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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, 110 reviews
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Guest favourite
Cottage in Meaford
Cosy and modern cottage on beautiful Georgian Bay
3 bedrooms, 4 beds
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
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Annan
Highland House Retreat- Luxury Log Home
5 bedrooms, 6 beds
24–29 Nov
4.99 out of 5 average rating, 88 reviews
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Guest favourite
Flat in Owen Sound
Cozy Hideaway
2 bedrooms, 4 beds
16–21 Oct
4.9 out of 5 average rating, 350 reviews
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Guest favourite
Cottage in Meaford
The SURF SHACK by The Post Office Motel *HOT TUB*
3 bedrooms, 3 beds
20–25 Sept
4.77 out of 5 average rating, 636 reviews
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Top guest favourite
Flat in Georgian Bluffs
Owen Sound/ Waverly Heights/Relaxation!
2 bedrooms, 2 queen beds
18–23 Oct
4.9 out of 5 average rating, 39 reviews
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Top guest favourite
Flat in Owen Sound
East Side Serenity Apartment
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.94 out of 5 average rating, 340 reviews
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Top guest favourite
Guest house in Wiarton
Stunning Lakeside Loft Perched Above Georgian Bay
4 bedrooms, 5 beds
20–25 Sept
4.95 out of 5 average rating, 131 reviews
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Guest favourite
Home in Meaford
Quaint country cottage by the Bay
3 bedrooms, 4 beds
25–30 Sept
4.77 out of 5 average rating, 95 reviews
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Top guest favourite
Flat in Owen Sound
Private Suite • Near Bruce Trail • Modern & Bright
1 bedroom, 1 queen bed
23–28 Oct
4.98 out of 5 average rating, 153 reviews
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Top guest favourite
Guest house in Meaford
From A to Zen - a refined glamp
1 bedroom, 1 bed
18–23 Sept
4.97 out of 5 average rating, 100 reviews
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Top guest favourite
Flat in Owen Sound
One bedroom apartment on the river, with hot tub
1 bedroom, 1 queen bed
5–10 Oct
4.86 out of 5 average rating, 146 reviews
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Guest favourite
Cottage in Meaford
Skipping Rock Cottages: Ultimate Lakeside Retreat
7 bedrooms, 9 beds
22–27 Oct
4.99 out of 5 average rating, 68 reviews
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Top guest favourite
Cottage in Wiarton
Sunsets & Lake Views in a Spacious Modern Cottage
4 bedrooms, 5 beds
20–25 Sept
4.91 out of 5 average rating, 130 reviews
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Top guest favourite
Home in Grey Highlands
Rosewood Parlour A-Frame by The Post Office Motel
4 bedrooms, 4 beds
20–25 Sept
4.98 out of 5 average rating, 66 reviews
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Home in Meaford
Paradise Cottage by the Bay
3 bedrooms, 4 beds
17–22 Sept
New place to stay
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Top guest favourite
Cabin in Shallow Lake
Privacy Plus - cozy two bedroom country cottage
2 bedrooms, 4 beds
19–24 Oct
4.97 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Meaford
The Meaford Getaway
3 bedrooms, 3 queen beds
18–23 Oct
5.0 out of 5 average rating, 39 reviews