
Kid-friendly holiday rentals in Grey Highlands
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Top-rated family-friendly rentals in Grey Highlands
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Popular amenities for Grey Highlands family-friendly rentals
Kid-friendly house rentals

Williamsford Blacksmith Shop
Was the perfect place to stay for visiting Motopark on the weekend. Robin was very responsive and was an easy check in. Everythingās the same as the photos and the place was clean. Very good bakery down the road as well!

Blue Mountain Riverside Lodge | Hottub & Sauna
My husband and I just got back from a much needed relaxing weekend away and the place was perfect! We loved the hot tub and the privacy, including the water fall you can hear. My husband made great use of the sauna. The place was clean and updated. We stayed the whole weekend and found it the perfect place to unwind.

JJās small town country retreat
I recently stayed at Jerās Airbnb with a group of seven friends, and we had an incredible experience. The amenities truly made the stay unforgettable. We spent hours enjoying the pool table, foosball, darts, and old-school arcade machines. The private sauna and jacuzzi were perfect for unwinding, and the outdoor BBQ and fire pit setup created the ideal space for evening hangouts. Everything was spotless, well-organized, and located in a quiet, safe neighborhood. Jer was an excellent host, very responsive and clearly committed to providing a top-tier experience. I highly recommend this property to anyone planning a getaway with friends or family. We had an amazing time and would absolutely stay here again. Thanks, Jer! One thing worth highlighting is that the pictures donāt do this place justice. As great as it looks online, the property is 100 times better in person ā more spacious, more comfortable, and filled with thoughtful touches that arenāt fully captured in photos.

Blue Mountain Home
We stayed at Diannaās place while we were in Collingwood and the accommodate was even better than the photos! Her place had everything we needed and more. We only stayed a couple nights but itās set up for long term stays as well. The location was 5 minutes from the water and a 6 minute drive to the downtown core. I would recommend this spot to anyone travelling to Collingwood.

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
We absolutely loved our stay at Jannaās place. Her charming home is thoughtfully stocked with high-quality touches throughout. Outside, a sprawling yard beckons with multiple fire pits, plenty of firewood, and a top-of-the-line hot tub, all tucked away in complete privacy. It was the perfect spot for a relaxing long weekend.

Paradise in the Valley
We had a fantastic stay! The place was clean, comfortable, and had everything we neededāmultiple bathrooms, fans in the bedrooms, and a relaxing hot tub. It was quiet and peaceful, perfect for our group. A special touch: our 4-year-old received birthday decorations and a present, which was incredibly thoughtful or Larissa and made the trip even more memorable. Larissa was very responsive and helpful throughout, the QR code to a personal google doc with instructions was a great touch. Highly recommend!

The Little Pink Cottage: Lakeside Charm Awaits
Amanda's cottage was great for a relaxing getaway. The highlights of my stay were: - a beautiful lake view from the dining area, living room and upper deck with full sun until late evening - receiving great suggestions for local food and day trips - great response from Amanda and team - a day trip to Creemore - just a half hour's drive away - a beautiful kitchen for cooking - the decor and design books throughout the cottage - the extras provided

Heart of Kimberley - with views and a hot tub
We had an amazing experience. Itās a beautiful home with modern amenities and a beautiful outdoor area. We arrived in a cozy town with nearby restaurants and general store. It was a very clean and well prepped home. Our host was amazing. She was accommodating and very kind, always responsive and very welcoming. We highly recommend this stay. 10/10 experience.
Family-friendly apartment rentals

8min-BlueMtn:15min-Beach:A/C:FastWifi:FreeParking
Such a beautiful place and nice host. We really loved the place. Fantastic

Beautiful Riverside Country Apartment
We had a lovely stay at Wendyās place! Beautiful location right next to a river with a gorgeous back yard. It was a short drive to excellent hiking on the Bruce trail. The apartment had all the amenities we needed (including lots of coffee!), was very clean and super cozy. Wendy was very responsive and helpful. Iād highly recommend if youāre looking for a peaceful and pretty spot for a quiet getaway!

The Upper Deck
Cathy was an exceptional host! The accommodations were so beautiful, so much love and hard work put in to making it a cozy place to stay. Bed was huge and comfy. Cinnamon buns were delicious. Hot tub was relaxing and private. We want to come back and try one of her other suites.

