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Search results; Over 1,000 homes in Portland

Guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 private bathroom
4–9 Oct
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4.91 out of 5 average rating, 101 reviews
Top guest favourite
Guest house in Portland
Guesthouse Farm Stay
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 352 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, 577 reviews
Guest favourite
Room in Middletown
Hl. Ventures
1 bed, 1 bathroom
10–15 Sept
4.75 out of 5 average rating, 63 reviews
Guest favourite
Home in East Hampton
Historic Connecticut Country House Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
11–16 Sept
4.94 out of 5 average rating, 16 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, 20 reviews
Superhost
Rooms in Middletown
Ventures 2
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.83 out of 5 average rating, 36 reviews
Guest favourite
Home in East Haddam
Romantic Getaway at The Lake!
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.93 out of 5 average rating, 356 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, 65 reviews
Guest favourite
Home in Middletown
Historic Greek Revival Brick Home
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.89 out of 5 average rating, 344 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, 266 reviews
Top guest favourite
Farm stay in Glastonbury
Rustic Farmhouse by the River (Duplex)
1 bedroom, 1 king bed, 1.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 188 reviews
Top guest favourite
Farm stay in Glastonbury
John Hollister home on the farm
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in East Hampton
Freshly Updated Home Sleeps 6, Steps from the Lake
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.88 out of 5 average rating, 8 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, 10 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
Top guest favourite
Home in Haddam
Cozy Comforts!
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 162 reviews
Top guest favourite
Home in East Hampton
"Sunset Shores" Lakeside Oasis
2 bedrooms, 6 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 46 reviews
Superhost
Flat in Middletown
Stylish Stay Near Wesleyan - 2BR
2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.7 out of 5 average rating, 20 reviews