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Search results; 962 homes in Portland

Top guest favourite
Cottage in Portland
Lake-View Cottage for 4 · Wine Tasting Included
1 bedroom, 1 bed, 1 shared bathroom
4–9 Oct
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4.96 out of 5 average rating, 156 reviews
Superhost
Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds
12–17 Sept
4.83 out of 5 average rating, 47 reviews
Top guest favourite
Home in Portland
2BR Cottage · Lake Lookout · Wine Tasting Included
2 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Room in Fredonia
Bay View on Lake Erie
1 queen bed
2–7 Oct
4.95 out of 5 average rating, 426 reviews
Superhost
Cabin in Portland
Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins
3 bedrooms, 4 beds
18–25 Oct
4.83 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Fredonia
Elegant 2 bedroom apt 1 block from SUNY Fredonia
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 148 reviews
Superhost
Room in Portland
Electric Roll-out Bed, Hot Tub & Fire Pit | Aurora
1 queen bed
27 Sept – 2 Oct
New place to stay
Guest favourite
Home in Westfield
Cozy Little Haven!
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.93 out of 5 average rating, 94 reviews
Guest favourite
Home in Westfield
Pool Table | Spacious | Perfect Location | Patio
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Portland
Private Wine Country Estate with 550ft Lakefront
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Mayville
Chautauqua Lake Cottage on Big Inlet
2 bedrooms, 4 beds
21–26 Sept
4.96 out of 5 average rating, 77 reviews
Guest favourite
Flat in Dunkirk
Central Avenue Carriage House
1 bedroom, 1 queen bed
19–24 Sept
4.87 out of 5 average rating, 63 reviews
Guest favourite
Room in Westfield
Heaven in Progress
2 beds
13–18 Sept
4.85 out of 5 average rating, 39 reviews
Home in Westfield
The Pleasant House
3 bedrooms, 3 beds
27 Sept – 2 Oct
New place to stay
Cabin in Fredonia
Lake Erie Lily Cabin
1 bedroom, 3 beds
11–16 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Chalet in Brocton
The Sunset Hideaway
2 bedrooms, 8 beds
20–25 Sept
4.93 out of 5 average rating, 250 reviews
Top guest favourite
Home in Van Buren Point
The Dalton
3 bedrooms, 4 beds
11–16 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Flat in Westfield
Best of Both Worlds
2 bedrooms, 3 beds
13–18 Sept
4.78 out of 5 average rating, 46 reviews