Kid-friendly holiday rentals in Grey Highlands

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Popular amenities for Grey Highlands family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Meaford
4.96 out of 5 average rating, 139 reviews

Close to Beach & Trails with Large Fenced in Yard

PatriciaRating, 5 stars2 weeks ago
Jesse was a very helpful, responsive host. This house was perfect for our family with all the amenities as described in the listing. It is next door to a community centre which had a dance on the Saturday night, but the music was not that loud and it was over at midnight. Each bedroom had a sound machine you could use to fall asleep to waves or birds or other soothing sounds. The whole house was very clean and the pantry was well stocked and every kind of utensil and dish and glass and cup you could need was provided. The narrow fairly steep stairs to bedrooms on the second floor might be a challenge for some if you have knee issues. For us it was really a great place to stay and exactly as pictured and described.
Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 225 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

PamelaRating, 5 stars2 weeks ago
Visited with 4 couples for a few nights away. Beautiful location. Would recommend
Guest favourite
Home in Kimberley
4.82 out of 5 average rating, 11 reviews

Beaver Valley Vintage A-Frame

HimalayRating, 5 stars4 weeks ago
Beautiful A-frame house in Kimberley, and it was an incredible experience! The home itself was stunning—thoughtfully designed, fully equipped with all the amenities you could need, and offered breathtaking views of the surrounding mountains. It was the perfect getaway spot for a trip with friends. We spent our days relaxing in the cozy space and exploring the area, which had some great hiking trails nearby. The peaceful mountain setting made it feel like a true escape. We’re already planning to return in the winter to take advantage of the nearby skiing. Highly recommend this place to anyone looking for a mix of comfort, nature, and adventure!
Guest favourite
Home in Williamsford
4.94 out of 5 average rating, 125 reviews

Williamsford Blacksmith Shop

LetishaRating, 5 stars1 day ago
Was the perfect place to stay for visiting Motopark on the weekend. Robin was very responsive and was an easy check in. Everything’s the same as the photos and the place was clean. Very good bakery down the road as well!
Superhost
Home in North York
4.83 out of 5 average rating, 6 reviews

Private Bedroom, Bathroom, Kitchen -Basement Apt

AnatRating, 5 stars1 month ago
Ana is a great host and was caring and responsive. I stayed there a couple of months and felt at home. It was really great to have a private unit all to myself and for relatively reasonable price. The location is very convenient, with public transit, grocery stores, libraries, and lots of other stores very close by. The unit is quite spacious. The kitchen is probably more suitable for light cooking or heating of food, and there’s not a ton of refrigerator space. My only discomfort during my stay was that when the weather was very cold, the heat in the room was very warm, especially at night. But it made the laundry dry quickly, which was good. All in all, I’m glad I found this place and I really enjoyed my stay.
Superhost
Home in Singhampton
4.92 out of 5 average rating, 25 reviews

Blue Mesa Mountain River Lodge

KristenRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Badjeros
4.94 out of 5 average rating, 108 reviews

JJ’s small town country retreat

RebeccaRating, 5 stars3 weeks ago
the house has been in the family since 1934, however has been updated and additions built that adds to the charm. Super cool sauna lay out and the bedrooms were spacious and clean...we had a great stay and even managed a few cider tours in the surrounding area. so fun...
Guest favourite
Home in Kimberley
4.95 out of 5 average rating, 21 reviews

Paradise in the Valley

JackieRating, 5 stars1 week ago
Great place in a scenic location. Good layout and comfy beds with lovely linens and towels. Lots of the basic amenities provided. Larissa is a responsive host.

Family-friendly apartment rentals

Guest favourite
Flat in Wasaga Beach
4.94 out of 5 average rating, 435 reviews

The Upper Deck

KelseyRating, 5 stars2 weeks ago
Words can hardly capture the magic of Cathy’s BnB in Wasaga. From the moment we pulled into the driveway, we knew we were about to experience something special. This isn’t just a place to stay — it’s a destination in itself, a beautifully curated space that feels like stepping into the pages of an artist’s journal. The first thing that struck us was the atmosphere — peaceful, welcoming, and infused with personality. Every inch of the property is meticulously thought out and bursting with creativity. You can feel Cathy’s heart in every detail. It’s clear that this isn’t just a business for her — it’s a lifelong passion project rooted in artistry and hospitality. Cathy’s background in the arts and event world shines through in the most delightful ways. If you’re looking for something more than just a rental, if you want to stay somewhere that feeds your soul as much as it rests your body, Cathy’s BnB is it. Thank you so much for our stay!
Top guest favourite
Flat in The Blue Mountains
4.98 out of 5 average rating, 128 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

MichelleRating, 5 stars1 week ago
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!
Top guest favourite
Flat in Meaford
4.96 out of 5 average rating, 400 reviews

