Grey Highlands Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Grey Highlands vacation rentals

Microwave, oven, stovetop, dishwasher
Cottage Paradise - Water, Woods and Nature

Cottage in Flesherton

Cottage Paradise - Water, Woods and Nature
10.0 out of 10, Exceptional, (2)
"prompt and helpful support from the owner."
Canada
Vio
$313 nightly
The price is $353
Dec 15 - Dec 16
Total with taxes and fees
Cottage Paradise - Water, Woods and Nature
2 bedrooms, WiFi, bed sheets
Cozy Home Away from Home

Vacation Home in Markdale

Cozy Home Away from Home
$142 nightly
The price is $161
Dec 15 - Dec 16
Total with taxes and fees
Cozy Home Away from Home
Fridge, microwave, oven, stovetop
The Red House - Eugenia - Beaver Valley, Ontario, Canada

Cottage in Eugenia

The Red House - Eugenia - Beaver Valley, Ontario, Canada
9.4 out of 10, Exceptional, (41)
"So peaceful, and great facilities! "
Canada
Wendy
$352 nightly
The price is $397
Dec 15 - Dec 16
Total with taxes and fees
The Red House - Eugenia - Beaver Valley, Ontario, Canada
218 Crosswinds Blvd, Unit 9 - Pets Allowed | Balcony
Crosswinds Townhomes

Townhouse in The Blue Mountains

Crosswinds Townhomes
2.0 star property
8.0 out of 10, Very Good, (1)
"Great location, just steps away from the village. We had a comfortable stay with beautiful mountain views."
Canada
Swati
$327 nightly
The price is $384
Dec 14 - Dec 15
Total with taxes and fees
Crosswinds Townhomes
Property grounds
Guest house close to Blue Mountain, Wasaga Beach and Collingwood!

Cottage in Nottawa

Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
10.0 out of 10, Exceptional, (31)
"Beautiful, unique accommodations in an area full of things to do!"
United States
Andrew H.
$223 nightly
The price is $252
Dec 15 - Dec 16
Total with taxes and fees
Guest house close to Blue Mountain, Wasaga Beach and Collingwood!
On the beach
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12

Cottage in Wasaga Beach

BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
9.6 out of 10, Exceptional, (40)
"The place was very clean and easy to check in and check out, was fun for everybody"
Canada
Stephanie M.
$410 nightly
The price is $464
Dec 15 - Dec 16
Total with taxes and fees
BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE UNIT # 12
Suite, 2 Bedrooms | Terrace/patio
Royal Harbour Resort

Apartment in The Blue Mountains

Royal Harbour Resort
3.5 star property
8.6 out of 10, Excellent, (856)
"Was a relaxing stay "
Canada
Steven
$107 nightly
The price is $126
Dec 17 - Dec 18
Total with taxes and fees
Royal Harbour Resort
Exterior
Slopeside Loft at North Creek Resort

Condo resort in Craigleith

Slopeside Loft at North Creek Resort
3.5 star property
$188 nightly
The price is $222
Jan 5 - Jan 6, 2026
Total with taxes and fees
Slopeside Loft at North Creek Resort
Exclusive Condo, 2 Bedrooms (204 Chateau Ridge - No Pets Allowed) | In-room dining
Chateau Ridge Chalets

Apartment in The Blue Mountains

Chateau Ridge Chalets
3.5 star property
9.0 out of 10, Wonderful, (139)
"The stay was great very clean when I got in. Everything was great the walk to the village is nice great place to stay!! Very nice location and clean"
Canada
Marino
$326 nightly
The price is $383
Dec 16 - Dec 17
Total with taxes and fees
Chateau Ridge Chalets
Design Loft (709 NC - No Pets Allowed) | Living area | Flat-screen TV
North Creek Resort Condos

Condo in Craigleith

North Creek Resort Condos
3.5 star property
8.6 out of 10, Excellent, (115)
"Location was great! The room was quiet and dark. Perfect for sleeping after a long day."
Canada
Claudette
$182 nightly
The price is $214
Dec 15 - Dec 16
Total with taxes and fees
North Creek Resort Condos
Seasonal outdoor pool
Rivergrass Condos

Condo in The Blue Mountains

Rivergrass Condos
3.5 star property
9.2 out of 10, Wonderful, (216)
"Excellent facilities "
Canada
Lori
$288 nightly
The price is $339
Jan 8 - Jan 9, 2026
Total with taxes and fees
Rivergrass Condos
Desk, iron/ironing board, free WiFi, bed sheets
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!

Apartment in Collingwood

Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
9.2 out of 10, Wonderful, (25)
"I originally booked for my daughter and I to have an end of summer mini vacation and last minute my husband got the weekend off so him and his son joined us. The host brought us extra towels very promptly. There was a mini fridge with beverages and a nicely stocked coffee bar. Location was excellent close to everything. Great experience overall. "
Canada
candice t.
$162 nightly
The price is $183
Dec 12 - Dec 13
Total with taxes and fees
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
Smart TV, fireplace, video games, books
Great location! Spacious 2 bedroom Chalet at Blue!

Chalet in Craigleith

Great location! Spacious 2 bedroom Chalet at Blue!
9.6 out of 10, Exceptional, (70)
"Beautiful property, perfect location, wonderful hosts"
Canada
Maria H.
$203 nightly
The price is $229
Dec 15 - Dec 16
Total with taxes and fees
Great location! Spacious 2 bedroom Chalet at Blue!
Exterior
Newly Renovated Studio at the Base of Blue Mountain

Chalet in Craigleith

Newly Renovated Studio at the Base of Blue Mountain
9.6 out of 10, Exceptional, (38)
"An easy contact free check in, a spotless adorable studio and a comfort like home with everything you need! "
Canada
Nicole
$189 nightly
The price is $213
Dec 12 - Dec 13
Total with taxes and fees
Newly Renovated Studio at the Base of Blue Mountain
Snow and ski sports
Cozy Studio Loft with 2 Bath

Apartment in Craigleith

Cozy Studio Loft with 2 Bath
4.0 star property
10.0 out of 10, Exceptional, (1)
"Room are clean . The kitchen has almost all the necessary items. Time We were there just start fall color, It's a quiet and relaxing area."
Canada
kazuyuki
$186 nightly
The price is $219
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Studio Loft with 2 Bath
Property grounds
The 1883 Century Hotel Suite

Vacation Home in Collingwood

The 1883 Century Hotel Suite
9.8 out of 10, Exceptional, (36)
"Place was great! Clean and perfect for our stay."
Canada
Nathalie L.
$174 nightly
The price is $196
Dec 15 - Dec 16
Total with taxes and fees
The 1883 Century Hotel Suite
Property grounds
Cozy retreat w/ shared pool - near golf and Blue Mountain Village

Condo in The Blue Mountains

Cozy retreat w/ shared pool - near golf and Blue Mountain Village
9.0 out of 10, Wonderful, (50)
"We love the accommodations. It suits our family's needs perfect. We stayed here last year as well. Great location "
Canada
David R.
$249 nightly
The price is $285
Dec 15 - Dec 16
Total with taxes and fees
Cozy retreat w/ shared pool - near golf and Blue Mountain Village
Property grounds
Blue Mountain Studio Oasis

Apartment in Craigleith

Blue Mountain Studio Oasis
9.2 out of 10, Wonderful, (49)
"The property was exactly as expected. It’s a great location for exploring the area . "
Canada
mark
$135 nightly
The price is $155
Dec 16 - Dec 17
Total with taxes and fees
Blue Mountain Studio Oasis
Outdoor dining
The Family Escape Townhome

Villa in Collingwood

The Family Escape Townhome
9.0 out of 10, Wonderful, (34)
"It is a great place. Just could use a few comfy blankets for cold nights"
Canada
Dave
$237 nightly
The price is $267
Dec 15 - Dec 16
Total with taxes and fees
The Family Escape Townhome
Fridge, microwave, oven, stovetop
19th Hole Hideaway Collingwood

Vacation Home in Collingwood

19th Hole Hideaway Collingwood
9.6 out of 10, Exceptional, (11)
"Cute and cozy pet friendly getaway from the city"
Canada
Gabrielle S.
$277 nightly
The price is $314
Dec 15 - Dec 16
Total with taxes and fees
19th Hole Hideaway Collingwood
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

Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

10/10 Excellent
"The room was great, the property is well kept and clean "
Simran 3-night trip
Posted 2 days ago
Blue Mountain Resort Village Suites

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 $126 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?

Blue View Chalets: This vacation home rental outside of Grey Highlands is located near the beach and has a fireplace, a private balcony, and a barbecue grill 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?

Cultural attractions include South Grey Museum and Historical Library and Artsonten, whereas Eugenia Lake and Eugenia Falls Conservation Area are a couple of picturesque spots to enjoy the outdoors. 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.