Family-friendly holiday rentals in Grey County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Grey County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
The exterior of a charming tiny house is showcased, featuring a rustic wooden design and a welcoming deck. Large windows allow for ample natural light, while a pergola extends over part of the deck, creating a shaded area for outdoor relaxation amidst a lush, green landscape.
Tiny home in Kimberley
4.98 out of 5 average rating, 178 reviews

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

FamilyKitchenWalkability

Guest favourite
Tiny home in Wiarton
4.9 out of 5 average rating, 119 reviews

S08 Nature Heaven at the Farm: Cabin on The Lake

One of a kind unique & unmatched experience Your cabin with two large windows will face a quiet semiprivate lake, enjoying sunsets on the water. On the opposite side, you will relax to the sounds of birds and mesmerized by 150+ feet tall maple trees canopy. Walk and follow the gravel road to see 200+ goats with their babies in the background. On a clear night, you’ll see the Milky Way, a pure magic and fairytale experience. Stay with us for three+ days and recharge. Our reviews say it all

Indoor spacesFamilyBathroom

Top Guest favourite
A spacious glamping tent is set on a wooden platform surrounded by trees. The tent features an open entrance and is complemented by outdoor seating with two blue chairs. Natural light illuminates the interior, creating a welcoming environment.
Place to stay in Holland Centre
4.99 out of 5 average rating, 149 reviews

Greyridge Glamping "Paradise Island " Retreat

Grey Ridge Glamping "Paradise island" is a unique small island surrounded by clear running water from our beautiful stream. There are winding paths & bridges that lead to tent. Featuring a King Size bed, seasonal propane heater, wing-back chairs ,solar lighting and cell phone chg. station. Outdoor washroom facilities in its own enclosed structure. As well an “open to the sky” cedar lined hot water shower. Cooking station with wash and Prep areas. Perfectly suited for a couples private getaway!

FamilyKitchenSleep quality

Top Guest favourite
Farm stay in Kimberley
4.95 out of 5 average rating, 129 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.

FamilyIndoor spacesLayout

Top Guest favourite
A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.
Cottage in Southgate
4.98 out of 5 average rating, 188 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.

FamilyKitchenLaundry

Top Guest favourite
Two glasses of rosé wine sit on a decorative table, capturing sunlight against a backdrop of rolling hills. The landscape features vibrant autumn foliage in shades of orange and yellow, with a clear blue sky and wispy clouds visible above.
Place to stay in Chatsworth
5 out of 5 average rating, 137 reviews

Secluded Cabin overlooking Valley.

Our comfy one-room cabin sits on the edge of 40 wooded acres, overlooking a pastoral valley. Enjoy a relaxing breakfast (included) on the deck while taking in the countryside view, and in the evening, lose yourself in the deep, dark, star-studded sapphire sky. A great home base as you experience the area - hiking beaches, waterfalls, cideries, vineyards and wineries. See more things to do at visitgrey. ca. Or stay put and enjoy your secluded getaway. Read a book, take a hike, or have a nap.

Indoor spacesFamilyTV

Top Guest favourite
The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.
Yurt in Meaford
5 out of 5 average rating, 209 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.

Indoor spacesKitchenCondition

Guest favourite
An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.
Tiny home in Meaford
4.87 out of 5 average rating, 446 reviews

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.

FamilyKitchenOutdoor spaces

Top Guest favourite
Chalet in Meaford
4.98 out of 5 average rating, 135 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 spacesKitchenView

Guest favourite
A hot tub filled with clear water is positioned in the foreground, with steam rising gently. In the background, a cozy seating area surrounds a fire pit, set against a backdrop of lush greenery and a sunset sky.
Guest suite in Kimberley
4.94 out of 5 average rating, 853 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🌿

KitchenIndoor spacesAccess

Guest favourite
A charming A-frame cabin is surrounded by tall trees, featuring a triangular roof and wooden siding. The entrance includes a white door with a window above, complemented by a small wooden deck with stone accents.
Cabin in Clarksburg
4.94 out of 5 average rating, 141 reviews

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 spacesFamilyCheckout

Top Guest favourite
Cottage in Flesherton
4.95 out of 5 average rating, 157 reviews

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.

