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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
20–25 Sept
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4.88 out of 5 average rating, 578 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, 353 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
Home in East Hampton
CT River Retreat - Modern Home with CT River Views
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 69 reviews
Guest favourite
Home in East Hampton
Historic Connecticut Country House Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.94 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Portland
Lake Cottage Getaway
1 bedroom, 1 double bed, 1 bathroom
11–16 Sept
4.79 out of 5 average rating, 34 reviews
Top guest favourite
Home in Middletown
Renovated Single Family Home in Central CT
3 bedrooms, 3 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Portland
CTriver water view in-law private apartment2bd/1ba
2 bedrooms, 2 queen beds, 1 bathroom
30 Nov – 5 Dec
4.97 out of 5 average rating, 29 reviews
Superhost
Home in East Hampton
Grammy's Lake House on Lake Pocotopaug
3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
4.7 out of 5 average rating, 71 reviews
Guest favourite
Cottage in East Haddam
Direct Waterfront Cottage on Moodus Reservoir.
3 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
4.89 out of 5 average rating, 176 reviews
Guest favourite
Home in East Hampton
Beautiful lakefront home, 4bed 2.5ba
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Oct
4.86 out of 5 average rating, 148 reviews
Flat in Wethersfield
Bright Spacious 3BR with 2 Living Areas
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Haddam
The Doll House
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Farm stay in Glastonbury
Woolly Acres Farm
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 297 reviews
Guest favourite
Cabin in East Hampton
Spacious family lakeside homestead
6 bedrooms, 9 beds, 2 bathrooms
14–19 Sept
4.88 out of 5 average rating, 24 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, 10 reviews
Home in Middletown
Historic Home 3 Mi to Middletown Main Street
6 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Home in East Hampton
Belltown House at Airline Trail
2 bedrooms, 5 beds, 1 bathroom
13–18 Sept
New place to stay
Guest favourite
Room in Middletown
Bedroom in Georgian mansion
1 queen bed, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 12 reviews