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.

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Top guest favorite

A spacious living area features a comfortable gray sofa and a rustic wooden coffee table. A red tray holds decorative items. The room is brightly lit, with a view of the dining area, which includes a large table surrounded by multiple chairs. Family-themed decor is visible on the walls.

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 328 reviews

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

You will love our fully renovated, condo with quality mattresses, well stocked kitchen, beautiful bathrooms, private ski locker, free parking & the comforts of home. You can trust our 300+ reviews telling stories of amazing getaways & cherished memories made! Our ideal location, only a 5 minute stroll to the village is something you will be sure to enjoy. NETFLIX, cable & unlimited wifi, a cozy gas fireplace, quality towel/ linens + games/duplo...message us re: discounted dates or to book now.

Guest favorite

A modern bathroom features a dual-sink vanity with sleek cabinetry, a large mirror, and stylish wall art. The space is illuminated by recessed lighting, with plush white towels hanging neatly. A toilet and wastebasket are positioned beside a light-colored tiled shower area.

Condo in The Blue Mountains

4.85 out of 5 average rating, 141 reviews

Large, luxury, upper floor condo, steps to Village

Ideally located in exclusive Sierra Lane development, nestled between the Village, Monterra golf course and Blue Mountain ski hill. Perfect for families or non-rowdy girl or guy getaways. This renovated condo includes well appointed kitchen & washrooms, as well as a large open concept living / dining area. Living area includes high end furniture and hardwood floors. Bedrooms have all the comforts of home including upgraded mattresses & high quality bed linens. STA Licence# LCSTR20220000079

Top guest favorite

A spacious backyard is enclosed by tall greenery, providing privacy. A fire pit, surrounded by stones, is positioned on the lush green lawn. A shed is visible to the left, with outdoor equipment stored nearby. Tall trees offer shade and a calm atmosphere.

Bungalow in Wasaga Beach

4.93 out of 5 average rating, 122 reviews

Nice Wasaga Cottage

We welcome well traveled guests over the age of 25 and families. Perfect for 4 people. Large 2 bedroom, 4 season cottage with big living room and eat-in kitchen; in a desirable area of Wasaga Beach Area 4. Renovated kitchen and bathroom. WiFi, gas furnace, and central air conditioning. 1 block to beach area, park, and bike path. 1 block to Nottawasaga river and boat launch. 25 min to Blue Mountain Village. Hiking, Golfing, and Skiing all nearby. 1 extra guest allowed for an additional fee.

Superhost

A warm entrance area is highlighted by wooden paneling and rustic decor. A long bench runs along one wall, and hooks are mounted for hanging gear. The space is well-lit, with a combination of natural light and overhead fixtures creating an inviting welcome.

Cabin in The Blue Mountains

4.87 out of 5 average rating, 361 reviews

"Tequila Sunrise" Big Space-Lots of Fun-HotTub

** Multi night Discounts! **Book for 3 Days or More and get 10% Discount** **Minimum 2 Night Stay** - Hot Tub is PRIVATE NOT shared and available all year - Perfectly equipped for a fun filled stay with a large groups of friends - 15 min walk to the Village at Blue Mountain - Fully stocked kitchen - Natural Gas BBQ ( No need to bring Propane Tanks) - Foosball, ping pong, board games, chalk board, huge kitchen table - - Fire pit is PRIVATE - No kids, No pets, Strictly No Smoking inside.

Top guest favorite

A colorful playground with two blue slides is positioned on sandy ground, adjacent to a calm body of water. Vibrant green trees line the opposite shore, enhancing the serene landscape. The scene is bright and showcases a clear blue sky.

Cottage in Lion's Head

4.94 out of 5 average rating, 156 reviews

Trails End Family Friendly Beach House

Inviting couples and families looking for a relaxing vacation, enjoying beach days, scenic hikes, and stargazing nights. This 3-bedroom beach house is just one street from the sandy beach and playground. Sip your morning coffee on the deck, BBQ in the evenings, and end your day roasting marshmallows at the backyard fire pit under magical dark skies. Hike to the famous lookout. Walk to shops, restaurants, and groceries in minutes. Perfect location for daytripping around the Bruce Peninsula. ✨

Guest favorite

The entrance features a white door with a window, leading to a wooden bench and wall paneling. A coat rack and hooks provide storage for jackets, while a black rubber mat enhances the space.

