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Search results; Over 1,000 homes in Penetanguishene

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Guest favourite
Flat in Penetanguishene
The Haunted House Apt 302
2 bedrooms, 2 double beds, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 559 reviews
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Guest favourite
Flat in Penetanguishene
The Haunted House Apt 301
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 336 reviews
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Guest favourite
Cottage in Penetanguishene
Georgian Bay Waterfront Cottage with Sandy Beach
4 bedrooms, 6 beds, 3.5 bathrooms
4–9 Oct
4.81 out of 5 average rating, 83 reviews
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Top guest favourite
Home in Penetanguishene
White Rolling Sands of Penetang by Theatre
3 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 178 reviews
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Superhost
Home in Penetanguishene
Family home in Penetanguishene
4 bedrooms, 4 beds, 3 bathrooms
7–12 Jan
New place to stay
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Guest favourite
Flat in Penetanguishene
Guest suite near the lake
1 bedroom, 1 queen bed, 1 bathroom
24–29 Oct
4.91 out of 5 average rating, 46 reviews
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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
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Room in Penetanguishene
Floating Suite in Georgian Bay: Skippers Room
2 queen beds, 1 bathroom
4–9 Oct
4.68 out of 5 average rating, 65 reviews
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Top guest favourite
Home in Penetanguishene
Georgian Bay Water/Beach front Cottage
3 bedrooms, 4 beds, 1.5 bathrooms
30 Oct – 4 Nov
4.97 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Midland
Bayside Serenity | Parking | Midland Cottage
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 30 reviews
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Guest favourite
Home in Penetanguishene
Retro Ranch on West Self checkin, free fast wifi,
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 86 reviews
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Superhost
Cottage in Midland
House on the Hill, HotTub, Relaxation, Bike Trails
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
4.85 out of 5 average rating, 267 reviews
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Home in Midland
Georgian Bay Oasis: Pool, Hot Tub, Beach & Trails
6 bedrooms, 6 queen beds, 4 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cottage in Penetanguishene
Tiny House in Penetanguishene
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 250 reviews
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Guest favourite
Guest house in Midland
Pete’s bike and stay
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
4.92 out of 5 average rating, 39 reviews
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Top guest favourite
Cabin in Oro-Medonte
Bunkie in the Pines
1 bedroom, 1 bed, WC
12–17 Oct
4.99 out of 5 average rating, 105 reviews
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Guest favourite
Cottage in Tiny
Stylish Sandy Beach 4 Bedrooms STRTT-2026-054
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.88 out of 5 average rating, 40 reviews
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Guest favourite
Home in Midland
The Midland Nest | A Stylish Home Away From Home
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.93 out of 5 average rating, 27 reviews