
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 G$8,362 GYD 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
Indoor spacesKitchenLocation
4.98 out of 5 average rating, 182 reviews
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.
Indoor spacesKitchenCondition
4.96 out of 5 average rating, 135 reviews
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.
KitchenIndoor spacesAccess
4.98 out of 5 average rating, 198 reviews
The Red House – Private Wooded Oasis & Hot Tub
Unplug in our private 3-acre forest retreat. Wake up in a king bed, brew coffee in the fully-stocked kitchen, then step onto the wrap-around deck surrounded by cedar forest. After hiking the Bruce Trail, skiing at Beaver or Blue, paddling Lake Eugenia or enjoying a foodie-road-tour, sink into the sparkling hot tub. Evenings end around the wood stove or the outdoor fire-pit under a star-filled sky. Fast Wi-Fi, cozy beds and thoughtful touches make every stay easy, relaxing and memory-filled.
KitchenFamilyNearby
4.82 out of 5 average rating, 125 reviews
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.
KitchenFamilyComfort
4.99 out of 5 average rating, 218 reviews
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.
KitchenIndoor spacesCheck-in
4.98 out of 5 average rating, 431 reviews
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.
FamilyKitchenBackyard
4.96 out of 5 average rating, 104 reviews
"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.
Indoor spacesKitchenSleep quality
4.96 out of 5 average rating, 282 reviews
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!
Indoor spacesFamilyValue
4.97 out of 5 average rating, 138 reviews
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.
Indoor spacesFamilyCleanliness
4.99 out of 5 average rating, 111 reviews
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.
FamilyKitchenNearby
4.98 out of 5 average rating, 118 reviews
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 spacesFamilyLayout
4.94 out of 5 average rating, 868 reviewsPopular amenities for Grey Highlands family-friendly rentals
Family-friendly home rentals with a hot tub

Hilltop garden cottage
Indoor spacesKitchenAccuracy
4.93 out of 5 average rating, 197 reviews
Lake Eugenia-Private, Quiet Retreat
KitchenFamilyOutdoor spaces
4.84 out of 5 average rating, 105 reviews
Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
FamilyIndoor spacesValue
4.96 out of 5 average rating, 1028 reviews
Cozy Fall Getaway | Hot Tub Sauna BBQ & Firepit
Indoor spacesFamilyBathroom
4.9 out of 5 average rating, 136 reviews
Stylish Log Chalet w/ Hot tub Minutes to Village
Indoor spacesKitchenBeach
4.91 out of 5 average rating, 113 reviews
Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna
FamilyKitchenLayout
4.97 out of 5 average rating, 114 reviews
Lovely 3 Bedroom Condo with Stunning View and Pool
KitchenIndoor spacesSkiing
4.99 out of 5 average rating, 235 reviews
Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue
FamilyKitchenAccuracy
4.94 out of 5 average rating, 659 reviewsFamily- and pet-friendly home rentals

MapleHaven Cabin @ Lake Eugenia
KitchenFamilyOutdoor spaces
4.96 out of 5 average rating, 129 reviews
Cozy cottage in the woods near trails & waterfalls
FamilyIndoor spacesLayout
4.97 out of 5 average rating, 102 reviews
Tiny Home Nestled between Thornbury & Meaford
FamilyIndoor spacesHeating
4.86 out of 5 average rating, 458 reviews
Tiny A-Frame near the Bruce Trail
FamilyKitchenView
4.94 out of 5 average rating, 148 reviews
In Pines •Family-Friendly • Screened Porch • Beach
Indoor spacesKitchenParking
4.95 out of 5 average rating, 125 reviews
Ultimate Georgian Bay Vacation Getaway
FamilyKitchenBreakfast
4.96 out of 5 average rating, 182 reviews
Private 5 Acre Chalet with Bunkie & Sauna
Indoor spacesKitchenBiking
4.95 out of 5 average rating, 164 reviews
Aframe cabin by babbling brook with sauna & hottub
KitchenIndoor spacesCleanliness
4.99 out of 5 average rating, 299 reviewsFamily-friendly home rentals with a pool

Happy Valley Retreat at Rivergrass
KitchenFamilyBathroom
4.86 out of 5 average rating, 301 reviews
King’s Escape at Blue Mountain
Indoor spacesFamilyGrill
4.97 out of 5 average rating, 210 reviews
The Blue Mountain's Dream Escape | Pool | Hot Tub
Indoor spacesKitchenCleanliness
4.93 out of 5 average rating, 319 reviews
Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
KitchenFamilyGrill
4.84 out of 5 average rating, 293 reviews
Cozy & Charming Retreat at Blue Mountain
Indoor spacesFamilyAccess
4.93 out of 5 average rating, 411 reviews
Walk 2 Village, Great Kitchen & Beds, Summer Pool!
Indoor spacesKitchenLocation
4.96 out of 5 average rating, 376 reviews
7BR Chalet | Hot Tub + Seasonal Heated Pool
Indoor spacesFamilyTV
4.85 out of 5 average rating, 104 reviews
Ski in/out @ North Creek W King bed! New Hot Tub
Indoor spacesKitchenDecor
4.83 out of 5 average rating, 480 reviewsWhen is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$49,338 GYD | G$52,892 GYD | G$42,230 GYD | G$34,495 GYD | G$36,376 GYD | G$37,003 GYD | G$44,739 GYD | G$49,129 GYD | G$34,704 GYD | G$36,167 GYD | G$34,077 GYD | G$55,819 GYD |
| 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
- Sunset Point Park
- Innisfil Beach Park
- Cobble Beach Golf Resort Community
- Island Lake Conservation Area
- Craigleith Provincial Park
- Guelph Lake Conservation Area
- Forks of the Credit Provincial Park
- Belwood Lake Conservation Area
- Rockwood Conservation Area
- Snow Valley Ski Resort
- Sauble Falls Provincial Park





