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Search results; Over 1,000 homes in Annan

Guest house in Annan
Lakeview Loft with Hot Tub on Irish Mountain
1 bedroom, 1 bed, 1 private bathroom
7–12 Sept
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4.81 out of 5 average rating, 160 reviews
Superhost
Home in Meaford
The Velvet Pier by the Post Office Motel *HOT TUB*
4 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
New place to stay
Guest favourite
Cottage in Meaford
Cosy and modern cottage on beautiful Georgian Bay
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 218 reviews
Guest favourite
Home in Owen Sound
Owen Sound vacation home
3 bedrooms, 3 queen beds, 2.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Owen Sound
Harbour Veiw 2 bedrooms/ Den
2 bedrooms, 2 beds, 1.5 bathrooms
7–12 Sept
4.86 out of 5 average rating, 133 reviews
Guest favourite
Home in Kemble
Luxury 5BR Home w/ Fire Pit near Georgian Bay
5 bedrooms, 9 beds, 3 bathrooms
5–10 Oct
4.91 out of 5 average rating, 75 reviews
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, 86 reviews
Guest favourite
Cottage in Meaford
The SURF SHACK by The Post Office Motel *HOT TUB*
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.76 out of 5 average rating, 623 reviews
Guest favourite
Home in Meaford
Georgian Bay Waterfront Cottage in Meaford
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 12 reviews
Guest favourite
Cottage in Annan
Private 5 Acres Lakefront Cottage - Georgian Bay
4 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
4.95 out of 5 average rating, 80 reviews
Superhost
Home in Owen Sound
Balmy beach cottage
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.83 out of 5 average rating, 47 reviews
Guest favourite
Cottage in Wiarton
Sunsets & Lake Views in a Spacious Modern Cottage
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.9 out of 5 average rating, 126 reviews
Guest favourite
Home in Kemble
Luxury Cobble Beach Golf Retreat w/ Game Room
5 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Owen Sound
Cozy Hideaway
2 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.9 out of 5 average rating, 342 reviews
Guest favourite
Bed and breakfast in Owen Sound
Micha’s Bed & Breakfast - Paris Room (2-3)
1 bedroom, 1 king bed, 1.5 bathrooms
11–16 Sept
4.96 out of 5 average rating, 203 reviews
Home in Meaford
The Bognor House
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Meaford
Beach & Hiking Nearby • Large Private Fenced Yard
3 bedrooms, 3 queen beds, 1.5 bathrooms
6–11 Nov
4.97 out of 5 average rating, 173 reviews
Home in Meaford
Quaint country cottage by the Bay
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
4.76 out of 5 average rating, 93 reviews