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Search results; Over 1,000 homes in Annan

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Superhost
Bungalow in Annan
Waterfront Cottage direct access to Georgian Bay
2 bedrooms, 2 beds, 1 private bathroom
14–19 Oct
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4.7 out of 5 average rating, 111 reviews
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Guest favourite
Home in Meaford
The Velvet Pier by the Post Office Motel *HOT TUB*
4 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Cottage in Meaford
Cosy and modern cottage on beautiful Georgian Bay
3 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.91 out of 5 average rating, 222 reviews
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Guest favourite
Home in Owen Sound
Balmy Beach Farm House
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Oct
4.82 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Meaford
The Meaford Getaway
3 bedrooms, 3 queen beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Flat in Owen Sound
Cozy Hideaway
2 bedrooms, 4 beds, 1 bathroom
16–21 Oct
4.9 out of 5 average rating, 350 reviews
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Superhost
Guest house in Owen Sound
Owen Sound Coach House - First Floor (2-2)
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
4.73 out of 5 average rating, 365 reviews
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Top guest favourite
Home in South Bruce Peninsula
Waterview Bruce Peninsula EV Plug Stunning Views
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Cottage in Meaford
Serenity Cottage, Jetski, Hot Tub, Ice rink
8 bedrooms, 13 beds, 4 bathrooms
29 Nov – 4 Dec
4.97 out of 5 average rating, 67 reviews
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Guest favourite
Room in Meaford
Panoramic Lakeview Suite
1 bed, 1 bathroom
11–16 Oct
4.86 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Meaford
Beach & Hiking Nearby • Large Private Fenced Yard
3 bedrooms, 3 queen beds, 1.5 bathrooms
9–14 Nov
4.97 out of 5 average rating, 175 reviews
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Guest favourite
Home in Owen Sound
Balmy beach cottage
3 bedrooms, 4 beds, 2 bathrooms
7–12 Oct
4.83 out of 5 average rating, 47 reviews
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Guest favourite
Flat in Annan
The Sixth Great Lake Breeze
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Guest house in Wiarton
Stunning Lakeside Loft Perched Above Georgian Bay
4 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 134 reviews
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Guest favourite
Cottage in Annan
Private 5 Acres Lakefront Cottage - Georgian Bay
4 bedrooms, 4 beds, 3 bathrooms
11–16 Oct
4.94 out of 5 average rating, 82 reviews
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Luxe
Cottage in Meaford
Bayview Oasis: Luxe Lakeside Escape w/ Pickleball
4 bedrooms, 8 beds, 3 bathrooms
18–23 Oct
4.96 out of 5 average rating, 134 reviews
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Home in Owen Sound
Bluffs Bay House | Waterfront | Hot Tub | Billiard
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.64 out of 5 average rating, 11 reviews
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Top guest favourite
Flat in Owen Sound
The Roamin' Donkey
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 96 reviews
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Guest favourite
Room in Owen Sound
Micha’s Bed & Breakfast - Paris Room (2-3)
1 king bed, 1.5 bathrooms
1–6 Oct
4.96 out of 5 average rating, 204 reviews