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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, 562 reviews
Superhost
Home in Hillsdale
Lost in Hillsdale | Heated POOL | Near Horseshoe
4 bedrooms, 4 beds, 2.5 bathrooms
17–22 Sept
4.78 out of 5 average rating, 27 reviews
Top guest favourite
Tent in Orillia
Safari Tent on Horse Farm - sleeps 2-4
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Penetanguishene
The Haunted House Apt 302
2 bedrooms, 2 double beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 545 reviews
Top guest favourite
Room in Barrie
Private Suite • Ensuite Bath • Self Check-In
1 double bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Tent in Orillia
Yurt/Bell Tent on our Horse farm, sleeps 2-4
1 bedroom, 2 beds, No bathroom
14–19 Aug
4.97 out of 5 average rating, 86 reviews
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
Room in Barrie
Near College & RVH-free parking- Netflix-Quiet
1 queen bed, 1 bathroom
9–14 Aug
4.89 out of 5 average rating, 691 reviews
Superhost
Camper van/Motorhome in Lisle
Givi’s Cozy Camper: Warm & Welcoming
2 bedrooms, 10 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 110 reviews
Top guest favourite
Home in Barrie
Entire Luxury Townhouse | Barrie Hideaway
3 bedrooms, 4 beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Dome in East Gwillimbury
Starry nights…
1 bedroom, 1 king bed, 1.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 182 reviews
Top guest favourite
Guest house in Barrie
Warnica Coach House
1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 294 reviews
Top guest favourite
Cottage in Tiny
Ultimate Georgian Bay Vacation Getaway
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 170 reviews
Cabin in Minesing
Unique Barrel at Rainbow Valley #03
1 queen bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Tiny
Luxury Cottage - The Pine Loft at Cawaja Beach
3 bedrooms, 4 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Elmvale
Cozy cottage near trails, beaches & spa
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Tiny home in Orillia
Cozy Off-Grid Bunkie on a Horse Farm
1 bedroom, 1 queen bed, No bathroom
14–19 Aug
4.94 out of 5 average rating, 126 reviews
Guest favourite
Cabin in Gravenhurst
Sparrow Sunset Retreat Lakefront• Hot Tub • Dock
1 bedroom, 3 beds, 2 bathrooms
20–25 Sept
4.79 out of 5 average rating, 122 reviews
Home in Severn
Severn River Dock & Family Fun
2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
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