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Search results; Over 1,000 homes in Penetanguishene

Guest favourite
Cottage in Penetanguishene
Red Fox Cottage: 4 Seasons/ 5 min > beach/ Tesla +
3 bedrooms, 4 beds, 2 private bathrooms
8–14 Sept
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4.88 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Penetanguishene
Georgian Bay Waterfront Cottage with Sandy Beach
4 bedrooms, 6 beds, 3.5 bathrooms
4–9 Oct
4.82 out of 5 average rating, 78 reviews
Room in Penetanguishene
Floating Suite in Georgian Bay: Skippers Room
2 queen beds, 1 bathroom
14–19 Sept
4.66 out of 5 average rating, 62 reviews
Top guest favourite
Home in Penetanguishene
White Rolling Sands of Penetang by Theatre
3 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
4.97 out of 5 average rating, 177 reviews
Top guest favourite
Home in Penetanguishene
Georgian Bay Water/Beach front Cottage
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
4.97 out of 5 average rating, 61 reviews
Guest favourite
Cottage in Tiny
Just Loafin, Georgian Bay / Muskoka area cottage
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
4.91 out of 5 average rating, 47 reviews
Guest favourite
Flat in Penetanguishene
Guest suite near the lake
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Penetanguishene
By The Bay spacious one bedroom
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 119 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, 49 reviews
Guest favourite
Home in Penetanguishene
Retro Ranch on West Self checkin, free fast wifi,
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 85 reviews
Guest favourite
Home in Midland
The Wright House - Modern 3BDRM home in Midland!
3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 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, 243 reviews
Top guest favourite
Loft in Midland
Nest By The Bay - Downtown Midland / Private Loft
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.89 out of 5 average rating, 414 reviews
Guest favourite
Home in Victoria Harbour
Welcoming Waterfront Cottage
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 37 reviews
Guest favourite
Home in Midland
The Midland Nest | A Stylish Home Away From Home
3 bedrooms, 4 beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 25 reviews
Superhost
Cottage in Midland
House on the Hill, HotTub, Relaxation, Bike Trails
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.85 out of 5 average rating, 262 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, 104 reviews
Home in Midland
Georgian Bay Oasis: Pool, Hot Tub, Beach & Trails
6 bedrooms, 6 queen beds, 4 bathrooms
1–6 Sept
New place to stay
Guest favourite
Cottage in Tiny
Stylish Sandy Beach 4 Bedrooms STRTT-2026-054
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.86 out of 5 average rating, 37 reviews