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Search results; 983 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
2–7 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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Superhost
Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds
5–10 Sept
4.83 out of 5 average rating, 46 reviews
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Superhost
Cabin in Portland
Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins
3 bedrooms, 4 beds
7–13 Sept
4.81 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Portland
Private Wine Country Estate with 550ft Lakefront
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Van Buren Point
The Dalton
3 bedrooms, 4 beds
4–9 Sept
5.0 out of 5 average rating, 43 reviews
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Guest favourite
Home in Brocton
VineCliff - Historic Farmhouse in Vineyard Setting
3 bedrooms, 2 queen beds
1–6 Sept
4.9 out of 5 average rating, 58 reviews
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Guest favourite
Home in Dunkirk
Point Gratiot Lake House | Sleeps 12+| Lake Views
5 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Brocton
Brocton Escape: Skiing, Snowtubing, Hiking!
3 bedrooms, 7 beds
5–10 Sept
4.88 out of 5 average rating, 33 reviews
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Top guest favourite
Chalet in Brocton
The Sunset Hideaway
2 bedrooms, 8 beds
20–25 Sept
4.93 out of 5 average rating, 248 reviews
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Guest favourite
Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds
1–6 Sept
4.92 out of 5 average rating, 12 reviews
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Home in Dunkirk
Sally Jean's- Perfect Spot along the Lake
3 bedrooms, 4 beds
1–6 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
2–7 Sept
4.95 out of 5 average rating, 91 reviews
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Superhost
Home in Mayville
Small town happiness
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 62 reviews
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Guest favourite
Home in Dunkirk
“Lake it Easy” 3 Bdrm Lake Home in Dunkirk Harbor
3 bedrooms, 4 beds
6–11 Sept
4.82 out of 5 average rating, 11 reviews
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Superhost
Cottage in Fredonia
Gorgeous lakefront home 12 min to Dunkirk Harbor
3 bedrooms, 2 beds
7–12 Sept
4.81 out of 5 average rating, 42 reviews
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Superhost
Room in Fredonia
The Loft on Main in downtown Fredonia Rm 3
2 beds
1–6 Sept
New place to stay
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Superhost
Room in Fredonia
The Loft on Main Rm 1 Fredonia NY Prime Location
1 bed
1–6 Sept
New place to stay