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Search results; Over 1,000 homes in Hillsdale

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Top guest favourite
Guest suite in Hillsdale
Country Get Away (Entire Private Lower Suite)
2 bedrooms, 3 beds, 1 private bathroom
18–23 Oct
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4.95 out of 5 average rating, 571 reviews
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Guest favourite
Home in Hillsdale
The four season Mount St. Louis hideaway
4 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
4.9 out of 5 average rating, 21 reviews
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Home in Elmvale
The Yellow Cottage
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 39 reviews
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Cottage in Tiny
Private 40 Acre Cottage with Hot Tub
3 bedrooms, 5 beds, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 319 reviews
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Cottage in Elmvale
Lakefront Family-Friendly Cottage on Trails
2 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 56 reviews
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Flat in Oro-Medonte
On the Fifth - Basement Apartment in the Country.
3 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 46 reviews
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Top guest favourite
Flat in Coldwater
Cozy in Coldwater
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 70 reviews
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Home in Port Mcnicoll
Steps From the Beach and Hiking Trails!
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 66 reviews
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Top guest favourite
Cabin in Oro-Medonte
Bunkie in the Pines
1 bedroom, 1 bed, WC
25–30 Sept
4.99 out of 5 average rating, 104 reviews
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Apartment in Shanty Bay
Welcome to Horseshoe Haven
1 bedroom, 2 beds, 1.5 bathrooms
7–12 Oct
New place to stay
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Top guest favourite
Flat in Nottawa
The Nottawa Nest
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 122 reviews
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Guest favourite
Tiny home in Essa
Tiny Home 'The Rest'
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 61 reviews
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Home in Oro-Medonte
Havenwood
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 26 reviews
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Tiny home in Waubaushene
Unique TinyHome
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.95 out of 5 average rating, 504 reviews
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Home in Coldwater
Moonstone chalet
3 bedrooms, 9 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 25 reviews
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Cottage in Georgian Bay
Muskoka Stunning Cottage On Little Lake
4 bedrooms, 5 beds, 2 bathrooms
13–18 Oct
4.98 out of 5 average rating, 156 reviews
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Home in Tiny
Lakeside Stunning Cottage - Private Beach - New
3 bedrooms, 4 beds, 1.5 bathrooms
28 Sept – 3 Oct
4.86 out of 5 average rating, 7 reviews
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Apartment in Shanty Bay
Romantic Country Getaway
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 107 reviews
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Top guest favourite
Tiny home in Waubaushene
Saltbox by the Bay +Views, Bikes, Vetta | 4-Season
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 275 reviews