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Search results; 982 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
2–7 Sept
5.0 out of 5 average rating, 11 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
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
Superhost
Cabin in Portland
Lux Cabins/Hot Tub/EV/Electric Rollout Bed Add On!
3 bedrooms, 4 beds, 2 bathrooms
7–13 Sept
4.81 out of 5 average rating, 21 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
Home in Brocton
Brocton Escape: Skiing, Snowtubing, Hiking!
3 bedrooms, 7 beds, 2 bathrooms
1–6 Sept
4.88 out of 5 average rating, 32 reviews
Home in Dunkirk
Sally Jean's- Perfect Spot along the Lake
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
New place to stay
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
Home in Dunkirk
“Lake it Easy” 3 Bdrm Lake Home in Dunkirk Harbor
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 11 reviews
Cottage in Celoron
The Gray Pelican! Celoron NY
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.68 out of 5 average rating, 38 reviews
Guest favourite
Home in Brocton
VineCliff - Historic Farmhouse in Vineyard Setting
3 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Sept
4.9 out of 5 average rating, 58 reviews
Home in Mayville
Lake Chautauqua/Lakefront Estate - 154 W Lake Rd
4 bedrooms, 7 beds, 3.5 bathrooms
14–19 Sept
4.75 out of 5 average rating, 4 reviews
Guest favourite
Home in Cassadaga
Joann’s Joy - Inspired by Family & Togetherness
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
4.9 out of 5 average rating, 10 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
Top guest favourite
Home in Mayville
Small town happiness
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 62 reviews
Guest favourite
Home in Fredonia
Family Estate - pool-tennis-hot tub-hoops-games
9 bedrooms, 16 beds, 4.5 bathrooms
21–26 May
4.86 out of 5 average rating, 29 reviews
Guest favourite
Home in Dunkirk
Spacious home by the lake
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.91 out of 5 average rating, 23 reviews
Superhost
Room in Fredonia
The Loft on Main in downtown Fredonia Rm 3
2 beds, 1 bathroom
1–6 Sept
New place to stay