Search Grey Highlands Cottage Rentals from CA $110

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Grey Highlands cottages

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
The price is CA $181
CA $505 total
includes taxes & fees
Nov 16 - Nov 17
Cottage Paradise - Water, Woods and Nature

2. Mountain Views, Steps to BM Village, Hot Tub, BBQ.

Mountain Views, Steps to BM Village, Hot Tub, BBQ.
3.5 star property
The Blue Mountains
8.4 out of 10, Very good, (6 reviews)
"Had a great time here for my brother in law bachelor weekend"
Canada
Anonymous traveller
The price is CA $443
CA $938 total
includes taxes & fees
Dec 9 - Dec 10
Mountain Views, Steps to BM Village, Hot Tub, BBQ.

3. 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 CA $405
CA $859 total
includes taxes & fees
Nov 15 - Nov 16
Blue Mountain Ski-Out Chalet, 6 Bedrooms, Sleeps 16, Fire Pit

4. Executive Blue Mountain Chalet, 6 Bedrooms, Sauna

Executive Blue Mountain Chalet, 6 Bedrooms, Sauna
Swiss Meadows
9.2 out of 10, Wonderful, (51 reviews)
"Everything was great from check in to check out!"
United States
Savannah D.
The price is CA $1,000
CA $1,589 total
includes taxes & fees
Nov 15 - Nov 16
Executive Blue Mountain Chalet, 6 Bedrooms, Sauna

5. Mountain Trail Blue Mountain

Mountain Trail Blue Mountain
The Blue Mountains
9.0 out of 10, Wonderful, (32 reviews)
"Was a great space for a large group of people and great location as well."
United States
Angela P.
The price is CA $495
CA $992 total
includes taxes & fees
Nov 15 - Nov 16
Mountain Trail Blue Mountain

6. Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
Wasaga Beach
9.0 out of 10, Wonderful, (21 reviews)
"Third year staying with dock life. Will do again."
United States
Danielle P.
The price is CA $110
CA $150 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Cottage 5, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

7. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Wasaga Beach
9.6 out of 10, Exceptional, (43 reviews)
"It was a wonderful stay, couldnt ask for a more relaxing/beautiful spot to spend the long weekend!"
United States
Alejandro G.
The price is CA $200
CA $505 total
includes taxes & fees
Nov 25 - Nov 26
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

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

Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
8.0 out of 10, Very good, (4 reviews)
"Clean friendly easy check in and out all around great experience should recommend"
Canada
Jenna
The price is CA $176
CA $264 total
includes taxes & fees
Nov 15 - Nov 16
Modern Tiny Wood Cottage #3 Camping style Cottages 5 minutes to the beach!

9. The Kutir - Entire Cottage - 6 Privacy Acres in Meaford - 5 Mins to Georgian Bay

The Kutir - Entire Cottage - 6 Privacy Acres in Meaford - 5 Mins to Georgian Bay
Annan
9.4 out of 10, Exceptional, (13 reviews)
"Our recent stay at Kutir was comfortable and enjoyable. The cottage itself was clean, cozy and well-equipped with everything we needed for our stay. I would highly recommend this property to anyone looking for a relaxing gateway."
Canada
Parth P.
The price is CA $450
CA $705 total
includes taxes & fees
Nov 14 - Nov 15
The Kutir - Entire Cottage - 6 Privacy Acres in Meaford - 5 Mins to Georgian Bay

10. Lovely Water Front Cottage- pool,firepit and amenities near by & access to water

Lovely Water Front Cottage- pool,firepit and amenities near by & access to water
Wasaga Beach
8.8 out of 10, Excellent, (15 reviews)
"Highly recommend"
Canada
elisabeth F.
The price is CA $283
CA $508 total
includes taxes & fees
Nov 14 - Nov 15
Lovely Water Front Cottage- pool,firepit and amenities near by & access to water

11. Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Mulmur
2.0 out of 10, (1 review)
"They double booked and didn’t mention anything till I was able to reach out for check-in and didn’t help with making other plans for where to sleep or refund at all."
Canada
Quinn
The price is CA $230
CA $405 total
includes taxes & fees
Nov 14 - Nov 15
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

