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Search results; Over 1,000 homes in Annan

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Top guest favourite
Camper van/Motorhome in Annan
Base Camp Glamping Grey Bruce
2 bedrooms, 3 beds, 1 private bathroom
1–6 Jan
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4.96 out of 5 average rating, 24 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, 220 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
21–26 Sept
5.0 out of 5 average rating, 7 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, 88 reviews
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Top guest favourite
Guest house in Wiarton
Bruce Peninsula Country Loft on 17
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 250 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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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, 39 reviews
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Top guest favourite
Flat in Owen Sound
The Roamin' Donkey
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 96 reviews
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Home in South Bruce Peninsula
Sauble Falls Couples Escape, Private River Access
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
New place to stay
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Guest favourite
Tiny home in Wiarton
S08 Nature Heaven at the Farm: Cabin on The Lake
1 bedroom, 2 queen beds, WC
4–9 Oct
4.9 out of 5 average rating, 129 reviews
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Top guest favourite
Flat in Owen Sound
Private Suite • Near Bruce Trail • Modern & Bright
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 154 reviews
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Top guest favourite
Room in Tara
The Rose Room. Where romance softly lingers.
1 king bed, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 44 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
25–30 Sept
4.73 out of 5 average rating, 365 reviews
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Top guest favourite
Tiny home in Wiarton
The Tiny House Experience
1 bedroom, 1 queen bed, WC
27 Sept – 2 Oct
4.98 out of 5 average rating, 137 reviews
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Guest favourite
Cottage in Meaford
The SURF SHACK by The Post Office Motel *HOT TUB*
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.77 out of 5 average rating, 636 reviews
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Top guest favourite
Home in Wiarton
Huckleberry’s Hideaway (Sauna, Starlink Internet)
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 145 reviews
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Guest favourite
Guest house in Kemble
Waterfront Sunrise Cottage
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.86 out of 5 average rating, 229 reviews
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Superhost
Home in Owen Sound
Balmy Beach Farm House
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
4.81 out of 5 average rating, 47 reviews
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Guest favourite
Flat in Georgian Bluffs
Owen Sound/ Waverly Heights/Relaxation!
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 40 reviews