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Hillsdale Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Hillsdale vacation rentals

Outdoor pool

1. Lost in Hillsdale | 10 mins to Horseshoe Valley

Lost in Hillsdale | 10 mins to Horseshoe Valley
Hillsdale
9.0 out of 10, Wonderful, (2 reviews)
"Excellent accoms, as pictured, close to the slopes, would re-book & reco"
Canada
Elvira K.
The price is SAR 975
SAR 1,947 total
includes taxes & fees
3 Sep - 4 Sep
Lost in Hillsdale | 10 mins to Horseshoe Valley
Front of property - evening/night

2. Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie
2.0 star property
Barrie
7.4 out of 10, Good, (801 reviews)
"Great stay, great price."
Canada
Paul
The price is SAR 150
SAR 170 total
includes taxes & fees
16 Aug - 17 Aug
Residence & Conference Centre - Barrie
Dining

3. Jacuzzi Suite Relaxing Retreat

Jacuzzi Suite Relaxing Retreat
Shanty Bay
9.4 out of 10, Exceptional, (25 reviews)
"The host was very accommodating and the place was very nice and exactly as described! Check in was easy and nicely laid out. "
Canada
Amanda
The price is SAR 291
SAR 656 total
includes taxes & fees
5 Aug - 6 Aug
Jacuzzi Suite Relaxing Retreat
1 bedroom, desk, WiFi, bed sheets

4. Modern, fully renovated Studio!

Modern, fully renovated Studio!
Shanty Bay
10.0 out of 10, Exceptional, (1 review)
"Host was great and room was lovely"
Canada
Cassy W.
The price is SAR 277
SAR 580 total
includes taxes & fees
10 Aug - 11 Aug
Modern, fully renovated Studio!
Exterior

5. Hillside Haven: Serene Studio Retreat for 4

Hillside Haven: Serene Studio Retreat for 4
Oro-Medonte
9.2 out of 10, Wonderful, (5 reviews)
"Terrific stay at Hillside Haven, all of the check in, parking and checkout details were communicated clearly. The unit is well maintained and the location is great being right next to the hills and the spa. "
Canada
Natasha S.
The price is SAR 368
SAR 690 total
includes taxes & fees
9 Aug - 10 Aug
Hillside Haven: Serene Studio Retreat for 4
Exterior

6. Country Retreat Horseshoe Valley

Country Retreat Horseshoe Valley
Shanty Bay
9.2 out of 10, Wonderful, (5 reviews)
"Great getaway in a quiet setting above Horseshoe Valley Resort. "
United States
David P.
The price is SAR 340
SAR 650 total
includes taxes & fees
10 Aug - 11 Aug
Country Retreat Horseshoe Valley
A heated pool

7. Cozy 1-Bedroom Romantic Retreat with full Kitchen

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Oro-Medonte
10.0 out of 10, Exceptional, (1 review)
"What a wonderful place to stay! The hose was so welcoming from the first communication and throughout the trip. The property was exactly as described but maybe even nicer in person than the pictures. The condo was super spacious with loads of room in the main room plus the bedroom. And the bathroom! Wow! Definitely spa-like with a seperate tub and shower. Treasure is comfortable to hang out on. Instructions inside for pool and wifi were clear. The bed was super comfy! And the black out curtains...
United States
Rayissa N.
The price is SAR 468
SAR 856 total
includes taxes & fees
3 Sep - 4 Sep
Cozy 1-Bedroom Romantic Retreat with full Kitchen
Exterior

8. Lux Studio in Horseshoe Valley

Lux Studio in Horseshoe Valley
Oro
8.0 out of 10, Very Good, (2 reviews)
"Quiet location Pool was close by Community bbq Trails nearby Nice little apartment"
Canada
Sam
The price is SAR 289
SAR 625 total
includes taxes & fees
16 Aug - 17 Aug
Lux Studio in Horseshoe Valley
Interior

9. Luxury Suite, Full Kitchen, Heated Pool

Luxury Suite, Full Kitchen, Heated Pool
Shanty Bay
7.6 out of 10, Good, (14 reviews)
"This is a very modern and well-maintainted condo unit! My family really loved this place Hygiene - Very clean - kitchen area are very spacious - full size fridge - Kitchen island counters are huge and extremely practical"
Canada
CHANG SUNG
The price is SAR 348
SAR 726 total
includes taxes & fees
1 Sep - 2 Sep
Luxury Suite, Full Kitchen, Heated Pool
Pool

10. Cozy king bed Suite/pullout couch. Pool on grounds

Cozy king bed Suite/pullout couch. Pool on grounds
Shanty Bay
The price is SAR 323
SAR 632 total
includes taxes & fees
6 Aug - 7 Aug
Cozy king bed Suite/pullout couch. Pool on grounds
Exterior

