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Search results; Over 1,000 homes in Hawkestone

Guest favourite
Cottage in Hawkestone
All Season Cottage Water Front On Lake Simcoe
4 bedrooms, 7 beds, 2.5 private bathrooms
7–12 Sept
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4.91 out of 5 average rating, 78 reviews
Home in Hawkestone
Beautiful Cottage w Indoor Pool, Sauna, Pool Table
5 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
4.81 out of 5 average rating, 70 reviews
Superhost
Home in Hawkestone
Lake Simcoe Waterfront Lake House
4 bedrooms, 6 beds, 2.5 bathrooms
7–12 Sept
4.81 out of 5 average rating, 26 reviews
Top guest favourite
Bungalow in Hawkestone
Water front Cottage Lake Simcoe Sauna Hot Tub
4 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 110 reviews
Guest favourite
Houseboat in Hawkestone
Amazing BOATHOUSE LAKEVIEW
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.76 out of 5 average rating, 223 reviews
Superhost
Cabin in Hawkestone
Blue Dreams Of Lake Simcoe
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.82 out of 5 average rating, 166 reviews
Guest favourite
Cottage in Hawkestone
Simcoe Waterfront Cottage , quite piece of haven !
5 bedrooms, 7 beds, 4 bathrooms
8–13 Sept
4.93 out of 5 average rating, 15 reviews
Superhost
Room in Hawkestone
Amazing LAKEHOUSE lakeview room 4
2 single beds, 1 bathroom
7–12 Sept
4.63 out of 5 average rating, 51 reviews
Cottage in Orillia
Waterfront ★ Sunshine Cottage By The Lake ★
6 bedrooms, 7 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Orillia
*Brand New* Sunrise Shores Cottage Lake Simcoe
4 bedrooms, 6 beds, 2 bathrooms
8–14 Sept
4.89 out of 5 average rating, 18 reviews
Guest favourite
Cottage in Warminster
THE LAKE HOUSE WITH PRESTINE PANORAMIC VIEW!
2 bedrooms, 3 beds, 1.5 bathrooms
7–14 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Hawkestone
Lakehouse on Lake Simcoe
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 69 reviews
Guest favourite
Home in Orillia
Life is better by the lake!
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Dec
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Coldwater
Coldwater Cottage Retreat
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.93 out of 5 average rating, 29 reviews
Guest favourite
Cottage in Orillia
5 * Waterfront Orillia Cottage - Fall 2026
4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Hawkestone
Country Cottage in Lake Country
4 bedrooms, 5 beds, 2 bathrooms
1–6 Jan
4.98 out of 5 average rating, 64 reviews
Guest favourite
Home in Orillia
Simcoe Lake House in Orillia
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.86 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Innisfil
Sunrise to Sunset - Friday Harbour Penthouse
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 39 reviews
Superhost
Room in Hawkestone
Amazing LAKEHOUSE suite 2
1 single bed, 1 bathroom
7–12 Sept
4.66 out of 5 average rating, 35 reviews