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

Grey Highlands Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Grey Highlands vacation rentals

A dining table set for six with a potted plant, a vase with flowers, and a flat-screen TV mounted on the wall.

1. 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
$335 nightly
The price is $378
Nov 1 - Nov 2
Total with taxes and fees
Cottage Paradise - Water, Woods and Nature
A bedroom with a bed, a window, and a wall-mounted light fixture.

2. 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.
$141 nightly
The price is $159
Nov 2 - Nov 3
Total with taxes and fees
Cozy Home Away from Home
Interior

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.
$443 nightly
The price is $501
Nov 2 - Nov 3
Total with taxes and fees
Beautifully restored Farmhouse on 64 acres+++
An indoor swimming pool with a hot tub and lounge chairs.

4. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (1,022 reviews)
"Just all around great stay"
Canada
Teri
$123 nightly
The price is $145
Nov 18 - Nov 19
Total with taxes and fees
Royal Harbour Resort
A backyard with a swimming pool, deck furniture, and a wooden deck.

5. Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario

Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
Markdale
$660 nightly
The price is $734
Nov 12 - Nov 13
Total with taxes and fees
Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
A room with a sofa, a lamp, a window with a curtain, and a view of a forest.

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
$283 nightly
The price is $312
Nov 12 - Nov 13
Total with taxes and fees
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
A cobblestone street lined with historic buildings, a prominent tower, and outdoor seating areas.

7. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.2 out of 10, Wonderful, (365 reviews)
"Proximity to the resort was top notch, the apartment has everything."
Canada
Ibrahim
$219 nightly
The price is $257
Nov 10 - Nov 11
Total with taxes and fees
Rivergrass Condos
A circular wooden hot tub surrounded by white tents in a forest setting.

8. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
$243 nightly
The price is $267
Nov 12 - Nov 13
Total with taxes and fees
Cute Wooden Cabin with Pond Views in Ontario
A modern kitchen with a large island, wooden bar stools, a dining table, and a view of the outside.

9. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.6 out of 10, Excellent, (215 reviews)
"The resort is absolutely beautiful, my wife and I loved it. Looking forward to next time"
Canada
Tenzin
$159 nightly
The price is $187
Nov 30 - Dec 1
Total with taxes and fees
North Creek Condos
A modern living room with a fireplace, a flat-screen TV, a dining area, and large windows offering a view of the outdoors.

10. 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
$256 nightly
The price is $301
Nov 5 - Nov 6
Total with taxes and fees
Chateau Ridge Chalets
A rustic cabin with a wooden exterior, a wreath on the door, and a basket on the ground.

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

Quaint Off-Grid Cabin with Fire Pit Space in Ontario
Markdale
$243 nightly
The price is $267
Nov 12 - Nov 13
Total with taxes and fees
Quaint Off-Grid Cabin with Fire Pit Space in Ontario
A rustic cabin with a wooden deck, a fire pit, and a door with a hanging wreath.

12. Rural Cabin Surrounded by Beautiful Nature in Ontario

Rural Cabin Surrounded by Beautiful Nature in Ontario
Markdale
$233 nightly
The price is $256
Nov 12 - Nov 13
Total with taxes and fees
Rural Cabin Surrounded by Beautiful Nature in Ontario
A rustic cabin with a wooden exterior, a wreath on the door, and a basket on the ground.

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

Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
Markdale
$233 nightly
The price is $256
Nov 12 - Nov 13
Total with taxes and fees
Rustic Cabin Incredible for Hiking and Outdoor Lovers in Ontario
A swimming pool surrounded by a building with multiple balconies and a small structure with a blue roof.

14. Blue Mtn 1 Bedroom with Mountain View

Blue Mtn 1 Bedroom with Mountain View
4.0 star property
Craigleith
9.2 out of 10, Wonderful, (10 reviews)
"The place was very clean and felt like your own home Close to all amenities Price was reasonable excellent place to relax and get away from Toronto busy life"
Canada
Marcello
$173 nightly
The price is $204
Nov 9 - Nov 10
Total with taxes and fees
Blue Mtn 1 Bedroom with Mountain View
A modern kitchen with a central island, red bar stools, a fireplace, and a dining area with a grey sofa and red chairs.

