Search Holiday Rentals in Hillsdale

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Hillsdale

Residence & Conference Centre - Barrie

2.0 star property
7.2 out of 10, Good, (690)
"Was very convenient for us, will definitely be staying again next time we come down."
Residence & Conference Centre - Barrie

Alton Lodges

2.0 star property
7.6 out of 10, Good, (7)
"I love the place ❤️❤️❤️.And the owner is very friendly and easy to communicate. Definitely we will come back again ❤️❤️❤️."
The price is £184
includes taxes & fees
12 Aug - 13 Aug
Alton Lodges

Waterfront Muskoka with Hot Tub

9.2 out of 10, Wonderful, (23)
"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 £495
includes taxes & fees
17 Aug - 18 Aug
Waterfront Muskoka with Hot Tub

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (307)
"Excellent and easy booking."
The price is £89
includes taxes & fees
24 Aug - 25 Aug
Parkside House

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11

8.8 out of 10, Excellent, (33)
"We have stayed here twice now. The cabin has everything you need, close to the beach and all amenities. We will definitely staying again."
The price is £285
includes taxes & fees
21 Aug - 22 Aug
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11

Traditional Tiny Wood Cottage #17 Camping style Cottages 5 minutes to the beach!

The price is £128
includes taxes & fees
12 Aug - 13 Aug
Traditional Tiny Wood Cottage #17 Camping style Cottages 5 minutes to the beach!

Cozy, Private, Walk-out Rental Unit by the Bay

4.0 out of 10, (1)
"This unit isn’t anything special; cheaply renovated, poorly decorated, oddly shaped. The toilets are sensitive, so we were instructed to not flush toilet paper and the shower didn’t drain properly. We found evidence of mice in the kitchen. We didn’t have enough towels for our group. However, otherwise we had all we needed, including a washer and dryer and two bathrooms. The beds were comfortable, though lacked top sheets. Overall it was okay for the short stay when there was nothing else...
The price is £164
includes taxes & fees
12 Aug - 13 Aug
Cozy, Private, Walk-out Rental Unit by the Bay

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 6

9.0 out of 10, Wonderful, (37)
"We really enjoyed"
The price is £374
includes taxes & fees
27 Aug - 28 Aug
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 6

Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!

2.0 out of 10, (1)
The price is £131
includes taxes & fees
4 Sept - 5 Sept
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!

Traditional Tiny Wood Cottage #9 Camping style Cottages 5 minutes to the beach!

The price is £185
includes taxes & fees
12 Aug - 13 Aug
Traditional Tiny Wood Cottage #9 Camping style Cottages 5 minutes to the beach!

Beach Escape - Walk to the Waves

10.0 out of 10, Exceptional, (1)
"Very clean and close to the beach "
The price is £261
includes taxes & fees
1 Sept - 2 Sept
Beach Escape - Walk to the Waves

Casa Di Nonna

2.0 star property
Casa Di Nonna

Beach&Riverside/Prime Location!

10.0 out of 10, Exceptional, (1)
"We had a great stay! The place is very nice and exceptionally close to the main beach—just a short walk away. The host was very accommodating and generously provided us with 5 parking spots, which was perfect for our group. The house was clean, spacious, and well-equipped for our needs.The only minor issue was that the basement room could use better ventilation or air conditioning, as it did get quite warm. The living room stayed cool, and the host provided a fan that was helpful for the top...
The price is £401
includes taxes & fees
3 Sept - 4 Sept
Beach&Riverside/Prime Location!

Hidden Gem!!!

8.0 out of 10, Very good, (19)
"Really disappointed absolutely spider infested inside ceilings was like a horror movie, back door was broken wouldn’t open “backyard private beach” wasn’t maintained spoke to the property owner who said he would send someone over to fix the property and clean it while we were there nothing got done. It’s an amazing view poorly ran I would not stay here again I had hoped with the communication I had with the owner things would get done they were not also it had many child hazards broken...
The price is £328
includes taxes & fees
12 Aug - 13 Aug
Hidden Gem!!!

Traditional Tiny Wood Cottage #23 Camping style Cottages 5 minutes to the beach!

The price is £128
includes taxes & fees
12 Aug - 13 Aug
Traditional Tiny Wood Cottage #23 Camping style Cottages 5 minutes to the beach!

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

9.6 out of 10, Exceptional, (34)
"The place was very clean and easy to check in and check out, was fun for everybody"
The price is £356
includes taxes & fees
29 Aug - 30 Aug
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 13

Traditional Tiny Wood Cottage #15 Camping style Cottages 5 minutes to the beach!

10.0 out of 10, Exceptional, (1)
"We stayed at a simple cottage that contained everything we needed, the host was very friendly and helpful through our stay! Overall an amazing experience! "
The price is £185
includes taxes & fees
12 Aug - 13 Aug
Traditional Tiny Wood Cottage #15 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!

10.0 out of 10, Exceptional, (2)
"Great staff and experience overall! Will definitely be back!! "
The price is £152
includes taxes & fees
13 Aug - 14 Aug
Modern Tiny Wood Cottage #0 Camping style Cottages 5 minutes to the beach!

Cozy 2BR Highpoint located at the Friday Harbour

9.4 out of 10, Exceptional, (15)
"Wonderful area and host was very helpful "
Cozy 2BR Highpoint located at the Friday Harbour

Lakefront Living Downtown Orillia.

10.0 out of 10, Exceptional, (1)
"My friend and I had a very comfortable stay at this location. Excellent cleanliness and Jesse was extremely helpful, available, and good to communicate with. Nice to have a fridge, coffee maker, kettle, toaster oven and portable stove element to make a quick breakfast with. Very comfortable bed. Overall a great stay. Thank you Jesse! "
The price is £184
includes taxes & fees
26 Aug - 27 Aug
Lakefront Living Downtown Orillia.
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

Top Hillsdale Hotel Reviews

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?

Casa Di Nonna: This holiday home rental outside Hillsdale comes with WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

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 Settlers' Ghost Golf Club and Horseshoe Valley.

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.