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Search results; 974 homes in Portland

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, 155 reviews
Top guest favourite
Home in Portland
2BR Cottage · Lake Lookout · Wine Tasting Included
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds
12–17 Sept
4.83 out of 5 average rating, 47 reviews
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
Superhost
Cabin in Portland
Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins
3 bedrooms, 4 beds
7–13 Sept
4.82 out of 5 average rating, 22 reviews
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
Top guest favourite
Home in Mayville
3 Bedroom Countryside Log Cottage Near Chautauqua
3 bedrooms, 3 beds
6–11 Sept
4.95 out of 5 average rating, 91 reviews
Guest favourite
Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds
13–18 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Fredonia
Bear Lake Lodge
2 bedrooms, 4 beds
7–12 Sept
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Flat in Fredonia
Charming Historic Retreat on Central Ave
2 bedrooms, 2 queen beds
4–9 Oct
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Fredonia
Charming townhouse in Fredonia
2 bedrooms, 3 beds
13–18 Sept
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Cottage in Fredonia
Rock Cottage Getaway
3 bedrooms, 3 beds
7–12 Sept
4.94 out of 5 average rating, 233 reviews
Home in Brocton
Brocton Escape: Skiing, Snowtubing, Hiking!
3 bedrooms, 7 beds
20–25 Sept
4.88 out of 5 average rating, 33 reviews
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
Top guest favourite
Cabin in Westfield
Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries
5 bedrooms, 9 beds
26 Sept – 1 Oct
4.97 out of 5 average rating, 105 reviews
Guest favourite
Home in Dunkirk
Brightside Cottage by Lake Erie
2 bedrooms, 3 beds
18–23 Sept
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Home in Dunkirk
Cozy 2 BR 1 BA home in a nice quiet neighborhood
2 bedrooms, 2 queen beds
7–12 Oct
4.97 out of 5 average rating, 263 reviews
Top guest favourite
Home in Westfield
Charming Retreat in the Heart of Westfield NY
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 72 reviews