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Search results; 950 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, 1.5 bathrooms
15–20 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, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Westfield
Pool Table | Spacious | Perfect Location | Patio
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Fredonia
Elegant 2 bedroom apt 1 block from SUNY Fredonia
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 149 reviews
Guest favourite
Home in Brocton
VineCliff - Historic Farmhouse in Vineyard Setting
3 bedrooms, 2 queen beds, 1.5 bathrooms
14–19 Sept
4.9 out of 5 average rating, 58 reviews
Top guest favourite
Home in Mayville
3 Bedroom Countryside Log Cottage Near Chautauqua
3 bedrooms, 3 beds, 1 bathroom
13–18 Oct
4.95 out of 5 average rating, 91 reviews
Guest favourite
Flat in Dunkirk
Central Avenue Carriage House
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.88 out of 5 average rating, 64 reviews
Superhost
Room in Portland
Electric Roll-out Bed, Hot Tub & Fire Pit | Aurora
1 queen bed, 2 bathrooms
27 Sept – 2 Oct
New place to stay
Guest favourite
Flat in Westfield
Best of Both Worlds
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.78 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Van Buren Point
The Cottage at VBP
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 63 reviews
Guest favourite
Place to stay in Westfield
Cleveland Family Room #3
1 bedroom, 1 king bed, 1 bathroom
25–30 Sept
4.83 out of 5 average rating, 306 reviews
Top guest favourite
Cottage in Van Buren Point
Vintage Lakefront Home in Historic Van Buren Point
6 bedrooms, 7 beds, 1.5 bathrooms
19–24 Sept
4.93 out of 5 average rating, 158 reviews
Guest favourite
Apartment in Westfield
Luxmoore Park Penthouse
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Sept
4.89 out of 5 average rating, 19 reviews
Guest favourite
Room in Westfield
Heaven in Progress
2 beds, 1 bathroom
14–19 Sept
4.85 out of 5 average rating, 39 reviews
Superhost
Cabin in Portland
Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins
3 bedrooms, 4 beds, 2 bathrooms
18–25 Oct
4.83 out of 5 average rating, 24 reviews
Guest favourite
Home in Portland
Private Wine Country Estate with 550ft Lakefront
3 bedrooms, 7 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 12 reviews