Kid-friendly vacation rentals in Grey Highlands

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Grey Highlands

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 202 reviews

Blue Mountain Getaway!

Wonderful Mountain Getaway! EXTENDED STAYS WELCOME! Fantastic location! Rest assured that our condo is thoroughly sanitized for each guest with high quality disinfectant products. From remotes and door handles to faucets and floors, we take great pride in our 5* SUPER CLEAN rating! Our two-storey, 1700 sq ft condo is conveniently located in the exclusive Sierra Lane. Nestled between the base of Blue Mountain village, Monterra golf course and the ski hill, this is sure to be a wonderful stay!

Guest favorite

A bright entrance area features a white door with a large window, allowing natural light to fill the space. A wooden bench sits against the wall, complemented by a colorful round area rug. Tile flooring adds a clean and welcoming touch.

Townhouse in Wasaga Beach

4.88 out of 5 average rating, 16 reviews

home@Wasaga Beach

Good for 2 families. Parking space only fits 2 cars, 1 in the garage, 1 on the driveway. parking at any other area is at your risk. 4 bedrooms. one at 1st floor, three on the 3rd floor. 2.5 bathroom. 2 on the 3rd floor. 0.5 on 1st floor kitchen, living room, kids play area and deck are at second floor. kitchen has cookware, dinnerware, utensils, kettle, salt and pepper, cooking oil. we provide bath towel, face wash clothes, toothpaste, shampoo, conditioner, body wash. slippers on-site laundry

Guest favorite

Home in Port McNicoll

4.96 out of 5 average rating, 23 reviews

Gleaming Family Friendly Vacation Home Near Beach

Welcome to Peace at Paradise, located steps away from Georgian Bay. Stay and play in the large backyard with your family or cozy up for game night with the kids. Enjoy your family time with a 1 minute walk to Patterson Park and beach. Go for a stroll in the community and immerse yourself in the local events. Enjoy swimming, boating, bonfires and breathtaking sunsets. In the winter, enjoy snowmobiling, ice fishing, skiing and relax by the fireplace. This space is NOT pet friendly. New deck!

Guest favorite

An entertainment room featuring a foosball table alongside a modern air hockey table. A dartboard is mounted on the wall, offering a recreational space for guests to enjoy friendly competitions. Natural light enters through a small window, complementing the neutral color palette.

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favorite

Cottage in The Blue Mountains

4.92 out of 5 average rating, 142 reviews

Luxury Chalet in Blue Mountains with HotTub Sauna

*4 SEASONS COTTAGE*This newly renovated chalet in the heart of Blue Mountains accommodate16 people with 6 bedrooms,10 beds(2 queen, 1 twin,1 double and 3 double over double bunk beds)and 4 baths.This chalet comes with great features such as beach access,private backyard,all brand-new mattresses and beddings,pool table and ping pong table,arcade games,poker table 2 living rooms with TVs,sauna,hot tub and an indoor fireplace.4 minutes drive from Northwinds Beach.License number LCSTR20220000131

Guest favorite

Condo in The Blue Mountains

4.95 out of 5 average rating, 857 reviews

Stunning Mountain Views- 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!

Top guest favorite

Condo in Innisfil

5 out of 5 average rating, 9 reviews

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

A sun-drenched patio and corner unit, our space is professionally designed and located in the heart of Friday Harbour close to all attractions. Our place features: → Free secured parking for 1 car → Keyless 24HR self check-in → Over 800 ft² of space → Building features hot tub and pool → 2 stylish and separated bedrooms with comfy mattresses → Close to all Resort features - beach, harbour, golf, restaurants Only an hour north of Toronto, and 20 minutes from Barrie. Come and enjoy!

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, 218 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

An inviting dining area features a natural wood table surrounded by woven chairs. A large pendant light with a straw finish hangs above the table, while soft curtains frame the windows, allowing natural light to fill the space. A cozy seating nook is visible in the corner.

Cottage in Tiny

5 out of 5 average rating, 41 reviews

The Hideaway Balm Beach Cottage

The Hideaway is a beautifully designed, four-season cottage with rest and relaxation in mind. Steps to Balm Beach with clear water and amazing sunsets. Walking distance to tennis courts, ice cream shop, restaurants, children's playground and arcade. Cottage has all the amenities, including a chef's kitchen, cedar barrel sauna, firepit, private backyard with outdoor furniture and bbq grill. Tiny Township license No. STRTT-2025-034

Guest favorite

A spacious backyard area is featured, showcasing a trampoline surrounded by a safety net. A small firepit sits on the grassy ground, accompanied by a canopy tent nearby. The scene is framed by trees and a wooden fence, with a clear blue sky above.

Cottage in Waubaushene

4.94 out of 5 average rating, 18 reviews

Waubaushene Getaway

Enjoy this spacious and modern cottage with the whole family. Steps away from the lake, Tay Shore trail and countless other local Georgian Bay attractions. Quiet and beautiful surroundings making it ideal for families with children. The space includes 3 bedrooms, 2 full bathrooms, spacious living and dining area, a modern kitchen, and many extra fun features that will make your stay a memorable one.

