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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
CTriver water view in-law private apartment2bd/1ba
2 bedrooms, 2 beds, 1 private bathroom
18–23 Oct
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4.97 out of 5 average rating, 29 reviews
Top guest favourite
Guest house in Portland
Guesthouse Farm Stay
1 bedroom, 2 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 342 reviews
Guest favourite
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds
23–28 Aug
4.93 out of 5 average rating, 92 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed
23–28 Aug
4.79 out of 5 average rating, 33 reviews
Top guest favourite
Room in Glastonbury
Quiet master bedroom suite semi-private entrance.
23–28 Aug
4.85 out of 5 average rating, 68 reviews
Guest favourite
Home in East Hampton
CT River Retreat - Modern Home with CT River Views
3 bedrooms, 4 beds
5–10 Sept
5.0 out of 5 average rating, 65 reviews
Guest favourite
Guest house in Cromwell
The New England Tiny Home Experience—Coffee & More
1 bedroom, 2 beds
23–28 Aug
4.98 out of 5 average rating, 48 reviews
Houseboat in Glastonbury
Sunset River Boat
1 bedroom, 4 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Flat in Portland
SUNNY PRIVATE 1 BEDROOM APARTMENT
1 bedroom, 1 queen bed
20–25 Sept
4.88 out of 5 average rating, 573 reviews
Guest suite in Glastonbury
Acorn Retreat in the Woods
2 bedrooms, 2 queen beds
24–29 Aug
4.67 out of 5 average rating, 3 reviews
Home in East Hampton
Belltown House at Airline Trail
2 bedrooms, 5 beds
13–18 Sept
New place to stay
Top guest favourite
Cottage in East Haddam
Historic Hearthstone Cottage
1 bedroom, 3 beds
23–28 Aug
5.0 out of 5 average rating, 109 reviews
Guest favourite
Home in New Britain
Bright & Private WHOLE HOUSE 4 YOU Near Everything
3 bedrooms, 6 beds
22–27 Aug
4.95 out of 5 average rating, 117 reviews
Top guest favourite
Home in Salem
Lake Cabin Centrally Located!
2 bedrooms, 2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds
24–29 Aug
5.0 out of 5 average rating, 61 reviews
Guest favourite
Flat in Glastonbury
Quiet 2 bed room apt w/ private entrance.
2 bedrooms, 2 queen beds
18–23 Oct
4.89 out of 5 average rating, 462 reviews
Home in East Hampton
Lake Me Home
1 bedroom, 3 beds
27 Sept – 2 Oct
4.75 out of 5 average rating, 28 reviews
Flat in Middletown
Cozy In-law near Wesleyan - clean and private
1 bedroom, 2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in East Haddam
Penny Corner Airbnb
1 bedroom, 2 beds
24–29 Aug
4.88 out of 5 average rating, 225 reviews