11. Garden View Suite with Jacuzzi tub & Full Kitchen

Garden View Suite with Jacuzzi tub & Full Kitchen
Shanty Bay
7.4 out of 10, Good, (3 reviews)
"Clean, quiet, great location for skiing and the spa."
Canada
David
The price is SAR 342
SAR 716 total
includes taxes & fees
6 Aug - 7 Aug
Garden View Suite with Jacuzzi tub & Full Kitchen
Exterior

12. Romantic Country Getaway

Romantic Country Getaway
Shanty Bay
8.8 out of 10, Excellent, (5 reviews)
"Room beautifully appointed. Property great and host very responsive. "
Canada
Jennifer
The price is SAR 368
SAR 751 total
includes taxes & fees
1 Sep - 2 Sep
Romantic Country Getaway
Coffee/tea maker, fridge, microwave, oven

13. Lower Level @ Carriage Hills

Lower Level @ Carriage Hills
Shanty Bay
8.0 out of 10, Very Good, (7 reviews)
"The unit was fine, and close to the ski hill and Spa (just a few minute drive). Check in was easy and the host was very responsive. The amenities in the unit need updating, mostly, kitchen utensils."
Canada
John B.
The price is SAR 316
SAR 687 total
includes taxes & fees
5 Aug - 6 Aug
Lower Level @ Carriage Hills
Exterior

14. King Suite – Sauna, Kitchen & heated Pool

King Suite – Sauna, Kitchen & heated Pool
Shanty Bay
8.0 out of 10, Very Good, (3 reviews)
"We were disappointed that there was a strong musty smell that was apparent as soon as we entered the door from outside that leads to the individual apartment doors. The suite had the same strong musty smell. The jets in the jetted tub were not clean. The sponge available in the kitchen smelled very badly. There was no air mattress (or pull-out couch) as per the description of the property. The fridge, kitchen, living area, bedroom and shower were clean. There was access to an apartment size...
Canada
Carolyn F.
The price is SAR 391
SAR 784 total
includes taxes & fees
5 Aug - 6 Aug
King Suite – Sauna, Kitchen & heated Pool
Exterior

15. Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing

Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
Shanty Bay
10.0 out of 10, Exceptional, (1 review)
"It was nicely furnished and decorated. I loved soaking in the bath. The balcony looked out over the woods. It felt private and peaceful."
Canada
Carly
The price is SAR 464
SAR 893 total
includes taxes & fees
4 Sep - 5 Sep
Horseshoe Valley Resort ,KING Bd 55”Tv Spa Skiing
Pool

16. Beautiful Jacuzzi Suite with Garden View/Studio

Beautiful Jacuzzi Suite with Garden View/Studio
Shanty Bay
9.0 out of 10, Wonderful, (2 reviews)
"I would have given this 4 stars but the pool was out of order. The rooms were amazing but some of the equipment was well beyond its useful lifetime (pans, towels), otherwise it would have been 5 stars. Host was excellent communicator and check in and out was easy"
Canada
Cameron
The price is SAR 543
SAR 1,182 total
includes taxes & fees
6 Aug - 7 Aug
Beautiful Jacuzzi Suite with Garden View/Studio
Smart TV, fireplace

17. Newly Renovated Suite @ Carriage

Newly Renovated Suite @ Carriage
Shanty Bay
9.0 out of 10, Wonderful, (2 reviews)
"Yes very convenient,comfort and wonderful stay with the family.For sure I would like to book again for the end of the year."
Canada
Ana Paula
The price is SAR 544
SAR 1,187 total
includes taxes & fees
5 Aug - 6 Aug
Newly Renovated Suite @ Carriage
Pool

18. Private Balcony Suite with Jacuzzi Off of Bedroom

Private Balcony Suite with Jacuzzi Off of Bedroom
Shanty Bay
7.0 out of 10, Good, (2 reviews)
"N/A"
United States
Annette R.
The price is SAR 433
SAR 837 total
includes taxes & fees
3 Sep - 4 Sep
Private Balcony Suite with Jacuzzi Off of Bedroom
Pool

19. Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room

Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Oro Medonte
9.6 out of 10, Exceptional, (7 reviews)
"Clean and cute condo :)Bed are very comfortable. Communication with the host was easy and informative!"
United States
Alyssa W.
The price is SAR 595
SAR 1,286 total
includes taxes & fees
11 Aug - 12 Aug
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Dining

20. Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge

Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
Barrie
The price is SAR 334
SAR 538 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
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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Top Hillsdale Hotel Reviews

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

10/10 Excellent
"Firstly the reception staff were so friendly and welcoming. The suite we stayed in was huge and more than large enough for our family of 5. Great rooms, well stocked and everything for a nice break for the family."
Claire 1-night trip
Posted less than an hour ago
Carriage Ridge Resort, an Ascend Collection Resort

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 fireplace, 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. It offers a balcony, a garden, and an arcade game room so you can immerse yourself in your vacation.

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 Wasaga Beach Nordic Centre. In the larger area, you’ll find Horseshoe Valley and Horseshoe Adventure Park.

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.