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Search results; Over 1,000 homes in Annan

Guest favourite
Home in Annan
The Sixth Great Lake Luxury
4 bedrooms, 6 beds, 3.5 private bathrooms
20–25 Sept
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4.9 out of 5 average rating, 42 reviews
Top guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Guest suite in Owen Sound
LynnWood Suite on Gravelly Bay
1 bedroom, 2 beds, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 211 reviews
Guest favourite
Tiny home in Meaford
Tiny Home Nestled between Thornbury & Meaford
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.87 out of 5 average rating, 446 reviews
Guest favourite
Home in South Bruce Peninsula
Pine Villa-Mediterranean Cottage with Hot Tub
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 117 reviews
Top 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
Suite on the Creek
1 bedroom, 2 beds, 1 bathroom
5–10 Oct
4.95 out of 5 average rating, 190 reviews
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, 217 reviews
Guest favourite
Cottage in Annan
Private 5 Acres Lakefront Cottage - Georgian Bay
4 bedrooms, 4 beds, 3 bathrooms
29 Aug – 3 Sept
4.95 out of 5 average rating, 79 reviews
Guest favourite
Cabin in Meaford
Minniehill A-Frame
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 182 reviews
Guest favourite
Cottage in Meaford
The SURF SHACK by The Post Office Motel *HOT TUB*
3 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.76 out of 5 average rating, 623 reviews
Guest favourite
Tiny home in Wiarton
S08 Nature Heaven at the Farm: Cabin on The Lake
1 bedroom, 2 queen beds, WC
6–11 Sept
4.89 out of 5 average rating, 122 reviews
Guest favourite
Cabin in Wiarton
Fika North | Slow Mornings & Summer Nights
3 bedrooms, 4 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Owen Sound
Balmy Beach Breeze Waterfront Home
3 bedrooms, 8 beds, 1.5 bathrooms
1–6 Jun
4.89 out of 5 average rating, 96 reviews
Top guest favourite
Chalet in The Blue Mountains
Modern Airbnb Blue Mountain Village
3 bedrooms, 7 beds, 3 bathrooms
31 Aug – 5 Sept
4.93 out of 5 average rating, 80 reviews
Top guest favourite
Home in Meaford
Hilltop Mesa- carriage house on acreage
2 bedrooms, 2 king beds, 2 bathrooms
24–30 Aug
5.0 out of 5 average rating, 24 reviews
Guest favourite
Guest house in Kemble
Waterfront Sunrise Cottage
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.87 out of 5 average rating, 226 reviews
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, 136 reviews