
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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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.
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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.
Indoor spacesKitchenHiking

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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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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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🌿
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Tiny A-Frame near the Bruce Trail
Find yourself nestled among pines trees just steps from the Bruce Trail! This 100 sq. ft. tiny A-Frame offers cozy comfort with two stackable twin beds that convert into a queen (side-by-side) when desired. Amenities include the essentials: BBQ, drinking and dish water, power box to charge devices and a small light, plus an outhouse with a composting toilet. Centrally located near Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!
Indoor spacesFamilyHeating

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.
Indoor spacesKitchenHot tub

Boho Beaver Cabin 1 with saltwater hot tub & sauna
So close, yet so far. Only 2 hours north of Toronto, 15 minutes to the base of Blue Mountain. This 108 square foot of "adorable" offers a four-season experience with a communal salt water hot tub and sauna. A river runs through it, the majestic Beaver River! This charming, boho inspired tiny cabin for two is nestled on an 80 acre property surrounded by farm fields, wildflowers, and ancient woodlands Check out our social media for more information and photos at: @BohoBeaver
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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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Popular amenities for Grey Highlands family-friendly rentals
Family-friendly home rentals with a hot tub

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond
Indoor spacesFamilyAir conditioning

Natural Mongolian Yurt on Biodynamic Farm and Spa
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Hilltop garden cottage
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Glamping Dome Riverview Utopia
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Cottage on 5 Private Acres, Heated Pool & Hot Tub
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The Yellow Brick Guest House
FamilyIndoor spacesHospitality

Stylish Log Chalet w/ Hot tub Minutes to Village
Indoor spacesKitchenGetting around

Lake Eugenia-Private, Quiet Retreat
KitchenIndoor spacesPets
Family- and pet-friendly home rentals

Scarlet Yurt Cabin | Cozy Nature Retreat
KitchenIndoor spacesView

Secluded Cabin overlooking Valley.
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MapleHaven Cabin @ Lake Eugenia
KitchenIndoor spacesAmenities

Unique TinyHome
Indoor spacesKitchenAccess

Kettle Creek Cabin
KitchenFamilyQuiet

The Stone Heron
FamilyIndoor spacesHot tub

Sunny Pines Farm Studio Tennis Court/Bruce Trail
KitchenIndoor spacesComfort

Private 5 Acre Chalet with Bunkie & Sauna
KitchenIndoor spacesSkiing
Family-friendly home rentals with a pool

Stunning Mountain View- Pool, Hot Tub, WalkToBlue
KitchenIndoor spacesLayout

Givi’s Cozy Camper: Warm & Welcoming
Indoor spacesFamilyAccess

The Trails Retreat (Private Cabin)
FamilyIndoor spacesBackyard

Fox Ridge | Hot Tub & Shuttle w/ Patio
Indoor spacesFamilyView

Blue Mountain condo in Historic Snowbridge
Indoor spacesKitchenPool

Little Blue Spruce (Pool & Free Village Shuttle)
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Rustic Chic Renovated 2Bd Condo by Village
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*Blue Mountain Village* Pool, Hot Tub, WalkToBlue
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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
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Awenda Provincial Park
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Centennial Beach
- Inglis Falls
- Harrison Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Sauble Beach
- Craigleith Provincial Park
- Guelph Lake Conservation Area





