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Search results; 972 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, 154 reviews
Top 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
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
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
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
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
Superhost
Room in Portland
Electric Roll-out Bed, Hot Tub & Fire Pit | Aurora
1 queen bed, 2 bathrooms
8–13 Sept
New place to stay
Guest favourite
Home in Westfield
Cozy Little Haven!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 92 reviews
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
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
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
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
Top guest favourite
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
Top guest favourite
Home in Fredonia
Wine Trail Getaway - Hot Tub open until Oct. 28
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Cottage in Van Buren Point
Vintage Lakefront Home in Historic Van Buren Point
6 bedrooms, 7 beds, 1.5 bathrooms
19–24 Sept
4.93 out of 5 average rating, 155 reviews
Guest favourite
Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds, 2.5 bathrooms
2–7 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
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
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
Top guest favourite
Room in Fredonia
Bay View on Lake Erie
1 queen bed, 1 bathroom
2–7 Oct
4.95 out of 5 average rating, 424 reviews