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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, 561 reviews
Superhost
Home in Hillsdale
Lost in Hillsdale | Heated POOL | Near Horseshoe
4 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.78 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
9–14 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Dome in Gravenhurst
Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 36 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, 35 reviews
Guest favourite
Tiny home in Waubaushene
Unique TinyHome
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 487 reviews
Top guest favourite
Home in Coldwater
Fireside Haven Chalet
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.99 out of 5 average rating, 69 reviews
Guest favourite
Home in Hillsdale
The four season Mount St. Louis hideaway
4 bedrooms, 5 beds, 3.5 bathrooms
9–14 Aug
4.93 out of 5 average rating, 15 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, 11 reviews
Top guest favourite
Tent in Orillia
Safari Tent on Horse Farm - sleeps 2-4
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Elmvale
Lakefront Family-Friendly Cottage on Trails
2 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 52 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, 24 reviews
Top guest favourite
Home in Wasaga Beach
The Boutique Retreat
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 95 reviews
Top guest favourite
Guest suite in Oro-Medonte
The Suite at Bass Lake Retreat (Unit#4)
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 575 reviews
Top guest favourite
Guest suite in Coldwater
Tranquil Retreat private Hot Tub Horseshoe Valley
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 206 reviews
Top guest favourite
Tiny home in Essa
Tiny Home 'The Rest'
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Collingwood
*NEW*Collingwood Home-Private HotTub FirePit & BBQ
2 bedrooms, 3 queen beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Oro
Spacious 1-br w jacuzzi at Horseshoe Valley
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.86 out of 5 average rating, 316 reviews
Top guest favourite
Train in Gravenhurst
Side Tracked in Muskoka
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 161 reviews