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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
17–22 Sept
4.76 out of 5 average rating, 29 reviews
Top guest favourite
Guest house in Barrie
Warnica Coach House
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 297 reviews
Guest favourite
Cabin in Elmvale
The Blue Cottage
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.89 out of 5 average rating, 46 reviews
Guest favourite
Home in Elmvale
Cozy cottage near Elmvale Zoo, beaches & Vetta Spa
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 27 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, 38 reviews
Guest favourite
Home in Hillsdale
The four season Mount St. Louis hideaway
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Innisfil
JillBilly by the Bay
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 325 reviews
Guest favourite
Apartment in Shanty Bay
Elegant 2Suite Condo,Jacuzzi,pool,Horseshoe valley
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.86 out of 5 average rating, 43 reviews
Cabin in Minesing
Unique Barrel at Rainbow Valley #02
1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Wasaga Beach
Charming riverside cottage, B&B license
4 bedrooms, 5 beds, 1.5 bathrooms
12–17 Sept
4.94 out of 5 average rating, 297 reviews
Top guest favourite
Guest suite in Barrie
Bright & Cozy Suite
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Guest suite in Oro-Medonte
The Suite at Bass Lake Retreat (Unit#4)
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 582 reviews
Top guest favourite
Tiny home in Essa
Tiny Home 'The Rest'
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 57 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, 496 reviews
Top guest favourite
Cabin in Severn
Bear Creek Cabin
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Oro
Lovely king size room with kitchenette
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.77 out of 5 average rating, 126 reviews
Guest favourite
Flat in Shanty Bay
Studio Resort Condo in Horseshoe Valley, CA
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.77 out of 5 average rating, 35 reviews
Guest favourite
Guest suite in Barrie
Golden Blue Barrie
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 42 reviews