House vacation rentals in Grey Highlands
Find and book unique houses on Airbnb
Top-rated house rentals in Grey Highlands
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grey Highlands house rentals
House rentals with a pool
Home in The Blue Mountains
4.95 out of 5 average rating, 150 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in The Blue Mountains
4.91 out of 5 average rating, 170 reviewsPool Open/Sauna/Shuttle Bus/Pool table/2 King bed
Home in Owen Sound
4.98 out of 5 average rating, 215 reviewsThe Butchart Estate: your perfect family retreat!
Home in Meaford
4.96 out of 5 average rating, 146 reviewsRedhill Luxury Home...by the Blue Mountains
Home in Chatsworth
4.88 out of 5 average rating, 130 reviewsStonehaven - large country retreat, with pool*
Home in Meaford
5.0 out of 5 average rating, 37 reviewsPlume- Guest house
Home in Collingwood
4.85 out of 5 average rating, 34 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
Home in Flesherton
4.79 out of 5 average rating, 14 reviewsPaul’s Pool House
Weekly house rentals
Home in Kimberley
4.89 out of 5 average rating, 66 reviewsRiver and Ridge Retreat
Home in Markdale
4.91 out of 5 average rating, 77 reviewsSpacious Cottage - Enjoy the Trails!
Home in Williamsford
4.97 out of 5 average rating, 33 reviewsWilliamsford Blacksmith Shop
Home in Meaford
4.97 out of 5 average rating, 33 reviewsNewly renovated century home
Home in Creemore
4.96 out of 5 average rating, 28 reviewsThe Burrow - 240 Acre Farm with Private Waterfall
Home in Collingwood
4.92 out of 5 average rating, 25 reviewsBlue Mountain Home
Home in Collingwood
4.86 out of 5 average rating, 29 reviewsQuaint cottage with local beach
Home in Meaford
5.0 out of 5 average rating, 23 reviewsSecluded cottage and acerage, hot tub and sauna
Private house rentals
Home in Meaford
5.0 out of 5 average rating, 15 reviewsCharming Red Brick Home in Meaford ON
Home in Collingwood
5.0 out of 5 average rating, 19 reviewsCharming Townhome in Collingwood
Home in Shallow Lake
4.97 out of 5 average rating, 64 reviewsHindman House: Historic, restful, fully-equipped
Home in Orangeville
4.97 out of 5 average rating, 66 reviewsHotTub & Private Suite - Casa Facciolo
Home in Grand Valley
4.83 out of 5 average rating, 23 reviews2 bdrm upper level apt
Home in Durham
4.89 out of 5 average rating, 9 reviewsThe River Rental
Home in Badjeros
4.97 out of 5 average rating, 34 reviewsJJ’s small town country retreat
Home in Hawkestone
4.93 out of 5 average rating, 59 reviewsLakeside Cottage Getaway
Quick stats about house rentals in Grey Highlands
Total rentals
290 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
250 properties are a good fit for families
Total number of reviews
6K reviews
Destinations to explore
- Brampton Vacation rentals
- Muskoka Lakes Vacation rentals
- Kitchener Vacation rentals
- Waterloo Vacation rentals
- Oakville Vacation rentals
- Barrie Vacation rentals
- Tobermory Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Markham Vacation rentals
- Guelph Vacation rentals
- London Vacation rentals
- Mississauga Vacation rentals
- Townhouse rentals Toronto
- House rentals Toronto
- Lakehouse rentals Toronto
- Guesthouse rentals Toronto
- Tiny house rentals Canada
- Treehouse rentals Canada
- Beach house rentals Canada
- Lakehouse rentals Canada
- Townhouse rentals Canada
- Earth house rentals Canada
- Lighthouse rentals Canada
- House rentals Canada
- Guesthouse rentals Canada
- Guesthouse rentals Ontario
- House rentals Ontario
- Lakehouse rentals Ontario
- Treehouse rentals Ontario
- Tiny house rentals Ontario
- Beach house rentals Ontario
- Earth house rentals Ontario
- Townhouse rentals Ontario
- Townhouse rentals Downtown Toronto
- Guesthouse rentals Downtown Toronto
- House rentals Downtown Toronto
- House rentals Mississauga
- Guesthouse rentals Mississauga
- Townhouse rentals Mississauga
- Rentals with a washer and dryer Grey Highlands
- Waterfront rentals Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with breakfast Grey Highlands
- Cabin rentals Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Loft rentals Grey Highlands
- Monthly Rentals Grey Highlands
- Rentals with a sauna Grey Highlands
- Family-friendly rentals Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Rentals with pools Grey Highlands
- Private suite rentals Grey Highlands
- Kid-friendly rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Rentals with an EV charger Grey Highlands
- Cottage rentals Grey Highlands
- Apartment rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Rentals with a fire pit Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with lake access Grey Highlands
- Condo rentals Grey Highlands
- Rentals with a fireplace Grey Highlands
- Rentals with outdoor seating Grey Highlands
- House rentals Grey County
- Tiny house rentals Grey County
- Townhouse rentals Grey County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes