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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Grey Highlands vacation rentals

Dining

1. Cottage Paradise - Water, Woods and Nature

Cottage Paradise - Water, Woods and Nature
Flesherton
10.0 out of 10, Exceptional, (5 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 AED 465
AED 1,195 total
includes taxes & fees
29 Sep - 30 Sep
Cottage Paradise - Water, Woods and Nature
2 bedrooms, WiFi, bed sheets

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.
The price is AED 374
AED 578 total
includes taxes & fees
29 Sep - 30 Sep
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.
The price is AED 902
AED 1,715 total
includes taxes & fees
29 Sep - 30 Sep
Beautifully restored Farmhouse on 64 acres+++
Sundeck

4. Royal Harbour Resort

Royal Harbour Resort
3.5 star property
The Blue Mountains
8.6 out of 10, Excellent, (1,002 reviews)
"fantastic stay"
Canada
John
The price is AED 383
AED 450 total
includes taxes & fees
29 Sep - 30 Sep
Royal Harbour Resort
1 bedroom, bed sheets

5. Cute Wooden Cabin with Pond Views in Ontario

Cute Wooden Cabin with Pond Views in Ontario
Markdale
The price is AED 715
AED 890 total
includes taxes & fees
19 Oct - 20 Oct
Cute Wooden Cabin with Pond Views in Ontario
Interior

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 AED 715
AED 890 total
includes taxes & fees
19 Oct - 20 Oct
Tiny House Rental in Markdale Perfect for a Couple's Retreat in Ontario
A backyard with a swimming pool, deck furniture, and a wooden deck.

7. 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
The price is AED 1,944
AED 2,356 total
includes taxes & fees
20 Oct - 21 Oct
Lovely Cabin Rental with Outdoor Pool and Hot Tub near Markdale, Ontario
218 Crosswinds Blvd, Unit 7 - No Pets Allowed | Living area

8. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.4 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay! Beautiful property"
Canada
Marianna
The price is AED 291
AED 1,029 total
includes taxes & fees
29 Sep - 30 Sep
Crosswinds Townhomes
Terrace/patio

9. Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
Nottawa
10.0 out of 10, Exceptional, (46 reviews)
"Great place to stay!"
Canada
Christopher
The price is AED 468
AED 875 total
includes taxes & fees
29 Sep - 30 Sep
Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
Ski hill

10. Loft with a View of Blue

Loft with a View of Blue
4.0 star property
Craigleith
9.0 out of 10, Wonderful, (13 reviews)
"The pool was awesome, warm and very quiet."
Canada
Emile
The price is AED 278
AED 890 total
includes taxes & fees
29 Sep - 30 Sep
Loft with a View of Blue
Property grounds

11. 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, (46 reviews)
"It was really enjoyable and clean. Comfortable bed."
Canada
Monika
The price is AED 252
AED 616 total
includes taxes & fees
29 Sep - 30 Sep
Newly Renovated Studio at the Base of Blue Mountain
Property amenity

12. Rivergrass Condos

Rivergrass Condos
3.5 star property
The Blue Mountains
9.0 out of 10, Wonderful, (350 reviews)
"Nice place to stay."
Canada
Stephanie
The price is AED 328
AED 950 total
includes taxes & fees
30 Sep - 1 Oct
Rivergrass Condos
Property grounds

13. Mountainside Studio Bliss: Steps to Slopes, Renovated, Pool, 2 Hot Tubs, Tennis

Mountainside Studio Bliss: Steps to Slopes, Renovated, Pool, 2 Hot Tubs, Tennis
Craigleith
10.0 out of 10, Exceptional, (43 reviews)
"Very clean and comfy. Great overall stay!"
United States
Brittney B.
The price is AED 289
AED 679 total
includes taxes & fees
29 Sep - 30 Sep
Mountainside Studio Bliss: Steps to Slopes, Renovated, Pool, 2 Hot Tubs, Tennis
Smart TV, fireplace

14. Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit

Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit
Swiss Meadows
8.6 out of 10, Excellent, (38 reviews)
"We had a great time with our large group, and it was a good deal. The hosts were very responsive about changing plans, and we hope to go back again."
Canada
Ben C.
The price is AED 1,052
AED 2,198 total
includes taxes & fees
29 Sep - 30 Sep
Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit
Smart TV, fireplace, video games, books

15. Great location! Spacious 2 bedroom Chalet at Blue!

Great location! Spacious 2 bedroom Chalet at Blue!
Craigleith
9.6 out of 10, Exceptional, (98 reviews)
"Loved the proximity to Blue Mountain village and the quietness of the place."
Canada
Mike
The price is AED 278
AED 822 total
includes taxes & fees
30 Sep - 1 Oct
Great location! Spacious 2 bedroom Chalet at Blue!
TV

16. `Hike` at Hills Meaford | 2BD Suite + Pets!

`Hike` at Hills Meaford | 2BD Suite + Pets!
Meaford
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful. Clean and right across from the library and lots of little shops :)"
Canada
Allison V.
The price is AED 402
AED 962 total
includes taxes & fees
29 Sep - 30 Sep
`Hike` at Hills Meaford | 2BD Suite + Pets!
815 North Creek - Dogs Allowed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

17. North Creek Condos

North Creek Condos
3.5 star property
Craigleith
8.4 out of 10, Very good, (201 reviews)
"Fantastic property"
Canada
Rob
The price is AED 297
AED 685 total
includes taxes & fees
30 Sep - 1 Oct
North Creek Condos
Property grounds

18. Getaway to the Blue Mountain

Getaway to the Blue Mountain
Craigleith
9.4 out of 10, Exceptional, (167 reviews)
"Clean cozy unit for me and my daughter for her grad trip would visit again"
United States
Mandie M.
The price is AED 231
AED 557 total
includes taxes & fees
1 Oct - 2 Oct
Getaway to the Blue Mountain
Ski hill

19. 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, (9 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
The price is AED 278
AED 746 total
includes taxes & fees
8 Oct - 9 Oct
Blue Mtn 1 Bedroom with Mountain View
Property grounds

20. Cozy & Charming Retreat at Blue Mountain

Cozy & Charming Retreat at Blue Mountain
The Blue Mountains
9.8 out of 10, Exceptional, (35 reviews)
"We had a great one-night stay here. The host sent very clear check-in steps, so getting inside was easy. The apartment was very clean, the bed was comfortable, We would gladly stay here again!""
Canada
Taghdir
The price is AED 465
AED 922 total
includes taxes & fees
29 Sep - 30 Sep
Cozy & Charming Retreat at Blue Mountain
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

Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood

10/10 Excellent
"Excellent staff"
Mohit 1-night trip
Posted 3 hours ago
Days Inn & Suites by Wyndham Collingwood

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. Our travelers also rate Cozy Home Away from Home as a favorite home for rent in Grey Highlands.

How many vacation rentals are there in Grey Highlands?

With 34 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.