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Search results; 984 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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4.97 out of 5 average rating, 150 reviews
Top guest favourite
Home in Portland
2BR Cottage · Lake Lookout · Wine Tasting Included
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Cabin in Portland
Lux Cabins/Hot Tub/EV/Electric Rollout Bed Add On!
3 bedrooms, 4 beds, 2 bathrooms
7–13 Sept
4.85 out of 5 average rating, 20 reviews
Superhost
Home in Portland
The Blessing House (Sleeps 15+ (ask)
4 bedrooms, 8 beds, 1.5 bathrooms
5–10 Sept
4.83 out of 5 average rating, 46 reviews
Top 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
Home in Portland
Sunset Oasis
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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
Superhost
Room in Portland
*Aurora Tiny House - Electric Roll out Bed!
1 queen bed, 2 bathrooms
8–13 Sept
New place to stay
Guest favourite
Chalet in Cassadaga
The Valley Chalet with Sauna
1 bedroom, 2 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Cassadaga
Blue Canoe/Upscale Lake Cottage/Chautauqua
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Room in Fredonia
Bay View on Lake Erie
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 421 reviews
Top guest favourite
Home in Cassadaga
Kingfisher Point: Beautiful New Lakeside Home
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 101 reviews
Guest favourite
Home in Cassadaga
Lakefront 3 BR, 2 full bath, elderly friendly
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 31 reviews
Guest favourite
Home in Westfield
Cozy Little Haven!
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 86 reviews
Top guest favourite
Cabin in Cassadaga
Gilbert's @ the Lake-Bass Bungalow
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 27 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, 78 reviews
Top guest favourite
Home in Westfield
Chautauqua Creek Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 113 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
Cabin in Mayville
Rest and relax in cozy cabin close to lake!
2 bedrooms, 4 beds, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 156 reviews