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Search results; 978 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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4.96 out of 5 average rating, 154 reviews
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Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds, 1.5 bathrooms
12–17 Sept
4.83 out of 5 average rating, 46 reviews
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Guest favourite
Home in Portland
2BR Cottage · Lake Lookout · Wine Tasting Included
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 14 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
4.82 out of 5 average rating, 22 reviews
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Home in Portland
Sunset Oasis
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Room in Fredonia
Bay View on Lake Erie
1 queen bed, 1 bathroom
30 Sept – 5 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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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, 25 reviews
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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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Top guest favourite
Cottage in Van Buren Point
The Cottage at VBP
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.95 out of 5 average rating, 62 reviews
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Top guest favourite
Cottage in Westfield
Kelly Cottage
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.93 out of 5 average rating, 229 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 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 Van Buren Point
The Dalton
3 bedrooms, 4 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 44 reviews
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Home in Dunkirk
Located in Van Buren ; walk to private beach.
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.96 out of 5 average rating, 77 reviews
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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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Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.92 out of 5 average rating, 12 reviews
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Cottage in Fredonia
"The Cottage" Near Van Buren
3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Sept
4.71 out of 5 average rating, 7 reviews