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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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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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Superhost
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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Top guest favourite
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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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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Superhost
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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Guest favourite
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 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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Guest favourite
Home in Brocton
VineCliff - Historic Farmhouse in Vineyard Setting
3 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Sept
4.9 out of 5 average rating, 58 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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Guest favourite
Home in Dunkirk
Point Gratiot Lake House | Sleeps 12+| Lake Views
5 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Fredonia
Country Wine Retreat
3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
New place to stay
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Top guest favourite
Home in Mayville
3 Bedroom Countryside Log Cottage Near Chautauqua
3 bedrooms, 3 beds, 1 bathroom
2–7 Sept
4.95 out of 5 average rating, 91 reviews
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Top guest favourite
Cabin in Westfield
Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries
5 bedrooms, 9 beds, 3 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 105 reviews
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Top guest favourite
Guest house in Fredonia
Bear Lake Lodge
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 63 reviews
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Top guest favourite
Home in Dunkirk
Remodeled home near the beach
3 bedrooms, 3 queen beds, 2 bathrooms
2–7 Sept
4.95 out of 5 average rating, 21 reviews
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Home in Mayville
Lake Chautauqua/Lakefront Estate - 154 W Lake Rd
4 bedrooms, 7 beds, 3.5 bathrooms
14–19 Sept
4.6 out of 5 average rating, 5 reviews
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Guest favourite
Flat in Dunkirk
The Central Stay
2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 22 reviews
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Home in Dunkirk
Sally Jean's- Perfect Spot along the Lake
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
New place to stay