Evergreen Studio-KingBed/Pool/HotTub/Shuttle
Dom and Christine's place is wonderful. Very clean and well kept. Decorated well and though only a studio, it still felt quit large. Big comfy king size bed that was great to sleep in. The patio with a creek running beside it added to the peace and tranquility I was searching for in this little vacay. Dom and Christine were very friendly and helpful and prompt when I needed to message how to get the shuttle to the village. Having a shuttle available to book throughout the day was super handy and it made getting over to the village seemless. Used the hot tub the last evening there and it was quite enjoyable. Overall, this was a 10 out of 10 visit for me and I would love to come back another time to any of Dom& Christine's properties!

Sunrise and Bayview with Kayaks & Bikes
Shauna and Mattās place is absolutely beautiful! Itās right across from the lake with captivating views. All meaford locals are friendly and there is great food! The home was squeaky clean, had all fresh linen, and decorated beautifully! Definitely will be coming back!

1BR Boutique Suite #6 - The Lake at Blue Mountains
The place is clean and cozy! Very easy to find and access. There is a beach behind it with about two minuteās walking. I definitely recommend this place.

Studio at Blue-KingBed/Pool/HotTub/Shuttle
I recently had the pleasure of staying at this beautiful BnB, and I must say, it was the perfect retreat! Located in a stunning private complex surrounded by nature, this BnB offered the ultimate peaceful escape. The surroundings were serene, and the walking distance to the Village of Blue Mountain was a bonus. The hosts were incredibly polite and nice, making us feel right at home. The amenities were top-notch, with a coffee machine available for us to enjoy at our leisure. The comfortable bed was the perfect place to rest after a day of exploring. But what truly made this stay special was the beautiful little patio, where we could sit and soak in the natural beauty surrounding us. It was the perfect spot to relax and unwind. I would highly recommend this BnB to anyone looking for a peaceful getaway amidst nature. The hosts, amenities, and surroundings all came together to create a truly unforgettable experience. Can't wait to come back!

2 Bedroom + Sofa Bed (Sleeps Six)
Lovely spot, very close to Blue Mountain. Nicholas is a great host, he provided very clear instructions, and was very accommodating and responsive. The house is really nice and cozy, has everything you need to feel at home. It's a somewhat small and tight space but it's got a good size balcony.
Family-friendly apartment rentals

Lovely 3 Bedroom Condo with Stunning View and Pool
Our one night stay at Sabineās was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, itās a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. Thereās a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.

*Blue Mountain Village* Walk To Blue, Pool, HotTub
Great location, really close to the village, golf, trails and the Scandinave Spa. Condo unit is exactly as advertised with a comfy sofa to lunge on. Beds are comfortable and all linens and needed amenities were easy to find and use.

Large 3BR Modern Luxury Escape | Walk to Blue
It was great staying at Karimās place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.

Cozy Studio Mountainside stay in Blue Mountains
Absolutely Wonderful Stay! I had an amazing stay at John and Kristiās condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonusāclean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hostsāfriendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
We had a great stay! The place was exactly as described- clean, comfortable, and well-equipped. Itās in a perfect location, within walking distance to both Blue Mountain Village and the beach, which made it super convenient for our trip. The host was friendly and responsive, and everything went smoothly from check-in to check-out. Highly recommend!

Out of the Blue - Outdoor Pool / Shuttle to Blue
We lived our visit to this condo! It was warm and cozy and exactly as advertised. My daughter loved the loft area and chilling out on the pull-out sofa. We even went for a swim - the pool facilities are lovely! Thanks for a great stay - we will be back!

Ski in/out @ North Creek W King bed! New Hot Tub
Great location, walking distance to Blue Mountain Village! Stephanie was incredibly friendly and helpful with instructions for check-in and check-out. Would absolutely stay here again!

The Blue Mountain's Dream Escape | Pool | Hot Tub
Great condo in a perfect location. The location is well stocked and has everything you could need. Walkable to restaurants and the village. Olga was a kind and responsive host. We wouldnāt hesitate to stay here again!
Quick stats about holiday rentals that are kid-friendly in Grey Highlands
Total rentals
320 properties
Nightly prices starting at
$51Ā SGD before taxes and fees
Total number of reviews
28K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
120 properties have a pool
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Cobble Beach Golf Resort Community
- The Club At Bond Head
- The Georgian Peaks Club
- Caledon Country Club
- Alpine Ski Club
- Barrie Country Club
- National Pines Golf Club
- Inglis Falls
- Craigleith Ski Club
- The Georgian Bay Club
- Legacy Ridge Golf Club
- The Pulpit Club
- Mansfield Ski Club
- Mad River Golf Club
- Heritage Hills Golf Club