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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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Top 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
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
Home in Owen Sound
Balmy Beach Farm House
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.82 out of 5 average rating, 50 reviews
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Top guest favourite
Cottage in South Bruce Peninsula
Riverfront Cottage Retreat for Couples
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 84 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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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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Top guest favourite
Cottage in Wiarton
A cabin disconnect on Boat Lake - pet friendly
2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
4.95 out of 5 average rating, 41 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, 135 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, 41 reviews
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Top guest favourite
Cabin in Elmwood
Cedar and Fern Cabin | Private Pond Forest Retreat
2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Tiny home in Wiarton
The Tiny House Experience
1 bedroom, 1 queen bed, WC
3–8 Oct
4.98 out of 5 average rating, 137 reviews
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Top guest favourite
Home in Annan
Highland House Retreat- Luxury Log Home
5 bedrooms, 6 beds, 2.5 bathrooms
24–29 Nov
4.99 out of 5 average rating, 89 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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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
Room in Tara
The Rose Room. Where romance softly lingers.
1 king bed, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Guest house in Georgian Bluffs
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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Top guest favourite
Room in Owen Sound
Micha’s Bed & Breakfast - East View (3-3)
1 king bed, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 194 reviews