12. Dock Life Beach 1 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

Dock Life Beach 1 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1
Wasaga Beach
9.0 out of 10, Wonderful, (22 reviews)
"Great location"
Canada
John
The price is CA $121
CA $162 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Unit 16, Riverside Property, 2 Bdrm, 3 min walk to Beach 1

13. Dock Life Beach 1 - Cottage 1, Riverside 3 bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 1, Riverside 3 bedroom, 3 min walk to Beach 1
Wasaga Beach
8.8 out of 10, Excellent, (12 reviews)
"We had an amazing stay, cleanliness is 👍"
Canada
Nida
The price is CA $198
CA $253 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Cottage 1, Riverside 3 bedroom, 3 min walk to Beach 1

14. Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1
Wasaga Beach
8.8 out of 10, Excellent, (13 reviews)
"Nice little riverside cottage. Perfect for a weekend getaway. "
Canada
Saadia
The price is CA $126
CA $169 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Cottage 3, Riverside 2 bedroom, 3 min walk to Beach 1

15. Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was amazing. Location was great and the host was so friendly. I strongly recommend to others looking for a calm getaway!"
United States
Georgia
The price is CA $263
CA $372 total
includes taxes & fees
Nov 15 - Nov 16
Modern Tiny Wood Cottage #2 Camping style Cottages 5 minutes to the beach!

16. Dock Life Beach 1 - Cottage 4, Riverside 2 bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 4, Riverside 2 bedroom, 3 min walk to Beach 1
Wasaga Beach
7.6 out of 10, Good, (7 reviews)
"If you value the view more than quailty sleep this is the place for you! Beds were from 1950 and the sheets were barely sheets. Says it sleeps 6 but it was extremely tight for 2 adults and 3 children. Good luck "
United States
Robert
The price is CA $123
CA $165 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Cottage 4, Riverside 2 bedroom, 3 min walk to Beach 1

17. Traditional Tiny Wood Cottage #7 Camping style Cottages 5 minutes to the beach!

Traditional Tiny Wood Cottage #7 Camping style Cottages 5 minutes to the beach!
Wasaga Beach
8.6 out of 10, Excellent, (4 reviews)
"The cabin is at an ideal location and is close to the beach and other local attractions. The cabins are in a gated area and only the front gate it left unlocked overnight so it felt very safe and ideal for little kids and dogs. One of the hosts l, Tristan was so helpful and recommend a few places to check out in the area."
United States
Raz Q.
The price is CA $230
CA $329 total
includes taxes & fees
Nov 15 - Nov 16
Traditional Tiny Wood Cottage #7 Camping style Cottages 5 minutes to the beach!

18. Dock Life Beach 1 - Walkout to River, 5 bdrm, 14 ppl, 3 min walk to Beach, Sauna

Dock Life Beach 1 - Walkout to River, 5 bdrm, 14 ppl, 3 min walk to Beach, Sauna
Wasaga Beach
9.2 out of 10, Wonderful, (10 reviews)
"Clean room, family friendly, easy access to the beach"
United States
Vincent R.
The price is CA $294
CA $376 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Walkout to River, 5 bdrm, 14 ppl, 3 min walk to Beach, Sauna

19. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 16

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 16
Wasaga Beach
8.4 out of 10, Very good, (26 reviews)
"Nice clean and easy to check in, super close to beach."
United States
chen l.
The price is CA $250
CA $568 total
includes taxes & fees
Nov 15 - Nov 16
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 16

20. Dock Life Beach 1 - Cottage 2, Riverside 3 bedroom, 3 min walk to Beach 1

Dock Life Beach 1 - Cottage 2, Riverside 3 bedroom, 3 min walk to Beach 1
Wasaga Beach
8.4 out of 10, Very good, (8 reviews)
"Owner is incredibly friendly. Property well maintained as well. Nice small friendly community."
Canada
Billy
The price is CA $198
CA $253 total
includes taxes & fees
Nov 15 - Nov 16
Dock Life Beach 1 - Cottage 2, Riverside 3 bedroom, 3 min walk to Beach 1
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.

Learn more about Grey Highlands

Hike the scenic Bruce Trail through Grey Highlands' forests, then visit Eugenia Falls where locals know the best picnic spots. Ski enthusiasts flock to Beaver Valley Ski Club in winter, while summer visitors explore the charming artisan shops in Flesherton's village centre.

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

Explore a world of travel with Expedia