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Search results; Over 1,000 homes in Penetanguishene

Top guest favourite
Home in Penetanguishene
White Rolling Sands of Penetang by Theatre
3 bedrooms, 3 beds, 2 private bathrooms
12–17 Oct
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4.97 out of 5 average rating, 178 reviews
Top guest favourite
Flat in Penetanguishene
The Haunted House Apt 302
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 556 reviews
Superhost
Cottage in Penetanguishene
Georgian Bay Waterfront Cottage with Sandy Beach
4 bedrooms, 6 beds, 3.5 bathrooms
4–9 Oct
4.8 out of 5 average rating, 82 reviews
Guest favourite
Flat in Penetanguishene
The Haunted House Apt 301
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 336 reviews
Room in Penetanguishene
Floating Suite in Georgian Bay: Skippers Room
2 queen beds, 1 bathroom
14–19 Sept
4.68 out of 5 average rating, 65 reviews
Guest favourite
Flat in Penetanguishene
Guest suite near the lake
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.91 out of 5 average rating, 45 reviews
Top guest favourite
Home in Penetanguishene
Georgian Bay Water/Beach front Cottage
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Penetanguishene
Quiet & Pristine Georgian Bay Escape near trails
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 100 reviews
Top guest favourite
Cottage in Penetanguishene
Tiny House in Penetanguishene
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 250 reviews
Top guest favourite
Cottage in Tiny
Beautiful Beachfront Cottage.
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 113 reviews
Guest favourite
Cottage in Tiny
Just Loafin, Georgian Bay / Muskoka area cottage
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.92 out of 5 average rating, 48 reviews
Superhost
Home in Severn
Eco Bay Chalet Year Round Group Stay in Muskoka
5 bedrooms, 12 beds, 4.5 bathrooms
25–30 Oct
4.87 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Midland
Cozy Den in Downtown Midland
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Penetanguishene
Retro Ranch on West Self checkin, free fast wifi,
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 4 Oct
4.95 out of 5 average rating, 86 reviews
Top guest favourite
Loft in Midland
Perch by the Bay - Downtown Midland / Private Loft
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 395 reviews
Guest favourite
Cottage in Tiny
Stylish Sandy Beach 4 Bedrooms STRTT-2026-054
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.87 out of 5 average rating, 39 reviews
Superhost
Townhouse in Penetanguishene
3 Bedroom Waterfront Oasis / Water Toys!
4 bedrooms, 8 beds, 1 bathroom
12–17 Sept
4.79 out of 5 average rating, 29 reviews
Guest favourite
Cottage in Tiny
Chico:Beach Lake Swim Kayaks Fishing: All included
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.9 out of 5 average rating, 50 reviews
Guest favourite
Tiny home in Waubaushene
Unique TinyHome
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.95 out of 5 average rating, 502 reviews