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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
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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Top guest favourite
Home in Kemble
Luxury Cobble Beach Golf Retreat w/ Game Room
5 bedrooms, 6 beds, 4 bathrooms
4–9 Oct
4.94 out of 5 average rating, 18 reviews
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Home in Meaford
Paradise Cottage by the Bay
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
New place to stay
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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
Home in Meaford
Quaint country cottage by the Bay
3 bedrooms, 4 beds, 1.5 bathrooms
26–31 Oct
4.77 out of 5 average rating, 95 reviews
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Guest favourite
Loft in Owen Sound
Brand New Country View Loft with Hot Tub
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 142 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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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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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 Kemble
Contemporary Million Dollar View Getaway
6 bedrooms, 7 beds, 4.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 132 reviews
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Top guest favourite
Flat in Owen Sound
East Side Serenity Apartment
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 340 reviews
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Guest favourite
Cabin in Owen Sound
Cozy Cabin Inn & Spa (HotTub, Sauna, Chalet Vibe)
4 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.86 out of 5 average rating, 110 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
1–6 Oct
4.77 out of 5 average rating, 637 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
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
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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
Home in Owen Sound
Owen Sound vacation home
3 bedrooms, 3 queen beds, 2.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 62 reviews