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Search results; Over 1,000 homes in Hawkestone

Guest favourite
Houseboat in Hawkestone
Amazing BOATHOUSE LAKEVIEW
1 bedroom, 2 beds, 1 private bathroom
20–25 Sept
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4.76 out of 5 average rating, 223 reviews
Home in Hawkestone
Beautiful Cottage w Indoor Pool, Sauna, Pool Table
5 bedrooms, 7 beds, 2.5 bathrooms
15–20 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
15–20 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
Cottage in Hawkestone
Simcoe Waterfront Cottage , quite piece of haven !
5 bedrooms, 7 beds, 4 bathrooms
17–22 Sept
4.93 out of 5 average rating, 15 reviews
Superhost
Cabin in Hawkestone
Blue Dreams Of Lake Simcoe
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.82 out of 5 average rating, 168 reviews
Guest favourite
Cottage in Hawkestone
All Season Cottage Water Front On Lake Simcoe
4 bedrooms, 7 beds, 2.5 bathrooms
16–21 Sept
4.9 out of 5 average rating, 80 reviews
Cottage in Orillia
Waterfront ★ Sunshine Cottage By The Lake ★
6 bedrooms, 7 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Room in Hawkestone
Amazing LAKEHOUSE lakeview suite 5
1 king bed, 1 bathroom
15–20 Sept
4.78 out of 5 average rating, 126 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
Guest favourite
Cottage in Warminster
THE LAKE HOUSE WITH PRESTINE PANORAMIC VIEW!
2 bedrooms, 3 beds, 1.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Orillia
Waterfront Cottage Over-the-Water view w BBQ& Wifi
5 bedrooms, 7 beds, 2.5 bathrooms
1–6 Nov
4.82 out of 5 average rating, 319 reviews
Guest favourite
Flat in Innisfil
Great Escape @ Friday Harbour
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.88 out of 5 average rating, 26 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, 45 reviews
Home in Oro-Medonte
Cottage with all immunities
6 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
New place to stay
Superhost
Cottage in Orillia
Family cottage just steps away from Lake Simcoe
3 bedrooms, 3 beds, WC
19–24 Sept
4.8 out of 5 average rating, 30 reviews
Guest favourite
Home in Hawkestone
Waterfront Luxury at Fox & Fern Retreat
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Room in Hawkestone
Amazing LAKEHOUSE suite 2
1 single bed, 1 bathroom
15–20 Sept
4.66 out of 5 average rating, 35 reviews