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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
14–19 Sept
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4.98 out of 5 average rating, 351 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
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, 576 reviews
Guest favourite
Room in Middletown
Hl. Ventures
1 bed, 1 bathroom
7–12 Sept
4.75 out of 5 average rating, 63 reviews
Guest favourite
Home in Middletown
Historic Greek Revival Brick Home
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 344 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
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
7–12 Sept
4.83 out of 5 average rating, 35 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, 265 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
Top guest favourite
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, 68 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 Haddam
Welcome home! Cozy Apartment in Haddam
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 9 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
Guest favourite
Home in East Hampton
Waterfront Lake House
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
4.83 out of 5 average rating, 77 reviews
Top guest favourite
Flat in Middletown
Quaint 2br apt- 1 block walk to Wesleyan & Main St
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 918 reviews
Guest favourite
Flat in Glastonbury
Quiet 2 bed room apt w/ private entrance.
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.89 out of 5 average rating, 463 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
4–9 Sept
4.79 out of 5 average rating, 34 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