A waterfall cascading down a rocky cliff surrounded by autumn-colored trees.

Grey Highlands Holiday Rentals

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Our top choices for Grey Highlands holiday rentals

1. Cozy Home Away from Home

Cozy Home Away from Home
Markdale
4.0 out of 10, (1 review)
"The add did not represent the reality of the house. There was no furniture. We were not allowed to use master bedroom with ensuite, the bedrooms had mattress cover and pillows with cases. A duvet with no covering. Nothing in kitchen to prepare a meal or eat off of. We had a kitchen table and 4 chairs, a single bed in the living room only. We drove 7 hrs to spend time with family over Christmas holiday. When I called the owner he said lack of furniture and amenities were reflected in price. We...
Canada
Bryan Kathy S.
The price is NZ$279
includes taxes & fees
26 Oct - 27 Oct
Cozy Home Away from Home

2. Cottage Paradise - Water, Woods and Nature

Cottage Paradise - Water, Woods and Nature
Flesherton
10.0 out of 10, Exceptional, (6 reviews)
"The house is super tidy, clean and nice. The host are friendly and willing to help all the time. We definitely recommend to stay with this comfortable place. "
Canada
Weian
The price is NZ$657
includes taxes & fees
25 Oct - 26 Oct
Cottage Paradise - Water, Woods and Nature

3. Beautifully restored Farmhouse on 64 acres+++

Beautifully restored Farmhouse on 64 acres+++
Kimberley
8.0 out of 10, Very good, (3 reviews)
"Great host - easy entry and well appointed space - very comfy and great for families - plenty of space. "
Canada
Kenneth B.
The price is NZ$848
includes taxes & fees
26 Oct - 27 Oct
Beautifully restored Farmhouse on 64 acres+++

4. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (1,019 reviews)
"Just all around great stay"
Canada
Teri
The price is NZ$232
includes taxes & fees
4 Nov - 5 Nov
Royal Harbour Resort

5. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (209 reviews)
"The resort is absolutely beautiful, my wife and I loved it. Looking forward to next time"
Canada
Tenzin
The price is NZ$320
includes taxes & fees
3 Nov - 4 Nov
North Creek Condos

6. Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario

Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
Markdale
The price is NZ$422
includes taxes & fees
25 Oct - 26 Oct
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario

7. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.2 out of 10, Wonderful, (364 reviews)
"Proximity to the resort was top notch, the apartment has everything."
Canada
Ibrahim
The price is NZ$454
includes taxes & fees
25 Oct - 26 Oct
Rivergrass Condos

8. Chateau Ridge Chalets

Chateau Ridge Chalets
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (204 reviews)
"Clean rooms, and great proximity"
Canada
Adebola
The price is NZ$547
includes taxes & fees
5 Nov - 6 Nov
Chateau Ridge Chalets

9. Rural Cabin Surrounded by Beautiful Nature in Ontario

Rural Cabin Surrounded by Beautiful Nature in Ontario
Markdale
The price is NZ$404
includes taxes & fees
25 Oct - 26 Oct
Rural Cabin Surrounded by Beautiful Nature in Ontario

10. Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario

Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
Markdale
The price is NZ$401
includes taxes & fees
5 Nov - 6 Nov
Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario

11. Quaint Off-Grid Cabin with Fire Pit Space in Ontario

Quaint Off-Grid Cabin with Fire Pit Space in Ontario
Markdale
The price is NZ$422
includes taxes & fees
25 Oct - 26 Oct
Quaint Off-Grid Cabin with Fire Pit Space in Ontario

12. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
The price is NZ$422
includes taxes & fees
25 Oct - 26 Oct
Cute Wooden Cabin with Pond Views in Ontario

13. Historic Snowbridge Townhomes

Historic Snowbridge Townhomes
3.5 star property
The Blue Mountains
9.2 out of 10, Wonderful, (180 reviews)
"Very convenient to the Blue Mountain shops."
Canada
Timothy
The price is NZ$521
includes taxes & fees
28 Oct - 29 Oct
Historic Snowbridge Townhomes

14. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (29 reviews)
"Great place and location, room setup was perfect"
Canada
Michael
The price is NZ$484
includes taxes & fees
28 Oct - 29 Oct
Crosswinds Townhomes

15. Blue Mountain Studio Oasis

Blue Mountain Studio Oasis
Craigleith
9.4 out of 10, Exceptional, (63 reviews)
"Very comfortable setting. We really enjoyed our stay"
Canada
Andrae
The price is NZ$268
includes taxes & fees
1 Nov - 2 Nov
Blue Mountain Studio Oasis

16. Downtown Collingwood Condos

Downtown Collingwood Condos
3.0 star property
Collingwood
9.0 out of 10, Wonderful, (43 reviews)
"This is a very cozy place!"
Canada
Zhaoqi
The price is NZ$388
includes taxes & fees
25 Oct - 26 Oct
Downtown Collingwood Condos

17. Getaway to the Blue Mountain

Getaway to the Blue Mountain
Craigleith
9.4 out of 10, Exceptional, (169 reviews)
"Very quaint place. Nicely located to the hill and Spa"
United States
Derrick
The price is NZ$283
includes taxes & fees
8 Nov - 9 Nov
Getaway to the Blue Mountain

18. Newly Renovated Studio at the Base of Blue Mountain

Newly Renovated Studio at the Base of Blue Mountain
Craigleith
9.4 out of 10, Exceptional, (50 reviews)
"Stayed here with my wife for our anniversay, we've stayed at Blue Mountains a few times and this has to be the best and most comfortable stay we have ever had."
Canada
Wilson
The price is NZ$283
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Studio at the Base of Blue Mountain

19. Slopeside Loft at North Creek Resort

Slopeside Loft at North Creek Resort
4.0 star property
Craigleith
8.0 out of 10, Very good, (4 reviews)
"The property was great because it had 2 nice bathrooms. I was very disappointed that the patio was very worn and had no chairs so we couldn’t sit outside at night."
Canada
Peggy
The price is NZ$398
includes taxes & fees
8 Nov - 9 Nov
Slopeside Loft at North Creek Resort

20. Rustic Mountainside Chalet

Rustic Mountainside Chalet
3.5 star property
Craigleith
9.2 out of 10, Wonderful, (5 reviews)
"Inside the unit everything was great. It was clean and well appointed with a well equipped kitchen. The outside deck area is moldy and needs some tlc. The unit we stayed in faced trees and was very quiet, but a bit dark. All in all, it was a pleasant place to stay for a few days to explore the area."
Canada
Ulrike
The price is NZ$324
includes taxes & fees
8 Nov - 9 Nov
Rustic Mountainside Chalet
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 Grey Highlands Hotel Reviews

Find out more about Grey Highlands

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Grey Highlands holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Grey Highlands. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Grey Highlands. Seeing all the best attractions is bound to make you fall in love with Grey Highlands. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Grey Highlands short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Grey Highlands?

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

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

Historic Snowbridge Townhomes: This holiday home rental outside of Grey Highlands is located next to a golf course, and has a fireplace, a private balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Grey Highlands?

With 35 Expedia holiday rentals, you're guaranteed to find just the right place for your Grey Highlands stay.

What can I see and do in Grey Highlands?

Eugenia Falls Conservation Area and Eugenia Lake are a couple of scenic spots to enjoy the outdoors, whereas South Grey Museum and Historical Library is one of the cultural attractions. Beaver Valley Ski Club and Old Baldy Conservation Area are other places to visit while you're in town.

What are holiday rentals like in Grey Highlands?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Grey Highlands. Holiday rentals feature extras such as laundry facilities and kitchens 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 public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.