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Vacation rentals in Hillsdale

Vacation rentals in Hillsdale

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hillsdale

Guests agree: these stays are highly rated for location, cleanliness, and more.

Country Get Away (Entire Private Lower Suite)
SUPERHOSTEntire guest suite · 4 guests · 2 beds · 1 bath
Country Get Away (Entire Private Lower Suite)

Separate entrance lower unit, 2 bedroom plus a double size pull out couch. Close to multiple ski hills, golf courses, and snowmobile trails. Self serve continental breakfast provided includes a variety of Keurig coffee and tea pods, a variety of bagels and or muffins. Sincerely, Troy and Gin

What guests are saying:

“Great place! Located in a quiet residential area. We all enjoyed the games and it had everything we needed. Ginny was very prompt with communication and diligent with COVID cleaning which we very much appreciated given these times. Would recommend to others as a fun and comfortable place to stay.”

Bearfoot Yogi Bear Cottage
SUPERHOSTEntire cabin · 8 guests · 4 beds · 1 bath
Bearfoot Yogi Bear Cottage

My place is close to Wasaga Beach Horsehoe valley resort Midland Penetanguishene Elmvale jungle zoo . You’ll love my place because of the people, the ambiance, and the neighbourhood. My place is good for couples, solo adventurers, families (with kids), and furry friends (pets).

What guests are saying:

“The place was beautiful and in a great location. Carol was super friendly and offered us lots of help. So happy we got to spend the weekend at the cottage with our friends. The only point would be that we saw a mouse in the kitchen and bedroom which could have been just popping by, but it was something that I did not expect. But overall everything else was brilliant.”

Beautiful waterfront cottage getaway
SUPERHOSTEntire cottage · 8 guests · 7 beds · 1 bath
Beautiful waterfront cottage getaway

This cozy waterfront cottage has 2 bedrooms with the addition of a newly renovated 2 story bunkie. The sunsets are outstanding. Have a fire by the waters edge. Waterfront is sandy and shallow, perfect for kids. Play ground set for the kids. Lots of amenities close by. Elmvale and Midland 10 minutes away. Cottage has everything you will need with a bbq and fully stocked kitchen. We book a 6 night minimum during July and August. 3 night minimum throughout the rest of the year.

What guests are saying:

“We had a great week at Leanne’s cottage! We were there during a heat wave and were disappointed by the lack of AC (I’m sure this is corrected on the listing now, but we had been expecting AC). But Leanne was extremely apologetic and we survived (there are lots of fans). As others have mentioned, the water is perfect for young kids, the sunsets are beautiful and the fire pit is great. We used the grill every night (and left our ketchup/mustard/bbq sauce so there’d be some condiments for the next guests). If you’re looking for a fun, family-friendly, no-frills cottage experience, you won’t be disappointed.”

Holiday rentals for every style

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Popular amenities for Hillsdale holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Hillsdale

Beautiful open concept waterfront Orr Lake.
SUPERHOSTEntire house
Beautiful open concept waterfront Orr Lake.
Price:$589 AUD / night
Cozy Cottage #2- Orr Lake, Ontario
SUPERHOSTEntire cabin
Cozy Cottage #2- Orr Lake, Ontario
Price:$178 AUD / night
Country Escape/Private bright lower/2 Bdrm Suite
SUPERHOSTEntire guest suite
Country Escape/Private bright lower/2 Bdrm Suite
Price:$246 AUD / night
Charming and cozy Woodland stay.
Entire apartment
Charming and cozy Woodland stay.
Price:$121 AUD / night
Blue Heron on Orr Lake
SUPERHOSTEntire cottage
Blue Heron on Orr Lake
Price:$603 AUD / night
Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool
SUPERHOSTEntire chalet
Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool
Price:$597 AUD / night
Greylands
Private room
Greylands
Price:$115 AUD / night
Lakeside Cabins on Orr Lake
Entire cottage
Lakeside Cabins on Orr Lake
Price:$261 AUD / night
Horseshoe / Mt. St Louis: Modern rural getaway
SUPERHOSTPrivate room
Horseshoe / Mt. St Louis: Modern rural getaway
Price:$100 AUD / night
Beautiful Cottage Orr Lake 1 Hour from Toronto
Entire house
Beautiful Cottage Orr Lake 1 Hour from Toronto
Price:$206 AUD / night
3 bedroom apartment horse farm @ New Dawn Horizons
SUPERHOSTEntire apartment
3 bedroom apartment horse farm @ New Dawn Horizons
Price:$172 AUD / night
Lakefront Cedar Haven-Canoe, Kayak, 1 hr from TO
Entire cottage
Lakefront Cedar Haven-Canoe, Kayak, 1 hr from TO
Price:$431 AUD / night
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