
Guest house in Cromwell
The New England Tiny Home Experience—Coffee & More
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 49 reviews
Guest favourite
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, 352 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
Top guest favourite
Flat in Middletown
Cozy Apartment Near Wesleyan and Town Center
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 76 reviews
Houseboat in Glastonbury
Sunset River Boat
1 bedroom, 4 beds, 1 bathroom
6–11 Sept
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, 917 reviews