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Search results; 985 homes in Portland

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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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4.97 out of 5 average rating, 150 reviews
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Top guest favourite
Home in Portland
2BR Cottage · Lake Lookout · Wine Tasting Included
2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds, 1.5 bathrooms
5–10 Sept
4.83 out of 5 average rating, 46 reviews
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Top guest favourite
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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Cabin in Portland
Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins
3 bedrooms, 4 beds, 2 bathrooms
7–13 Sept
4.81 out of 5 average rating, 21 reviews
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Room in Fredonia
Bay View on Lake Erie
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 424 reviews
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Home in Westfield
Pool Table | Spacious | Perfect Location | Patio
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Portland
Private Wine Country Estate with 550ft Lakefront
3 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 8 reviews
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Room in Portland
Electric Roll-out Bed, Hot Tub & Fire Pit | Aurora
1 queen bed, 2 bathrooms
8–13 Sept
New place to stay
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Top guest favourite
Flat in Fredonia
Charming Historic Retreat on Central Ave
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 23 reviews
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Cabin in Fredonia
Lake Erie Lily Cabin
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Camper van/Motorhome in Dewittville
29’ camper (Sport). Quiet rural area.
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 201 reviews
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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, 248 reviews
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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, 147 reviews
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Cottage in Westfield
Kelly Cottage
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.93 out of 5 average rating, 228 reviews
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Cottage in Mayville
Chautauqua Lake Cottage on Big Inlet
2 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
4.96 out of 5 average rating, 76 reviews
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Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.91 out of 5 average rating, 11 reviews
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Flat in Dunkirk
Beach Access - The Lakeside Barn, Studio Apartment
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 24 reviews
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Superhost
Cottage in Mayville
Chautauqua Lake: beautiful 2 bedroom cottage!
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 45 reviews