
Family-friendly vacation rentals in Grey Highlands
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Grey Highlands

Total vacation rentals
Explore 1,070 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 60,210 verified reviews to help you choose

Pet-friendly vacation rentals
Find 430 rentals that welcome pets

Vacation rentals with a pool
380 properties feature pools

Rentals with dedicated workspaces
560 properties have a dedicated workspace

Wi-Fi availability
1,010 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!
Top-rated family-friendly rentals in Grey Highlands
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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
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Valley View Farm Retreat ~ Family, Pets, Hiking
Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.
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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.
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Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond
Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!
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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.
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Beaver Valley Escape - HotTub & Outdoor Pizza Oven
Beautiful country house on 12 acres, 4 bedrooms and 3 bathrooms. 2 bedrooms are en suite. Vaulted ceilings with light streaming in. Fully stocked kitchen, large hot tub, Weber BBQ, wood burning stove and yoga loft. Beautiful views of the valley. Tranquil setting with gardens and trails out the door. Come and enjoy this area perfect for active families. Minutes from award winning restaurants and the Bruce Trail. Starlink has been installed so internet is fast if you need to connect.
FamilyKitchenSkiing

Private Luxury Creekside Cabin with Sauna
Exclusive luxury retreat! Creekside Cabin is the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. Creekside is a fully licensed private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife including spotted deer, blue heron and even the beautiful snowy owl casually passing through.
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Birdsong, the perfect Blue Mountains getaway
Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye for the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.
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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🌿
Indoor spacesFamilyBiking

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna
This stunning century home has been family-owned for over 50 years. A limestone cottage built in 1850 with a modern addition this is a huge house on an entirely secluded acarage with a lake-sized swimming pond with floaties and a dock. A true escape through time, but with modern amenities, this property is loved by all ages. There is ample room to gather and to retreat. It's a perfect choice for families and / or groups of friends to get together in their own private world.
Indoor spacesKitchenLocation

All-Season Cottage on the Lake
An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.
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Experience Country Living at Firefly Ridge
Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. PLEASE NOTE DOGS MUST BE ON A LEASH WHILE ON THE PROPERTY.
FamilyIndoor spacesSleep quality
Popular amenities for Grey Highlands family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely 3 Bedroom Condo with Stunning View and Pool
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The Red House – Private Wooded Oasis & Hot Tub
FamilyIndoor spacesBackyard

Stylish Log Chalet w/ Hot tub Minutes to Village
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A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
FamilyKitchenLong stay

Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
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Large chalet 3 King bed, Sauna-Hot Tubs, Projector
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Butchart Estate: Breathtaking Victorian mansion
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Cozy Summer Getaway | Hot Tub Sauna BBQ & Firepit
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Family- and pet-friendly home rentals

MapleHaven Cabin @ Lake Eugenia
KitchenIndoor spacesAir conditioning

Ultimate Georgian Bay Vacation Getaway
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Kettle Creek Cabin
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Tiny A-Frame near the Bruce Trail
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Tiny Home Nestled between Thornbury & Meaford
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Private 5 Acre Chalet with Bunkie & Sauna
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Mountain Cedar Chalet! Across from The Village
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Walk 2 Village, Great Kitchen & Beds, Summer Pool!
Indoor spacesFamilyLaundry
Family-friendly home rentals with a pool

Rustic Chic Renovated 2Bd Condo by Village
FamilyIndoor spacesOutdoor spaces

The Blue Mountain's Dream Escape | Pool | Hot Tub
KitchenIndoor spacesBeach

Cottage on 5 Private Acres, Heated Pool & Hot Tub
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7BR Chalet | Hot Tub + Seasonal Heated Pool
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Blue Mountain condo in Historic Snowbridge
KitchenIndoor spacesHeating

Serene mountainside home with View/Shuttle Bus
Indoor spacesKitchenAccess

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

Three Suns | Pool, Hot Tub & Shuttle
Indoor spacesFamilyAccess
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.ﺇ 867 | ﺩ.ﺇ 929 | ﺩ.ﺇ 742 | ﺩ.ﺇ 606 | ﺩ.ﺇ 639 | ﺩ.ﺇ 650 | ﺩ.ﺇ 786 | ﺩ.ﺇ 863 | ﺩ.ﺇ 610 | ﺩ.ﺇ 635 | ﺩ.ﺇ 599 | ﺩ.ﺇ 981 |
| 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 |
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- Blue Mountain Village
- Wasaga Beach Area
- Elora Gorge
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Craigleith Provincial Park
- Guelph Lake Conservation Area
- Rockwood Conservation Area
- Belwood Lake Conservation Area
- Forks of the Credit Provincial Park
- Gateway Casino-Innisfil
- Sauble Falls Provincial Park