Condo in The Blue Mountains

4.95 out of 5 average rating, 858 reviews

Stunning Mountain View- WalkTo Blue, Pool, HotTub

SHUTTLE, HOT TUB, SEASONAL POOL! 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool open until September 3rd 2024. Hot Tub open all year round!

Superhost

A cluster of charming cottages is arranged along a dirt pathway, framed by trees. Each cottage features light-colored siding and distinct roofs. Lush shrubs are positioned near the entrance of each cottage, contributing to the inviting appearance of the property.

Guesthouse in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favorite

The living area features two cozy sofas arranged around a glass coffee table. A decorative bowl sits atop the table, and vibrant flowers add a touch of color. Large windows invite natural light, showcasing views of the surrounding trees.

Home in Tiny

4.87 out of 5 average rating, 128 reviews

Beachy Blue Bay Cottage - licence #STRTT-2024-195

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Superhost

A wooden door stands open, revealing a scenic view of the outdoors. Natural light filters through the glass, illuminating the cozy interior. A comfortable couch and window with shades are visible, creating an inviting entryway.

Chalet in Blue Mountains

4.81 out of 5 average rating, 160 reviews

Escape to Northview Chalet Blue Mountain

"minutes to Blue Mountain Village" - great restaurants, activities, and nightlife. Ask about and late check-out availability!! 10-15 min walk with a view of the hill the entire way - Incredible Views from front Deck, Beach 5min car ride away. Wood Fireplace, Hardwood Floors Great Outdoor sitting Areas, BBQ Private Backyard Area, fire pit. Central Air Conditioning - hot summer nights. Free Wi-Fi Ski, Golf Great for couples, solo adventurers, business travellers, families.

Top guest favorite

A natural pathway lined with dense trees leads to a charming home nestled in the forest. The residence is partially obscured by greenery, showcasing a tranquil setting that blends harmoniously with the surrounding environment.

Guest suite in Holland Centre

4.98 out of 5 average rating, 219 reviews

Dragonfly Hollow bnb

Nature lovers, Come experience the natural beauty of the Grey-Bruce region. Our home is in a very quite natural setting surrounded by trees. In summer explore the many lakes, beach or waterfalls . Hike the Bruce trail, or one of many others; good for ATVing, Scenic Motorcycle Routes. Fall is especially beautiful, the hills and valleys fill with vibrant colours. In winter, enjoy cross-country, downhill skiing, snowboarding, skidooing. Blue Mountain only a Scenic 40 mins away.

Top guest favorite

A two-story wooden cottage is surrounded by vibrant autumn foliage, with large windows and a balcony overlooking the landscape. A gravel driveway leads to the entrance, and an attached garage is visible on the right. The natural setting enhances the home's rustic charm.

Chalet in Coldwater

4.95 out of 5 average rating, 458 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

Superhost

The exterior of a multi-level condo building is highlighted, featuring a central chimney and triangular rooflines. Wooden balconies provide outdoor space on both levels, with a sign indicating unit number 7 prominently displayed. Clear blue skies add to the inviting atmosphere.

Townhouse in The Blue Mountains

4.88 out of 5 average rating, 178 reviews

Private condo getaway at base of Blue Mountain

Open loft condo at the base of The Blue Mountains, wifi, air conditioning, parking, self check-in, ski-in/out at north chairlift. Sleeps 4 - 5, with 2 full bathrooms, full kitchen with granite counter tops, fireplace, free parking. Seasonal Outdoor pool and year round shared hot tub. 2 min to beaches and village. Surrounded by nature trails. Walk to ski lift. Fun family or getaway retreat with year round activities. Rental License #LCSTR202200000099