Holiday Rentals in Hillsdale

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Holiday Rentals in Hillsdale

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (285)
"great night stay, cozy & comfortable for a quick nights stay for my job. I wish the door had a dead bolt to feel more at ease but everything was great otherwise! "
The price is €96
includes taxes & fees
18 Feb - 19 Feb
Parkside House

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

8.4 out of 10, Very good, (15)
"It was very nice "Back to 70's" kind of charming cottage. Owner and care taker were very nice. Just a problem was shower. It seems couldn't run hot and cold water same time. I struggled quite long time but only choice I got was shower in icy cold water or burning hot water. Every thing else was good especially the "skinny mirror"! the other cottager in the property were nice too."
The yellow cottage - rustic renovated at the core of Wasaga beach

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

10.0 out of 10, Exceptional, (1)
"We stayed here to compete in Timber Tour at Mount St. Louis . 3 athletes, coach and parent. 5 bedrooms, 2 bathrooms was ideal and easily could have had more stay with us. Will book next season if we come back for same Timber Tour "
The price is €317
includes taxes & fees
18 Feb - 19 Feb
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage

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 €442
includes taxes & fees
18 Feb - 19 Feb
Waterfront Muskoka with Pool & Hot Tub

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

9.0 out of 10, Wonderful, (28)
"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

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

9.4 out of 10, Exceptional, (9)
"Clean, spacious, lovely backyard with hot tub, sauna, firepit. Thanks! "
Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

Bright, spacious 1200 sq foot apartment with Vaulted ceilings.

10.0 out of 10, Exceptional, (21)
"All the comforts of home in this lovely apartment. The kitchen has everything you could ever need for meal prep. We appreciated the cable package as we love to watch sports. The king bed was comfortable with a variety of pillows to choose from. Impressively clean and decorated nicely. Would definitely consider booking this rental again. "
The price is €186
includes taxes & fees
18 Feb - 19 Feb
Bright, spacious 1200 sq foot apartment with Vaulted ceilings.

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

8.8 out of 10, Excellent, (6)
"I was surprised how clean the inside of the unit was as my expectations are usually quite low for stays like this in Wasaga. Great location as well. Convenient having the plaza walking distance. The washing machine and dryer that is in the description of the rental is not in the ginger cabin. It is attached to the yellow cabin which is a bit awkward. "
The price is €140
includes taxes & fees
19 Feb - 20 Feb
The ginger cottage - rustic renovated at the core of Wasaga beach

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

8.4 out of 10, Very good, (18)
"I had gone for a winter retreat with the family. We had a pleasant and comfortable stay. The space in reality is better than in the pictures. There was ample bedding and space for sleeping. The kitchen was well equipped.The host was very quick and responsive to any queries or questions"
The price is €486
includes taxes & fees
18 Feb - 19 Feb
Cozy cottage with up to 15 acres of land and flowing river

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

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 €1,731
includes taxes & fees
24 Feb - 25 Feb
The Mansion, Wasaga beach, Blue mountain

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

9.0 out of 10, Wonderful, (12)
"Great property. Highly recommended . "
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Lovely Water Front Cottage- pool,firepit and amenities near by & access to water

9.2 out of 10, Wonderful, (9)
"My wife and I stayed at this location for a weekend getaway. The property was clean and well taken care of. The host was great and answered and questions we had promptly. Will definitely book again in the future"
The price is €281
includes taxes & fees
18 Feb - 19 Feb
Lovely Water Front Cottage- pool,firepit and amenities near by & access to water

Margarita Vacation Getaway

3.5 star property
9.6 out of 10, Exceptional, (5)
"The studio apartment is in a lovely complex - beautiful in the fall with the changing leaves and a nice residential type area to walk around in. It’s close to some nice family activities - tree top trekking, horseback riding and I understand there are skiing options nearby in winter. A highlight for me was that it was walking distance to the Vettä Nordic spa. Dining in the area was a bit limited, but I was able to order Uber Eats when I wanted it (from Barrie). The kitchen in the studio is a...
Margarita Vacation Getaway

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

*NEW* Breathtaking Estate in Tiny | Hot tub | Pool | Sleeps 22+ | Beach Nearby

*NEW* Breathtaking Estate in Tiny | Hot tub | Pool | Sleeps 22+ | Beach Nearby

Luxurious Retreat | Modern Gem

8.0 out of 10, Very good, (1)
"The property was amazing, amazing viewa, clean and big, the photos dont do justice the property is actually beautiful. I recommend the owner to upload better photos. Also one small recommendations it needs a coffee maker and some other appliances"
The price is €556
includes taxes & fees
18 Feb - 19 Feb
Luxurious Retreat | Modern Gem

Basia Chalet by the beach.

6.8 out of 10, (3)
"Excellent location -very close to one of the best sandy beaches in Canada and walking/bicycle trails to downtown. Comfortable beds and great showers. Had to search for garbage bin. Parts of deck and some doors and windows could be updated. No air conditioning created uncomfortable sleeping when temperatures were high."
The price is €796
includes taxes & fees
18 Feb - 19 Feb
Basia Chalet by the beach.

Minutes to the Mountains & Steps to the Beach!

9.0 out of 10, Wonderful, (9)
"It was nice property well maintained and modern "
Minutes to the Mountains & Steps to the Beach!

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 13

9.6 out of 10, Exceptional, (33)
"Great location on the beach. Owners were awesome helping me with the booking."
The price is €442
includes taxes & fees
18 Feb - 19 Feb
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 13
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

Monte Carlo Inn Barrie Suites

3.0 star property
8.0 out of 10, Very good, (1776)
"Good property"
The price is €80
includes taxes & fees
18 Feb - 19 Feb
Monte Carlo Inn Barrie Suites

Travelodge by Wyndham Barrie

2.0 star property
7.6 out of 10, Good, (1219)
"Perfect location for what i needed"
The price is €55
includes taxes & fees
16 Mar - 17 Mar
Travelodge by Wyndham Barrie

Super 8 by Wyndham Barrie South

2.0 star property
7.6 out of 10, Good, (1317)
"Desk clerk so sweet room very clean easy check in"
The price is €58
includes taxes & fees
2 Mar - 3 Mar
Super 8 by Wyndham Barrie South
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 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?

Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage: This holiday home rental outside of Hillsdale has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.