Hillsdale Holiday Rentals

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Holiday Rentals in Hillsdale

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (268)
"I would recommend this property! It was nice and clean and quiet."
The price is AU$159
includes taxes & fees
3 Dec - 4 Dec
Parkside House

Waterfront Muskoka with Pool & Hot Tub

9.6 out of 10, Exceptional, (19)
"Great stay. Great host. Be sure to bring your own supplies though because the gas station and convenience stores have a huge markup. Would definitely go back again."
The price is AU$713
includes taxes & fees
30 Nov - 1 Dec
Waterfront Muskoka with Pool & Hot Tub

The yellow cottage - rustic renovated at the core of Wasaga beach

7.8 out of 10, Good, (10)
"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

Cozy cottage with up to 15 acres of land and flowing river

8.2 out of 10, Very good, (14)
"We came with a group of 15 in mid November and had a great time, the place is very nice and clean, great TV and internet. Lots of space and couches, chairs. Thought everything went fine. Communication was great, would stay again. Right by st.louis, moonstone for skiers, we all went for a hike. Thanks!"
The price is AU$714
includes taxes & fees
28 Nov - 29 Nov
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)
"Good location. "
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 AU$2,792
includes taxes & fees
2 Dec - 3 Dec
The Mansion, Wasaga beach, Blue mountain

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 7

9.0 out of 10, Wonderful, (27)
"It was amazing. We've stayed at a different cottage number last year and this year was nothing short but amazing. We had a great time. Location is perfect. Communication is clear and never waiting for a response. This property makes our vacation."
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 7

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 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

9.0 out of 10, Wonderful, (15)
"Good location. Unique."
The price is AU$183
includes taxes & fees
28 Nov - 29 Nov
Dock Life Beach 1 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

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 AU$485
includes taxes & fees
30 Nov - 1 Dec
Three cottages property - rustic renovated at the Wasaga Beach Centre

Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

8.6 out of 10, Excellent, (10)
"The checking in was very smooth and prompt. Moreover, thanks to the host Tal for giving us a better cottage for an extra nominal cost. Our 1 night stay at cottage 5 was lovely and 2 nights stay at cottage 3 was bigger and even better.The rooms are clean, nicely painted and reasonably big. All basic amenities were there including clean linen n towels. Heating and cooling were very good. Lovely big fridge. Superb barbeque, hot water etc etc. in short, the cottage was spick and span. We liked...
The price is AU$171
includes taxes & fees
28 Nov - 29 Nov
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Hidden Gem!!!

8.4 out of 10, Very good, (17)
"There was a group of us who stayed here for two nights. It was close to the beach and you cannot swim in the water behind the property as it is water access for boats etc. to come in and out of the area. When we got there there was a few key items missing such as dishwasher pods, dish soap, oven mitts, hand soap in the bathroom. I did message the host about this and they offered to have the housekeeper bring some the next morning. However, we had already gone to Walmart to replace them. It also...
The price is AU$657
includes taxes & fees
28 Nov - 29 Nov
Hidden Gem!!!

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. "
The price is AU$369
includes taxes & fees
28 Nov - 29 Nov
Dock Life Beach 1 - Walkout River 13, 5 bdrm Sleeps 14, 3 min walk to Beach 1

Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

9.4 out of 10, Exceptional, (8)
"The property from Inside was clean but front yard and back yard were filled with leaves. Hot tub was the only good thing, other than that it was an average property that was listed on reasonable price. The price was good for the group of 8 people and Host was nice. "
Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

Secluded Countryside Estate with Private Trails

10.0 out of 10, Exceptional, (2)
"The property is exactly as per the pictures and description. Spacious, clean and very comfortable for our group. Easy to access to and great communication with the owner. Would definitely return!"
Secluded Countryside Estate with Private Trails

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!

Beautiful Muskoka lake front. Close to Mt. St. Louie Moonstone and Honey Harbour

9.2 out of 10, Wonderful, (23)
"We had a wonderful time at this house/cottage! We love the huge kitchen and were able to eat and play games! And it’s so nice having everything on the main level. The hot tub is so nice and was clean and hot! Thank you for the great stay! This was our second time staying here. "
Beautiful Muskoka lake front. Close to Mt. St. Louie Moonstone and Honey Harbour

All season country club resort- mins away from Horseshoe Ski resort, Spa, beach.

9.4 out of 10, Exceptional, (9)
"Clean reasonably priced"
All season country club resort- mins away from Horseshoe Ski resort, Spa, beach.
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.
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Other types of properties in Hillsdale you may be interested in

Super 8 by Wyndham Barrie South

2.0 star property
7.6 out of 10, Good, (1264)
"Love when its quite war i dont like party animals to much noise i 4 grand kids and they good"
The price is AU$87
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Barrie South

Travelodge by Wyndham Barrie

2.0 star property
7.4 out of 10, Good, (1210)
"very cheap and good beds, but the place smells damp."
The price is AU$85
includes taxes & fees
15 Dec - 16 Dec
Travelodge by Wyndham Barrie

Monte Carlo Inn Barrie Suites

3.0 star property
8.0 out of 10, Very good, (1729)
"We enjoy the location of the hotel. It is close to shopping and entertainment. I did not like how loud it was. You could hear people above, in halls and outside. The toilet in our room made a lot of noise. "
The price is AU$145
includes taxes & fees
8 Dec - 9 Dec
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsdale has to offer?

Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake: This holiday home rental outside of Hillsdale is located by the ocean, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 wider area, you’ll find Horseshoe Valley and Mount St. Louis Moonstone.

What are holiday rentals like in Hillsdale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hillsdale. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.