Sunrise and Bayview with Kayaks & Bikes

AliyahRating, 5 stars1 week ago
Matt and shauna were marvellous hosts!! they were extremely responsive and very kind! The house was perfect! Exactly as described, right by the water, for a great price! The cutest place with a full kitchen which was greatly appreciated! The weather wasn’t great but nothing a great book and even better view couldn’t fix! It made the perfect destination for our girls trip! 1000/10 recommend staying with them if you can!
Superhost
Flat in The Blue Mountains
4.82 out of 5 average rating, 224 reviews

1BR Boutique Suite #6 - The Lake at Blue Mountains

DiRating, 5 stars3 weeks ago
The place is clean and cozy! Very easy to find and access. There is a beach behind it with about two minute’s walking. I definitely recommend this place.
Superhost
Flat in The Blue Mountains
4.88 out of 5 average rating, 740 reviews

Brookside Studio at Blue Mountain - King Bed

KhallidRating, 5 stars3 weeks ago
Great place and great host, very pro active
Guest favourite
Flat in Owen Sound
4.94 out of 5 average rating, 282 reviews

East Side Serenity Apartment

NehaRating, 5 stars2 weeks ago
I spent 9 days at Donna's while attending a course in Owen Sound - it was safe, quiet, comfortable, and very quickly felt like 'home'. Donna was very responsive - definitely recommend.
Guest favourite
Flat in The Blue Mountains
4.94 out of 5 average rating, 130 reviews

Blue Mountain Studio Retreat

KarynRating, 5 stars4 days ago
I had a wonderful stay at Natalie's place. It was a great location, close to many amenities, yet quiet and peaceful. The studio felt comfortable and welcoming with a thoughtful design. I appreciated Natalie's responsiveness and proactive instructions which made my trip super easy. I would highly recommend this studio.
Superhost
Flat in The Blue Mountains
4.79 out of 5 average rating, 199 reviews

2 Bedroom + Sofa Bed (Sleeps Six)

PrizzyRating, 5 stars2 weeks ago
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

Guest favourite
Apartment in The Blue Mountains
4.98 out of 5 average rating, 158 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

JohnRating, 5 stars2 weeks ago
Our one night stay at Sabine’s 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, it’s 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. There’s 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.
Guest favourite
Apartment in The Blue Mountains
4.88 out of 5 average rating, 126 reviews

Blue Mountain Getaway at North Creek Resort

AbbyRating, 5 stars6 days ago
Neil’s place was perfect. Very clean and cozy. Just as described. Neil’s was very helpful and responsive in terms of directions and rules and things to do in the area. The area was very peaceful and not too far from the village if you’re driving. Would stay again
Guest favourite
Apartment in The Blue Mountains
4.81 out of 5 average rating, 193 reviews

Mountainside Escape at Blue - Outdoor Pool

FaaizaRating, 5 stars2 weeks ago
We enjoyed our stay very much, such a cozy place. The host responded very quickly to any questions we had. Would definitely recommend staying here when visiting the blue mountain village!!
Top guest favourite
Apartment in The Blue Mountains
4.93 out of 5 average rating, 523 reviews

*Blue Mountain Village* Walk To Blue, Pool, HotTub

ChristineRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in The Blue Mountains
4.93 out of 5 average rating, 149 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

DipalRating, 5 stars2 months ago
It was great staying at Karim’s 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.
Guest favourite
Apartment in The Blue Mountains
4.93 out of 5 average rating, 292 reviews

Cozy Studio Mountainside stay in Blue Mountains

EmmaRating, 5 stars6 days ago
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s 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 bonus—clean, 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 hosts—friendly, 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!
Guest favourite
Apartment in The Blue Mountains
4.94 out of 5 average rating, 298 reviews

Cozy & Charming Retreat at Blue Mountain

GhazalaRating, 5 stars2 weeks ago
Leo and Josie were great! They were friendly and responsive and made sure we had everything we needed for our stay! There were 6 of us and we all had more than enough space. It was a great stay, would definitely recommend! :)
Guest favourite
Apartment in The Blue Mountains
4.97 out of 5 average rating, 152 reviews

Rustic Chic Renovated 2Bd Condo by Village

KaylaRating, 5 stars3 months ago
I recently stayed here for the weekend for a girls trip. Michael & Nancy were very communicative and accommodating for our stay! This is a beautiful home with about a 5 min drive to blue mountain. Not to mention the shuttle busses came right outside the home, with awesome drivers. This is a really great home to stay at, definitely recommend.

Quick stats about holiday rentals that are kid-friendly in Grey Highlands

  • Total rentals

    320 properties

  • Nightly prices starting at

    ₹3,444 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

Destinations to explore

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  5. Grey Highlands
  6. Family-friendly rentals