Superhost

Aerial view of the shoreline reveals a lush, forested peninsula surrounded by clear waters. The rocky beach contrasts with the vibrant colors of the trees, showcasing autumn foliage. The tranquil scene invites exploration along the water's edge and highlights the natural beauty of the surrounding landscape.

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Our private two-acre gated beach at Marks Point, the western tip of Thunder Beach, is ten minutes by car from the cottage. The second beach option (public) is the unsurpassed 3km sand Thunder Beach, 5 minutes by foot! The cottage is on our private 100 acres.

Guest favorite

Cottage in Lafontaine

4.83 out of 5 average rating, 241 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

0 of 0 items showing

What guests are saying

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

5 out of 5 average rating, 24 reviews2 weeks ago

Jasmines Airbnb was fantastic for groups or families. Everything was as described and the home itself had so many finishing touches to make guests know where to find things and feel at home. Jasmine was always responsive and had great local recommendations. Beds and pillows were very comfortable and the home was very clean! Our group had a wonderful time and would highly recommend if looking for a place in the Barrie area!

Vacation home in Barrie

What guests are saying

Private log cottage on 2 acres

4.68 out of 5 average rating, 225 reviews6 days ago

We recently held our annual family birthday weekend at Natalia's place with a multi-generational crew that spanned 1.5 years to 90 years young! This incredible log cabin met all of our needs. The bedroom on the main floor meant an accessible space for our great aunt, the games room in the basement was such a fun space for our teens. The sliding doors to the wide front porch and the giant yard with fire pit, play structures and trampoline gave us lots of space to play. Plenty of fridge and freezer space and bathrooms on every level was really helpful. Natalia was very responsive and kind as a host. Balm Beach is gorgeous and walkable. There are some really cute restaurants and coffee shops close by (shout out Cawaja General Store and Balm Beach Bar & Smokehouse!) No place is perfect - I note the stairs to the basement are rather steep, and a few suggestions were shared with our awesome host, including about kitchen amenities, but this is a pretty spectacular place to stay for a group.

Home in Tiny

What guests are saying

Highland House

5 out of 5 average rating, 30 reviews6 days ago

Jason’s Highland House was the perfect home for a family weekend! It was very comfortable with lots of space and special little touches like coffee and condiments. The home is brand new with high end finishes. Jason was extremely responsive and did everything to make the family stay pleasurable.

Home in Innisfil

What guests are saying

Brand new Luxury main and second floor

5 out of 5 average rating, 3 reviews9 months ago

We had an absolutely wonderful stay at Ali's home! From the moment we arrived, we felt welcomed and comfortable. The home was exactly as described, clean, spacious, and beautifully decorated. Ali went above and beyond to ensure we had everything we needed, providing thoughtful touches like local recommendations and extra amenities. The location was perfect for exploring the area, and we appreciated the peaceful neighborhood. The kitchen was well-equipped, making it easy to prepare our own meals when we wanted to. Overall, we couldn't have asked for a better experience. Thank you, Ali, for being such a gracious and attentive host. We highly recommend this Airbnb to anyone looking for a fantastic place to stay!

Home in Richmond Hill

What guests are saying

Beach Oasis - 1min walk to beach, close to Blue

5 out of 5 average rating, 51 reviews2 months ago

Great place for larger groups! Vladan was quick to answer our questions and really helpful. Very quiet neighbourhood, perfect for a calm night after the skiing at Blue Mountain. Plenty of choices of food around 5-10 minutes driving distance as well.

Townhouse in Wasaga Beach

What guests are saying

Little Blue Oasis

4.9 out of 5 average rating, 30 reviews2 months ago

My girlfriend and I had an incredible time staying at this cottage for Valentine's Day. It was well furnished and very cozy. The hosts are extremely hospitable and left us a Valentine's Day surprise with wine and chocolate. I would highly recommend this Airbnb - well deserved 5 stars!

Home in Owen Sound

What guests are saying

Georgian Bay Water/Beach front Cottage

4.94 out of 5 average rating, 34 reviews3 months ago

Our stay was absolutely perfect. The property was clean, well-maintained and exactly as described. Communication with the host was quick, making the planning aspect of the trip very easy. The location is great as well with a beautiful view of the water. Highly recommend and will definitely book again!

Home in Penetanguishene

What guests are saying

Balm Beach Cottage: Hot Tub/GameRoom/more!

4.87 out of 5 average rating, 45 reviews1 month ago

We really loved our stay here. We have a 6 and 2 year old and this cottage was the perfect size for the 4 of us. I like that it’s all one level, and floors are a clean hardwood. The road in front of the cottage is so quiet and feels private. A great place to kick the ball around and jump in puddles. Hot tub and games room made this place extra special. Would love to come visit in the summer, and enjoy the beach type amenities that are just a short walk away.

Cottage in Tiny

1 of 12 pages