KitchenFamilyLaundry

Popular amenities for Grey County family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.
Condo in The Blue Mountains
4.99 out of 5 average rating, 222 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

FamilyIndoor spacesHospitality

Guest favourite
An open living area showcases a cozy sectional sofa with decorative pillows, complemented by a soft area rug. Natural light fills the space through large windows, and a wooden staircase leads to an upper level. A fully equipped kitchen with bar seating is visible in the background.
Cabin in Owen Sound
4.86 out of 5 average rating, 109 reviews

Cozy Cabin Inn & Spa (HotTub, Sauna, Chalet Vibe)

Indoor spacesKitchenComfort

Top Guest favourite
A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.
Condo in The Blue Mountains
4.94 out of 5 average rating, 648 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

KitchenFamilyLaundry

Top Guest favourite
A communal outdoor space is presented, featuring wooden cabins with green roofs surrounded by tall trees. In the foreground, Adirondack chairs are arranged around a fire pit, with a hammock and a barbecue grill nearby, all set on a gravel surface.
Tiny home in Kimberley
4.99 out of 5 average rating, 150 reviews

Boho Beaver Cabin 1 with saltwater hot tub & sauna

Indoor spacesKitchenHiking

Top Guest favourite
A warm living area features leather sofas adorned with soft throws, along with a daybed lined with colorful cushions. A cozy wood stove is positioned nearby, providing a focal point. Natural light streams through the glass doors, complemented by rich purple curtains.
Chalet in The Blue Mountains
4.91 out of 5 average rating, 110 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

FamilyIndoor spacesCheckout

Guest favourite
An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.
Apartment in The Blue Mountains
4.96 out of 5 average rating, 253 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

KitchenFamilyComfort

Top Guest favourite
An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.
Home in Meaford
4.98 out of 5 average rating, 114 reviews

Birdsong, the perfect Blue Mountains getaway

KitchenIndoor spacesView

Top Guest favourite
The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.
Condo in The Blue Mountains
4.95 out of 5 average rating, 1,014 reviews

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Indoor spacesFamilyDecor

Family-friendly home rentals with a pool

Top Guest favourite
Farm stay in Markdale
4.99 out of 5 average rating, 156 reviews

Experience Country Living at Firefly Ridge

FamilyIndoor spacesSkiing

Guest favourite
An open-concept living area showcases a modern kitchen with stainless steel appliances and a large island. A cozy seating area features a dark sofa and an armchair, positioned near a stone fireplace. Natural light fills the space through multiple windows.
Condo in The Blue Mountains
4.92 out of 5 average rating, 199 reviews

Blue Mountain condo in Historic Snowbridge

KitchenIndoor spacesHospitality

Superhost
Home in The Blue Mountains
4.85 out of 5 average rating, 288 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Indoor spacesFamilyGetting around

Top Guest favourite
A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.
Condo in The Blue Mountains
4.93 out of 5 average rating, 336 reviews

Cozy Studio Mountainside stay in Blue Mountains

FamilyIndoor spacesHiking

Guest favourite
An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.
Apartment in The Blue Mountains
4.97 out of 5 average rating, 206 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

FamilyIndoor spacesSleep quality

Guest favourite
The living room is designed with a cozy sectional sofa and a coffee table placed centrally. A mounted flat-screen TV is positioned above a white-brick fireplace. Natural light filters through sheer curtains, enhancing the welcoming feel of the space.
Condo in The Blue Mountains
4.93 out of 5 average rating, 403 reviews

Cozy & Charming Retreat at Blue Mountain

Indoor spacesKitchenLaundry

Top Guest favourite
A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 368 reviews

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

Indoor spacesKitchenAccess

Guest favourite
The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.
Condo in The Blue Mountains
4.84 out of 5 average rating, 469 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

KitchenIndoor spacesCheckout

Destinations to explore