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Search results; 950 homes in Portland

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, 156 reviews
Top guest favourite
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds, 1.5 bathrooms
16–21 Sept
4.83 out of 5 average rating, 48 reviews
Top guest favourite
Home in Portland
2BR Cottage · Lake Lookout · Wine Tasting Included
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Portland
Private Wine Country Estate with 550ft Lakefront
3 bedrooms, 7 beds, 2 bathrooms
22–27 Sept
4.8 out of 5 average rating, 10 reviews
Guest favourite
Home in Brocton
VineCliff - Historic Farmhouse in Vineyard Setting
3 bedrooms, 2 queen beds, 1.5 bathrooms
15–20 Sept
4.9 out of 5 average rating, 58 reviews
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, 252 reviews
Superhost
Cabin in Portland
Hot Tub, Fire Pit, EV, Wine Tasting | Lux Cabins
3 bedrooms, 4 beds, 2 bathrooms
18–25 Oct
4.83 out of 5 average rating, 24 reviews
Top guest favourite
Home in Van Buren Point
The Dalton
3 bedrooms, 4 beds, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Fredonia
Wine Trail Getaway - Hot Tub open until Oct. 28
3 bedrooms, 6 beds, 2 bathrooms
1–6 Jun
4.96 out of 5 average rating, 80 reviews
Home in Brocton
Brocton Escape: Skiing, Snowtubing, Hiking!
3 bedrooms, 7 beds, 2 bathrooms
22–27 Sept
4.88 out of 5 average rating, 33 reviews
Guest favourite
Home in Fredonia
Family Estate - pool-tennis-hot tub-hoops-games
9 bedrooms, 16 beds, 4.5 bathrooms
21–26 May
4.87 out of 5 average rating, 30 reviews
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
Guest favourite
Flat in Westfield
Best of Both Worlds
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.79 out of 5 average rating, 47 reviews
Top guest favourite
Home in Mayville
Small town happiness
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Guest house in Fredonia
Bear Lake Lodge
2 bedrooms, 4 beds, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 64 reviews
Superhost
Cottage in Fredonia
Gorgeous lakefront home 12 min to Dunkirk Harbor
3 bedrooms, 2 beds, 2 bathrooms
16–21 Sept
4.81 out of 5 average rating, 42 reviews
Top guest favourite
Home in Fredonia
Charming townhouse in Fredonia
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.97 out of 5 average rating, 119 reviews
Guest favourite
Home in Cassadaga
Lakefront 3 BR, 2 full bath, elderly friendly
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.94 out of 5 average rating, 31 reviews