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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Grey Highlands vacation rentals

2 bedrooms, WiFi, bed sheets

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.
$143 nightly
The price is $161
Sep 7 - Sep 8
Total with taxes and fees
Cozy Home Away from Home
Dining

2. 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
$356 nightly
The price is $402
Sep 10 - Sep 11
Total with taxes and fees
Cottage Paradise - Water, Woods and Nature
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.
$506 nightly
The price is $571
Sep 9 - Sep 10
Total with taxes and fees
Beautifully restored Farmhouse on 64 acres+++
Interior

4. Legend Cottages(Sleep40) - indoor Pool & hot tub & Sauna

Legend Cottages(Sleep40) - indoor Pool & hot tub & Sauna
The Blue Mountains
9.8 out of 10, Exceptional, (7 reviews)
"Great stay, perfect venue for our event."
Canada
Chris M.
$1,945 nightly
The price is $2,266
Sep 17 - Sep 18
Total with taxes and fees
Legend Cottages(Sleep40) - indoor Pool & hot tub & Sauna
On the beach

5. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5
Wasaga Beach
9.6 out of 10, Exceptional, (40 reviews)
"Great little beach front cottage perfect for a family vacation! We had a great time with the kids and theyre asking to go back already!"
Canada
Hubert
$330 nightly
The price is $383
Sep 15 - Sep 16
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 5
On the beach

6. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1
Wasaga Beach
9.6 out of 10, Exceptional, (19 reviews)
"Amazing cottage and host. We had a great family time! Thank you."
Canada
Aayush
$371 nightly
The price is $431
Sep 15 - Sep 16
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 1
Terrace/patio

7. 4 Season Log Chalet Home with Hot Tub, Sleeps 17, 7 Queens, 2 Futons & 2 Couches

4 Season Log Chalet Home with Hot Tub, Sleeps 17, 7 Queens, 2 Futons & 2 Couches
Mulmur
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a great time spending the weekend. Very tidy and lovely place equipped with everything you need. Karen & Todd are great host. We had a great stay. "
Canada
Ras D.
$759 nightly
The price is $857
Sep 11 - Sep 12
Total with taxes and fees
4 Season Log Chalet Home with Hot Tub, Sleeps 17, 7 Queens, 2 Futons & 2 Couches
Terrace/patio

8. 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, (43 reviews)
"Great place to stay!"
Canada
Christopher
$223 nightly
The price is $252
Sep 17 - Sep 18
Total with taxes and fees
Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
Executive Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop

9. Downtown Collingwood Condos

Downtown Collingwood Condos
3.0 star property
Collingwood
9.0 out of 10, Wonderful, (36 reviews)
"Very nicely designed and located property. Everything was as described and communication with the host was very prompt. It was equipped with everything we needed and all amenities were within walking distance. Would happily stay again."
Canada
Hugo
$200 nightly
The price is $235
Sep 17 - Sep 18
Total with taxes and fees
Downtown Collingwood Condos
218 Crosswinds Blvd, Unit 7 - No Pets Allowed | Living area

10. Crosswinds Townhomes

Crosswinds Townhomes
3.0 star property
The Blue Mountains
9.6 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay! Beautiful property"
Canada
Marianna
$244 nightly
The price is $286
Sep 8 - Sep 9
Total with taxes and fees
Crosswinds Townhomes
On the beach

11. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3
Wasaga Beach
9.8 out of 10, Exceptional, (20 reviews)
"Been staying here for years . We will be back!"
Canada
Vic C.
$330 nightly
The price is $383
Sep 15 - Sep 16
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 3
Property grounds

12. 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, (45 reviews)
"It was really enjoyable and clean. Comfortable bed."
Canada
Monika
$167 nightly
The price is $189
Sep 7 - Sep 8
Total with taxes and fees
Newly Renovated Studio at the Base of Blue Mountain
On the beach

13. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 4

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 4
Wasaga Beach
9.2 out of 10, Wonderful, (29 reviews)
"We had a great mini vacation. Perfect location. Will definitely be back. "
Canada
Anonymous traveler
$330 nightly
The price is $383
Sep 15 - Sep 16
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 4
Smart TV

14. 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.
$413 nightly
The price is $479
Sep 17 - Sep 18
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Beach nearby

15. Mountain View Boutique Suite with contactless entry - The Lake at Blue Mountains

Mountain View Boutique Suite with contactless entry - The Lake at Blue Mountains
The Blue Mountains
9.6 out of 10, Exceptional, (22 reviews)
"Very nice stay and loved the beach access"
Canada
Sherry S.
$163 nightly
The price is $187
Sep 21 - Sep 22
Total with taxes and fees
Mountain View Boutique Suite with contactless entry - The Lake at Blue Mountains
On the beach

16. BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11
Wasaga Beach
8.8 out of 10, Excellent, (36 reviews)
"Extremely tiny for two people. Thank goodness it didn't rain or we would have been walking all over each other. Expensive for what the cottage is. Beautiful beach, however."
Canada
Louise
$351 nightly
The price is $408
Sep 17 - Sep 18
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 11
TV, fireplace

17. 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
$119 nightly
The price is $140
Sep 14 - Sep 15
Total with taxes and fees
Ski In Ski Out Cozy Studio
Outdoor pool, a heated pool

18. Charming One Bedroom at Snowbridge- Blue Mountain

Charming One Bedroom at Snowbridge- Blue Mountain
The Blue Mountains
9.6 out of 10, Exceptional, (15 reviews)
"We really enjoyed our stay!"
Canada
Lynn W.
$201 nightly
The price is $227
Sep 7 - Sep 8
Total with taxes and fees
Charming One Bedroom at Snowbridge- 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

Travelodge by Wyndham Owen Sound

Travelodge by Wyndham Owen Sound

10/10 Excellent
"Very clean and helpful staff"
Bhaumik 1-night trip
Posted 1 hour ago
Travelodge by Wyndham Owen Sound

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 $118 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. 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 Hoggs Falls 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.