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Search results; Over 1,000 homes in Annan

Guest suite in Annan
Lakeview Suite on Irish Mountain
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.78 out of 5 average rating, 125 reviews
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, 219 reviews
Guest favourite
Home in Meaford
The Velvet Pier by the Post Office Motel *HOT TUB*
4 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 5 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, 88 reviews
Guest favourite
Flat in Owen Sound
Cozy Hideaway
2 bedrooms, 4 beds, 1 bathroom
16–21 Oct
4.9 out of 5 average rating, 349 reviews
Home in Meaford
Paradise Cottage by the Bay
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
New place to stay
Guest favourite
Home in South Bruce Peninsula
Waterview Bruce Peninsula EV Plug Stunning Views
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Owen Sound
Butchart Estate: Breathtaking Victorian mansion
4 bedrooms, 5 beds, 4.5 bathrooms
23–28 Sept
4.98 out of 5 average rating, 253 reviews
Top guest favourite
Bungalow in Kemble
Peaceful waterfront bungalow - make your memories!
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Owen Sound
The Roamin' Donkey
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Rooms in Owen Sound
Great for Families, 2 Rooms: Eddie Sargent House
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 225 reviews
Guest favourite
Home in Meaford
Quaint country cottage by the Bay
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.77 out of 5 average rating, 95 reviews
Top guest favourite
Guest house in Wiarton
Stunning Lakeside Loft Perched Above Georgian Bay
4 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 130 reviews
Guest favourite
Cottage in Annan
Private 5 Acres Lakefront Cottage - Georgian Bay
4 bedrooms, 4 beds, 3 bathrooms
11–16 Oct
4.94 out of 5 average rating, 82 reviews
Guest favourite
Loft in Owen Sound
Brand New Country View Loft with Hot Tub
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 141 reviews
Guest favourite
Home in Kemble
Luxury Cobble Beach Golf Retreat w/ Game Room
5 bedrooms, 6 beds, 4 bathrooms
24–29 Sept
4.94 out of 5 average rating, 16 reviews
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
Superhost
Bungalow in Annan
Waterfront Cottage direct access to Georgian Bay
2 bedrooms, 2 double beds, 1 bathroom
14–19 Oct
4.7 out of 5 average rating, 110 reviews
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, 152 reviews