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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, 344 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
Farm stay in Portland
RV/Camper Farm Stay
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 95 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
Room in Glastonbury
Quiet master bedroom suite semi-private entrance.
1 bathroom
7–12 Sept
4.85 out of 5 average rating, 68 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 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, 66 reviews
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
Houseboat in Glastonbury
Sunset River Boat
1 bedroom, 4 beds, 1 bathroom
6–11 Sept
New place to stay
Home in East Hampton
Belltown House at Airline Trail
2 bedrooms, 5 beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Home in Haddam
Cozy Comforts!
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 161 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, 32 reviews
Flat in Middletown
Cozy In-law near Wesleyan - clean and private
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in East Haddam
Historic Hearthstone Cottage
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 110 reviews
Top guest favourite
Guest house in Glastonbury
Charming Barn Apartment
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 234 reviews
Guest favourite
Home in East Hampton
Lake Me Home
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.77 out of 5 average rating, 30 reviews
Home in Glastonbury
The Bee Hive
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Sept
4.65 out of 5 average rating, 54 reviews
Superhost
Flat in Middletown
Lakeside apartment 2.5 miles from Wesleyan campus!
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.84 out of 5 average rating, 202 reviews
Guest favourite
Guest house in East Hampton
Lakeview Carriage House
2 bedrooms, 3 beds, 1.5 bathrooms
30 Sept – 5 Oct
4.92 out of 5 average rating, 72 reviews