
House holiday 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.

Waterfront Winter Wonderland by The POM *HOT TUB*
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

Your Own Suite-Moderncharm Hideaways Near TorAirp
Charming Executive Suite with Large Backyard on Ravine Just minutes away from Toronto International Airport, a variety of amazing restaurants (including authentic Indian cuisine),grocery stores This suite is perfect choice for a weekend getaway, business trip, staycation, work-from-home alternative, or a cozy home base while exploring Toronto best The unbeatable location puts you 24 minutes from Downtown Toronto, 1.5 hours from Niagara Falls. And the breathtaking fall colors of North Country.

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

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.

The Meaford Retreat! Beautiful Home on Wooded Lot.
Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

King Bed, Pool, Gym, Ravine View, Your Getaway!
Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

Rivergrass Oasis Across from Blue Mtn Hot Tub!
Rivergrass Oasis is located in the Beautiful Rivergrass community adjacent to Blue Mountain. This unit backs onto Monterra Golf Course, the community swimming pool and hot tub. This unit is within a 5-7 minute walk to the heart of Blue Mountain Village and Monterra Golf Course. Making this property an ideal location for those that want to park their car and walk to the all amenities at Blue Mountain such the ski hills, restaurants, shops, and activities.

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

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, 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.
Popular amenities for house rentals in Grey Highlands
House rentals with a pool

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Blue Mountain Retreat In Historic Snowbridge

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

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Charming One Bedroom at Snowbridge

Stonehaven - large country retreat, with pool*

Heart of Kimberley - with views and a hot tub

Sauna*King Bed*Fireplace*SmartTV
Weekly house rentals

Artists' House B&B: Exceptional Country Stay

Family-Size Nottawa Loft 3BR

The Cozy on Colborne | Garage + Snow Removal

3 bedroom unit, intier main floor

River and Ridge Retreat

Peaks in The Happy Valley

Charming Kimberley~Kimbuktu Guest House & Retreat

The Castle
Private house rentals

3 bedrooms in a cozy house

Newly Renovated Bright Suit with Free Parking

The best of winter, wrapped in wonder.

Maple Forest Country Cottage

5+ bdr Cottage Collingwood Blue Mountain Singhamp

Spacious home in Wasaga Beach

Cozy Creek Side walkout basement.

Stunning 3 Bdrm Home W/ Hot Tub, Sauna, Gym!
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £153 | £171 | £145 | £132 | £155 | £156 | £176 | £188 | £167 | £135 | £124 | £180 |
| 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 holiday rentals
Explore 260 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 7,910 verified reviews to help you choose

Family-friendly holiday rentals
240 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
260 of Grey Highlands holiday rentals include wifi 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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- Rentals with beach access Grey Highlands
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- Rentals with a hot tub Grey Highlands
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- Family-friendly rentals Grey Highlands
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- Waterfront rentals Grey Highlands
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- House rentals Grey County
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- Blue Mountain Village
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Sauble Beach
- Inglis Falls
- Elora Gorge
- Scandinave Spa Blue Mountain
- Caledon Ski Club LTD
- Centennial Beach
- Awenda Provincial Park
- Mono Cliffs Provincial Park
- Island Lake Conservation Area
- Wye Marsh Wildlife Centre
- Harrison Park
- Sunset Point Park
- Forks of the Credit Provincial Park
- Rockwood Conservation Area
- Sauble Falls Provincial Park
- MacGregor Point Provincial Park
- Elora Quarry Conservation Area




