Family-friendly holiday rentals in Grey Highlands

We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.

This place was perfect for a blue mountain get away. We had 8 adults stay here for a ski trip and we all were comfortable and had a wonderful time. The kitchen is well stoked so we were able to make large communal meals with no issues. I'll definitely look into coming back next year.

Had a wonderful stay at this beautiful Muskoka cabin. Great views of the lake and was really fun to go out on the canoe and kayaks. The cabin was cozy and nice with a great kitchen and awsome living room for hanging out and relaxing. Host was extremely responsive and nice. She provided helpful clear instructions and information. Would love to go back.

Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!

Our host was very respectful, responsive, and helpful throughout our stay. The cottage was well-equipped with everything we needed and offered great amenities. The location was also convenient and pleasant. Overall, we had a wonderful time here and would definitely recommend this place to others!

Patricia is a great host. The space is lovely with big beautiful windows, and was perfect for a restful retreat for three generations of our family! 5 adults and one infant. We did an unusual amount of cooking, and the kitchen is very well equipped for that. Two fridges, a stand mixer, blender, BBQ, etc, etc, etc - it was a breeze. I hope we'll find our way back! Clean, and well stocked with linens, etc. If you're looking for a place to rest or just spend time with friends and family, I recommend this highly. There are some day trips that are possible from here, but we mostly just stayed in and spent time with each other, resting from otherwise busy lives!

my group had such a good time at this cabin. it’s a beautiful area super close to the blue mountain village. we felt right at home and taken care of. the host is quick to respond to any questions we had and would message to check in with us every so often.

We enjoyed our stay at Butchart Estate. It was even more lovely in person. The kitchen has everything you could need and more and the pool room was a big hit.

Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.

I can’t say enough good things about the lodge! First of all, Esther is an amazing host and the space is so conducive to group trips. We went for a bachelorette with a “retreat” theme. Esther offers classes and we did the breathwork class, it was so calm and peaceful — the birds were singing while we did the class in the loft and Esther was a very effective facilitator! All the girls loved doing the sauna in the morning and we had a campfire in the evening. In terms of things to do near the lodge, it was also only a 20 min drive to Georgian hills winery, and 30 min from the water where we took Collingwood charters for a live music boat cruise. Tons of sleeping space at the lodge, was initially nervous that single beds wouldn’t be comfy but we all slept very well and the bedding was lovely. Lots of washrooms/showers which again was amazing for a large group of ladies, especially when we were all getting ready together for the day! Decor and overall vibe of the lodge is unique & cute!!

This was our second year at Carrie and Dan's cottage and once again my family and I had a fantastic time. The house is perfectly situated on the river with a nice beach and it has all of the amenities needed. Dan communicated regularly and checked in with us to ensure we had everything we needed. This is a beautiful property which anyone would have fun at.

Would absolutely return! Cottage was ready when we arrived and looked exactly like the pics. Everything we needed was provided and it was spotless! The view was amazing…steps to a private dock. We were there to unwind and escape reality which is exactly what we did.

Jason and Tanya saved our trip after the first Airbnb we checked into was dirty and had mice! They had a last minute cancellation and allowed us to check in right away! They were super helpful in getting us moved over to their place. When we got inside it was beyond clean and comfortable. The kitchen was the best of any airbnb I've stayed in with spotless dishes and useable pots/pans and appliances. The unit is spacious and the beds & linens were extremely comfortable. A million thanks for saving our trip for us! Would highly recommend to anyone.

Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had

Wonderful. Lovely, cottage like apartment set in a garden setting within a short walk to all the main attractions. Renovated, modern and yet charming. Beautifully decorated with many interesting design elements. Mini gallery for the owners’ professional portrait photos. Every little thing you might need and many, many extras in case you forgot something. Plush bath towels. I luv that! Everything worked. No issues with any of the mechanicals. Luv that too! Owner was super helpful and responded quickly to our queries. She really wants to make her guests happy & comfy. Of note, the apartment is a studio but it really has loads of space and is actually much larger than the photos make it seem. Really high ceilings with lots of light from many windows. I can’t rave enough about it. Can’t imagine why anyone wouldn’t rave too.

We absolutely loved our 4 night stay! The space was spotless, and steps away from the ski hill as well as the village. Everything was as described, lots of room which was ideal with a toddler. The kitchen was stacked with all of the essentials and more for cooking which isn’t always the case. Lovely energy from the hosts as well. Would absolutely return! Thank you Amir and Ulana for the perfect accommodation :)

We had a wonderful stay at this Airbnb! The place was very comfortable, spotlessly clean, and the temperature inside was just perfect. We really enjoyed our time here and felt right at home. The only small downside was that the Wi-Fi was a bit slow, but everything else was great. We would definitely love to come back. Highly recommended!

Amazing little spot to come home to after a long day! Hot tub and pool are on point, and the backyard area is lovely and tranquil backing on to a wooded area, with nice views and even some wildlife :)

This was a beautiful place with great views, only a 5 minute walk away from the village. It was clean with an organized bathroom and kitchen amenities. We weren’t missing anything. There was a nice fireplace with a lot of board games. Super cozy, and a great place to take photos. You also had access to a shared hot tub. Sometimes other people got rowdy at the hot tub, but that is to be expected. Overall this is a great place for families or get togethers for skiers and people that like great restaurants and social events. Thanks, Adam!

Accommodation was spacious, comfortable, clean and well equipped. Short walk to restaurants, shops and activities. Would recommend!

This was an amazing stay! My boyfriend and I stayed here during the rbc canadian open and it was the perfect location. It was beautiful, clean, and so peaceful. We would come back in a heart beat!

We stayed here over the long weekend and absolutely loved it! The place was gorgeous—cozy, clean, and the view of the mountains from the Airbnb was stunning. The beach just two minutes down the road was also beautiful and made the stay even better. We’ll definitely be booking this place again whenever we return to Blue Mountain!

had a wonderful stay! The countryside location is absolutely beautiful – peaceful, scenic, and perfect for relaxing. The surroundings are great for walks and enjoying nature. The host was welcoming and helpful, making everything easy and comfortable. Highly recommended to anyone looking for a quiet getaway with amazing views!

This place was beautiful! As soon as we walked in, we felt at home. All the amenities listed were in the property and in good condition. Richard was very helpful and responsive when we had questions for him. There were extra pillows for people who sleep with more than just one lol. The ceiling fan in the loft really cooled down the place and kept the place at a good temperature. The area is also lovely, with a nearby tennis court on the resort. My friends and I spent most of our time there playing pickleball and tennis. Also, Blue Mountain village is about a 20 minute walk from the resort, so my friends and I went to visit at night. Overall, this was a lovely place to stay for the weekend and I would definitely come back again!