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Search results; 954 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, 48 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
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
Home in Westfield
The Pleasant House
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
New place to stay
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, 17 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
Chalet in Brocton
The Sunset Hideaway
2 bedrooms, 8 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 251 reviews
Top guest favourite
Room in Lily Dale
The Owls Nest in Lily Dale, NY - Lavender Room
1 queen bed, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 120 reviews
Guest favourite
Camper van/Motorhome in Dewittville
29’ camper (Sport). Quiet rural area.
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.88 out of 5 average rating, 203 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
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 Dunkirk
Central Avenue Carriage House
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.88 out of 5 average rating, 64 reviews
Guest favourite
Home in Portland
Private Wine Country Estate with 550ft Lakefront
3 bedrooms, 7 beds, 2 bathrooms
22–27 Sept
4.8 out of 5 average rating, 10 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
Top guest favourite
Room in Fredonia
Bay View on Lake Erie
1 queen bed, 1 bathroom
2–7 Oct
4.95 out of 5 average rating, 427 reviews
Top guest favourite
Chalet in Cassadaga
The Valley Chalet with Sauna
1 bedroom, 2 beds, 1.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 9 reviews
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