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Search results; Over 1,000 homes in Hillsdale

Top guest favourite
Guest suite in Hillsdale
Country Get Away (Entire Private Lower Suite)
2 bedrooms, 3 beds, 1 private bathroom
23–28 Aug
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4.95 out of 5 average rating, 564 reviews
Superhost
Home in Hillsdale
Lost in Hillsdale | Heated POOL | Near Horseshoe
4 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.77 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Oro-Medonte
On the Fifth - Basement Apartment in the Country.
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Elmvale
The White Cottage with infinity views
1 bedroom, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in Barrie
Warnica Coach House
1 bedroom, 1 bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 298 reviews
Top guest favourite
Guest house in Barrie
The Barrie Nook | Coffee Bar & Backyard Grill
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 111 reviews
Guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Guest suite in Coldwater
Tranquil Retreat private Hot Tub Horseshoe Valley
2 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 208 reviews
Guest favourite
Apartment in Shanty Bay
Elegant 2Suite Condo,Jacuzzi,pool,Horseshoe valley
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.86 out of 5 average rating, 44 reviews
Top guest favourite
Home in Barrie
Entire Luxury Townhouse | Barrie Hideaway
3 bedrooms, 4 beds, 1.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Dome in Bradford West Gwillimbury
Four season glamping dome under the stars
1 bedroom, 1 queen bed, WC
13–18 Sept
4.97 out of 5 average rating, 498 reviews
Top guest favourite
Dome in East Gwillimbury
Starry nights…
1 bedroom, 1 king bed, 1.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 185 reviews
Guest favourite
Home in Elmvale
The Yellow Cottage
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 36 reviews
Guest favourite
Cottage in Tiny
The Beach House, Georgian Bay, Beach View w/ Sauna
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Tiny home in Essa
Tiny Home 'The Rest'
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 58 reviews
Guest favourite
Home in Orillia
Cute and Cozy House
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Innisfil
Luxury Beach Spa w/ Hot Tub-Private Sauna-Fire Pit
2 bedrooms, 2 queen beds, 2 bathrooms
24–29 Aug
4.95 out of 5 average rating, 142 reviews
Guest favourite
Home in Hillsdale
The four season Mount St. Louis hideaway
4 bedrooms, 5 beds, 3.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Guest suite in Severn
Lake View Loft
1 bedroom, 2 beds, 1 bathroom
29 Sept – 4 Oct
4.9 out of 5 average rating, 102 reviews