
Family-friendly vacation rentals in Grey Highlands
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Grey Highlands
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Hand-Crafted Cabin in Stunning Beaver Valley
Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

Luxurious Creek Retreat With Hot Tub
Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Quiet Retreat for Two
Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Tiny Home Nestled between Thornbury & Meaford
Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Kimberley Creek Cabin
Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

"Wine Down" in Scenic Grey Highlands
Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

3BR Sierra Scandi Chic - Closest to Village
Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

The Post Office Motel & Spa in the ❤️ of Kimberley
*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Private 5 Acre Chalet with Bunkie & Sauna
An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

Cozy, quiet, clean cabin with wi-fi and fire pit.
Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

Grey Highlands Lodge
Our Lodge is perfect for a quiet get away from everyday life, a tranquil patch of greenery nestled in the escarpment of Beaver Valley. If you’re looking for a place to relax and recharge, a place for solitude and restoration, then the Lodge may be just what you need. Enjoy yoga on the side deck, reading in a hammock beside the stream, or exploring the many hikes and nearby amenities just a stones throw away.
Popular amenities for Grey Highlands family-friendly rentals
Family-friendly home rentals with a hot tub

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

Cozy Hot Tub & Fireplace - Headwaters Retreat

Glamping Dome Riverview Utopia

Boho Beaver Cabin 1 with saltwater hot tub

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Sunshine Summit - Outdoor Pool / Shuttle to Blue

Cozy Studio Mountainside stay in Blue Mountains

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball
Family- and pet-friendly home rentals

Beautiful Riverside Country Apartment

Experience Country Living at Firefly Ridge

Modern, Private and Luxurious!

The Sunflower Yurt Cabin, private hammock&firepit

Pine River Bunkies: Owl’s Roost Off Grid Cabin

1BR Boutique Suite #6 - The Lake at Blue Mountains

Ultimate Georgian Bay Vacation Getaway

King’s Escape at Blue Mountain
Family-friendly home rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

Après Blue- 2bed2bath w/Pool 6 min walk to village

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Cozy getaway for two with hot tub!

Out of the Blue - Shuttle to Blue, Walk & Trails!

Great kitchen, comfy beds, games, walk 2 village +

Heart of Kimberley - with views and a hot tub

Mountain Side One Bedroom
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.ﺇ727 | ﺩ.ﺇ786 | ﺩ.ﺇ672 | ﺩ.ﺇ580 | ﺩ.ﺇ650 | ﺩ.ﺇ683 | ﺩ.ﺇ786 | ﺩ.ﺇ885 | ﺩ.ﺇ654 | ﺩ.ﺇ632 | ﺩ.ﺇ562 | ﺩ.ﺇ830 | 
| 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 vacation rentals that are family-friendly in Grey Highlands

Total vacation rentals
Explore 970 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 56,110 verified reviews to help you choose

Pet-friendly vacation rentals
Find 420 rentals that welcome pets

Vacation rentals with a pool
350 properties feature pools

Rentals with dedicated workspaces
580 properties have a dedicated workspace

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

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

4.8 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
 - Greater Toronto Area Vacation rentals
 - Mississauga Vacation rentals
 - Niagara Falls Vacation rentals
 - Grand River Vacation rentals
 - St. Catharines Vacation rentals
 - Northeast Ohio Vacation rentals
 - Pittsburgh Vacation rentals
 - Erie Canal Vacation rentals
 - Detroit Vacation rentals
 - Cleveland Vacation rentals
 - Central New York Vacation rentals
 
- Rentals with beach access Grey Highlands
 - Rentals with a kayak Grey Highlands
 - Rentals with a sauna Grey Highlands
 - Guesthouse rentals Grey Highlands
 - Beachfront rentals Grey Highlands
 - Chalet rentals Grey Highlands
 - Townhouse rentals Grey Highlands
 - Private suite rentals Grey Highlands
 - Pet-friendly rentals Grey Highlands
 - Rentals with a hot tub Grey Highlands
 - Fitness-friendly rentals Grey Highlands
 - Condo rentals Grey Highlands
 - Rentals with an EV charger Grey Highlands
 - Bed and breakfasts Grey Highlands
 - Rentals with pools Grey Highlands
 - Rentals with a fire pit Grey Highlands
 - Cabin rentals Grey Highlands
 - Loft rentals Grey Highlands
 - Ski-in/ski-out rentals Grey Highlands
 - House rentals Grey Highlands
 - Cottage rentals Grey Highlands
 - Rentals with lake access Grey Highlands
 - Rentals with a washer and dryer Grey Highlands
 - Apartment rentals Grey Highlands
 - Rentals with a patio Grey Highlands
 - Rentals with outdoor seating Grey Highlands
 - Rentals with a fireplace Grey Highlands
 - Waterfront rentals Grey Highlands
 - Rentals with breakfast Grey Highlands
 - Family-friendly rentals Grey County
 - Family-friendly rentals Ontario
 - Family-friendly rentals Canada
 
- Blue Mountain Village
 - Cobble Beach Golf Resort Community
 - Snow Valley Ski Resort
 - Beaver Valley Ski Club
 - Osler Bluff Ski Club
 - Devil's Glen Country Club
 - Craigleith Ski Club
 - Mount St. Louis Moonstone
 - The Georgian Peaks Club
 - TPC Toronto at Osprey Valley
 - Caledon Country Club
 - The Club At Bond Head
 - The Georgian Bay Club
 - Barrie Country Club
 - Toronto Ski Club
 - Alpine Ski Club
 - Mansfield Ski Club
 - Heritage Hills Golf Club
 - Inglis Falls
 - Legacy Ridge Golf Club
 - Springwater Golf Course
 - National Pines Golf Club
 - Horseshoe Adventure Park
 - Shanty Bay Golf Club