
House vacation rentals in Grey Highlands
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Top-rated house rentals in Grey Highlands
Guests agree: these houses are highly rated for location, cleanliness, and more.

Decked in Old Hollywood Glam @ The Beachhouse POM
This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Cozy Corner Townhome | Shuttle To The Village
Cozy Lookout is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you can find ski hills, restaurants, shops, and more. Snowbridge provides a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and beautiful walking trails that offer stunning views of Blue Mountain for guests to enjoy throughout their

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

Studio Apartment
Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

JJ’s small town country retreat
Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Spacious Barrie Basement with Separate Entrance
This newly renovated 2-bedroom basement unit is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Cookware/Bath Accessories/One Free Parking Spot on the driveway and free street parking (ONLY Available Apr-Nov). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Serene mountainside home with View/Shuttle Bus
Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

Williamsford Blacksmith Shop
Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our recently renovated unit, nestled on a quiet, residential street. This bright, 100% private basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

Mountain Cedar Chalet! Across from The Village
Luxury Directly Across from the Village! Unit 216 Mountain Walk Fully Renovated and Fully Stocked Modern kitchen with everything you need Coffee, teas, spices, oil, vinegar included Lots of linens, towels, extra blankets Balcony with BBQ Pack n' play, highchair Lego, playmobil, boardgames, XboxOne 2 TV with Netflix, Prime, Crave, Disney+, Cable Fast WiFi Free Parking for Three Cars NO. LCSTR20220000081

Sauna*King Bed*Fireplace*SmartTV
The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Coffee & Espresso bar
Popular amenities for Grey Highlands house rentals
House rentals with a pool

King Bed, Pool, Gym, Ravine View, Your Getaway!

Rivergrass Oasis: Across from Blue Mtn | Hot Tub!

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Blue Mountain Retreat In Historic Snowbridge

KickBack in Beautiful tranquil central condo

Charming One Bedroom at Snowbridge

Stonehaven - large country retreat, with pool*

Heart of Kimberley - with views and a hot tub
Weekly house rentals

Northwoods Ski Lodge - Georgian Bay Waterfront

SuperHost BNB ~ Blue Mountain~ Scandinavian Spa

3 bedroom unit, intier main floor

Paradise in the Valley

The Little Pink Cottage: Lakeside Charm Awaits

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

Entire Unit 2 bdr 2 bathroom | Full privacy
Private house rentals

Cozy Home in Barrie

Cottage Paradise - Water, Woods and Nature

Happy Place

The best of winter, wrapped in wonder.

3BR Spacious Home - KING BED

Blue Mountain Home

Whites Junction Rural Retreat

Georgian Bay Waterfront Family Oasis
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ760 | ﺩ.ﺇ848 | ﺩ.ﺇ720 | ﺩ.ﺇ654 | ﺩ.ﺇ768 | ﺩ.ﺇ775 | ﺩ.ﺇ874 | ﺩ.ﺇ933 | ﺩ.ﺇ826 | ﺩ.ﺇ668 | ﺩ.ﺇ617 | ﺩ.ﺇ892 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about house rentals in Grey Highlands

Total vacation rentals
Explore 250 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 7,480 verified reviews to help you choose

Family-friendly vacation rentals
230 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
250 of Grey Highlands vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Cobble Beach Golf Resort Community
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- Caledon Country Club
- The Club At Bond Head
- Sauble Beach Park
- The Georgian Bay Club
- Barrie Country Club
- Alpine Ski Club
- Toronto Ski Club
- Mansfield Ski Club
- Inglis Falls
- Horseshoe Adventure Park
- Legacy Ridge Golf Club
- Springwater Golf Course
- Heritage Hills Golf Club
- National Pines Golf Club




