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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
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Meaford
Paradise Cottage by the Bay
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
New place to stay
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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
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
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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Top guest favourite
Home in Meaford
The Meaford Getaway
3 bedrooms, 3 queen beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 39 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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Room in Meaford
Panoramic Lakeview Suite
1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 5 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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Top guest favourite
Cabin in Wiarton
Fika North | Slow Mornings & Summer Nights
3 bedrooms, 4 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Cabin in Shallow Lake
Privacy Plus - cozy two bedroom country cottage
2 bedrooms, 4 beds, 1.5 bathrooms
19–24 Oct
4.97 out of 5 average rating, 61 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, 153 reviews
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Top guest favourite
Flat in Owen Sound
East Side Serenity Apartment
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 340 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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Top 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, 39 reviews
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Guest suite in Annan
Lakeview Suite on Irish Mountain
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.79 out of 5 average rating, 126 reviews
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Top guest favourite
Camper van/Motorhome in Meaford
Old Stone Farm Luxury Glamping
1 bedroom, 3 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 18 reviews