15. Blue Mountain Escape at North Creek Resort

Blue Mountain Escape at North Creek Resort
Craigleith
9.6 out of 10, Exceptional, (72 reviews)
"Property was very clean when we got there and super nice. It’s also very close to the pool area on site, as well as a short trip to get to the village and the beach. Would definitely stay again!"
Canada
Suraya
$144 nightly
The price is $163
Nov 3 - Nov 4
Total with taxes and fees
Blue Mountain Escape at North Creek Resort
A spacious living area with a fireplace, a large window, and a kitchen with a bar.

16. 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
$255 nightly
The price is $300
Nov 1 - Nov 2
Total with taxes and fees
Historic Snowbridge Townhomes
A staircase leading to a residential building with a grey roof and blue railings.

17. 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, (51 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
$135 nightly
The price is $153
Nov 2 - Nov 3
Total with taxes and fees
Newly Renovated Studio at the Base of Blue Mountain
A cozy living room with a grey sofa, patterned cushions, and a wooden floor.

18. Williamsford Blacksmith Shop

Williamsford Blacksmith Shop
Williamsford
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful accommodations with everything you would need for staying in the area, maps and guide books and the bedrooms and bathroom were just great. Thank you so much for a great stay."
Canada
David S.
$95 nightly
The price is $107
Nov 9 - Nov 10
Total with taxes and fees
Williamsford Blacksmith Shop
A living room with a beige sofa, a wooden ceiling beam, and a large window with blinds.

19. Ski In Ski Out Cozy Studio

Ski In Ski Out Cozy Studio
3.0 star property
Craigleith
8.8 out of 10, Excellent, (11 reviews)
"Everything is nice"
Canada
Claudia
$150 nightly
The price is $176
Nov 12 - Nov 13
Total with taxes and fees
Ski In Ski Out Cozy Studio
A bedroom with a large bed, a dark sofa, a fireplace, and a TV mounted on a stone wall.

20. Blue Mountain Studio Oasis

Blue Mountain Studio Oasis
Craigleith
9.4 out of 10, Exceptional, (64 reviews)
"Very comfortable setting. We really enjoyed our stay"
Canada
Andrae
$125 nightly
The price is $144
Nov 1 - Nov 2
Total with taxes and fees
Blue Mountain Studio Oasis
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

Westin Trillium House, Blue Mountain

Westin Trillium House, Blue Mountain

10/10 Excellent
"Great location to access area, check in was fast Saturday but SLOW ON Friday. Hotel always clean despite its size . Chair ride up to mountain for light show had hour and half wait times to go up and I’d assumed similar time to come down ( not a westin issue but they do provide the wrist band ) We don’t use this hotel for the village as not much happening there,not even a fire pit or muskoka chairs anymore - Just stores"
Cathy 1-night trip
Posted 13 hours ago
Westin Trillium House, Blue Mountain

Find out more about Grey Highlands

Everything you need to know about Grey Highlands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grey Highlands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grey Highlands vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Grey Highlands vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grey Highlands. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grey Highlands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $144 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Grey Highlands rentals

At Expedia, we put the best Grey Highlands vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grey Highlands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grey Highlands vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grey Highlands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Grey Highlands?

Yes, there are vacation rentals near popular points of interest in Grey Highlands, or you can choose 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 vacation home rentals that Grey Highlands has to offer?

Historic Snowbridge Townhomes: This vacation 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 the garden in this rental home to help you unwind.

How many vacation rentals are there in Grey Highlands?

With 35 Expedia vacation rentals, you're sure 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 vacation rentals like in Grey Highlands?

Vacation rentals are privately owned properties you can book for several days or longer in Grey Highlands. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.