Hillsdale Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Hillsdale

Parkside House
3.5 star property
9.4 out of 10, Exceptional, (260)
"Clean and comfortable 👍"
The price is CA $123
CA $148 total
includes taxes & fees
Sep 29 - Sep 30
Parkside House
Waterfront Muskoka with Pool & Hot Tub
9.6 out of 10, Exceptional, (17)
"We had an amazing weekend here. The place was nice and clean and the host was very kind. The kids had a blast with all the toys and games available. I would definitely recommend to my friends. It was my first VRBO booking so naturally I was pretty anxious at first not hearing from them, but then once the check in information was provided, everything was nice and easy. Wonderful place to stay and an amazing host."
The price is CA $350
CA $638 total
includes taxes & fees
Sep 27 - Sep 28
Waterfront Muskoka with Pool & Hot Tub
Cozy cottage with up to 15 acres of land and flowing river
8.0 out of 10, Very good, (12)
"The house was extremely neat and cozy and the host responded very quickly to any questions I had. Would stay again"
The price is CA $250
CA $579 total
includes taxes & fees
Oct 1 - Oct 2
Cozy cottage with up to 15 acres of land and flowing river
Residence & Conference Centre - Barrie
2.0 star property
7.0 out of 10, Good, (586)
"I’m too old to be doing the dorm !"
Residence & Conference Centre - Barrie
The Mansion, Wasaga beach, Blue mountain
10.0 out of 10, Exceptional, (3)
"We had an absolutely delightful stay at this property! The house was clean, spacious, and beautifully maintained, providing us with all the comfort we could ask for. The exterior amenities, including the pool and the well-kept patio area, made for perfect mornings and evenings spent outdoors. The property owner was incredibly attentive and hospitable, ensuring our stay was smooth and enjoyable from start to finish. Highly recommend this gem for anyone seeking a relaxing and luxurious getaway!"
The price is CA $1,450
CA $2,505 total
includes taxes & fees
Sep 30 - Oct 1
The Mansion, Wasaga beach, Blue mountain
COTTAGE #7
9.0 out of 10, Wonderful, (26)
"Great spot right off the beach. 10-15 min walk to main beach area. Had a great time"
The price is CA $300
CA $641 total
includes taxes & fees
Sep 27 - Sep 28
COTTAGE #7
The yellow cottage - rustic renovated at the core of Wasaga beach
8.4 out of 10, Very good, (8)
"Great stay, host was responsive and place had lots to do! Comfy place, clean. Loved the firepit and back area."
The yellow cottage - rustic renovated at the core of Wasaga beach
Beautiful Muskoka lake front. Close to Mt. St. Louie Moonstone and Honey Harbour
9.0 out of 10, Wonderful, (20)
"This is a very comfortable spacious cottage with all the amenities! Our family of 10 ( ranging in age from 2 - 70) thoroughly enjoyed our stay! There is a playroom in the basement which the kids enjoyed and two living areas to spread out. The kitchen is well equipped and there is an additional frig in the party cave for drinks, ice etc. The outside deck is large with a gazebo for shade, a BBQ, and the hot tub is an added bonus. Campfires were enjoyed in the evening in the large lawn...
Beautiful Muskoka lake front. Close to Mt. St. Louie Moonstone and Honey Harbour
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
10.0 out of 10, Exceptional, (1)
"We wished we could have stayed longer!!Grandchildren, loved the pool. Lots of room for entertaining. Close to walking trails and the Bay."
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
8.6 out of 10, Excellent, (9)
"Place was very clean and staff on site were awesome. It is a tiny cabin, smallest shower stall ever lol. Good location !"
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
COTTAGE #13
9.6 out of 10, Exceptional, (31)
"Great location on the beach. Owners were awesome helping me with the booking."
The price is CA $300
CA $641 total
includes taxes & fees
Sep 27 - Sep 28
COTTAGE #13
Dock Life Beach 1 - Cottage 12, Riverview, 1 Bedroom, 3 min walk to Beach 1
9.6 out of 10, Exceptional, (10)
"Was the best equipped cottage out of the 3 I have booked and stayed at at wasaga. Perfect location, wonderful hosts,well equipped. I will definitely go back...."
Dock Life Beach 1 - Cottage 12, Riverview, 1 Bedroom, 3 min walk to Beach 1
Dock Life Beach 1 - Walkout River 13, 5 bdrm Sleeps 14, 3 min walk to Beach 1
9.2 out of 10, Wonderful, (7)
"Property was top-notch. Management was great. Location was exactly as listed. Nothing but high prause for this property. "
Dock Life Beach 1 - Walkout River 13, 5 bdrm Sleeps 14, 3 min walk to Beach 1
Dock Life Beach 1 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
9.0 out of 10, Wonderful, (15)
"Good location. Unique."
Dock Life Beach 1 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
Steps to the Beach & Minutes to the Mountains!
9.0 out of 10, Wonderful, (9)
"It was nice property well maintained and modern "
Steps to the Beach & Minutes to the Mountains!
The ginger cottage - rustic renovated at the core of Wasaga beach
8.8 out of 10, Excellent, (5)
"Great Location, funand would definitely stay here again.kie cabin, enjoyed a fire in the evening "
The price is CA $60
CA $200 total
includes taxes & fees
Oct 9 - Oct 10
The ginger cottage - rustic renovated at the core of Wasaga beach
Cozy Lakeside Cabin with Private Balcony.
8.0 out of 10, Very good, (3)
"Love the staging style of decor and layout. Comfortable and roomy. Beach with paddle boards and kayaks. Excellent communication with friendly host."
The price is CA $180
CA $328 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Lakeside Cabin with Private Balcony.
Dock Life Cottage 5 - Riverside, 1 Bedroom, Wasaga
9.8 out of 10, Exceptional, (22)
"Shower very small, toilet needed sidesaddle --stay would be impossible for a heavy person--.otherwise pretty good."
Dock Life Cottage 5 - Riverside, 1 Bedroom, Wasaga
Three cottages property - rustic renovated at the Wasaga Beach Centre
10.0 out of 10, Exceptional, (1)
The price is CA $150
CA $436 total
includes taxes & fees
Oct 9 - Oct 10
Three cottages property - rustic renovated at the Wasaga Beach Centre
Wasaga Beach Great Family Cottage
10.0 out of 10, Exceptional, (3)
"I was very pleasantly surprised, it was awsome very clean, absolutley everything you need as far as dishes, utensils, towels, lawn chairs, beach chairs, 5 min. walk to beach 6 which was great because it was never too busy, big back yard, very private, camp fires ect, Thank you we all loved it!!!!"
Wasaga Beach Great Family Cottage
Don't see what you're looking for?
See all available properties in Hillsdale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Hillsdale you may be interested in

Super 8 by Wyndham Barrie South
7.6 out of 10, Good, (1166)
"Great location, friendly staff "
The price is CA $70
CA $84 total
includes taxes & fees
Oct 20 - Oct 21
Super 8 by Wyndham Barrie South
Travelodge by Wyndham Barrie
2.0 star property
7.2 out of 10, Good, (1004)
"nice and clean with affordable price"
The price is CA $65
CA $78 total
includes taxes & fees
Oct 13 - Oct 14
Travelodge by Wyndham Barrie
Monte Carlo Inn Barrie Suites
3.0 star property
8.0 out of 10, Very good, (1592)
"The room was lovely. Clean and as described. The Jacuzzi tub was also lovely, though the water came out yellow at first. Likely from not being used. The elevator was not working, and we were on the third floor, and there was no air-conditioning in the stairwell or the hallways - thank goodness for air conditioning in the room, as it was a hot and humid weekend. The continental breakfast was very simple, with pastries and cereal, apples and oranges and yogurt - you could pay eight dollars more...
The price is CA $101
CA $121 total
includes taxes & fees
Oct 20 - Oct 21
Monte Carlo Inn Barrie Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find vacation rentals in Hillsdale?

Yes, we offer vacation rentals close to popular points of interest in Hillsdale, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Hillsdale?

The Mansion, Wasaga beach, Blue mountain: You might want to consider this vacation home rental near Hillsdale, which is located next to a golf course and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and an arcade game room.

What can I see and do in Hillsdale?

Explore the area and family-friendly sights such as Elmvale Jungle Zoo, or get out into nature at a spot like Hardwood Ski and Bike. In the larger area, you’ll find Horseshoe Valley and Mount St. Louis Moonstone.

What are vacation rentals like in Hillsdale?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Hillsdale. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.