Family-friendly vacation rentals in Caledon

Thank you for the wonderful stay! Our group loved our stay! Would highly recommend.

Great communication with Shawn from start to finish, the home was what we expected and equipped with almost everything we needed. Lots of parking available, great spaces for groups to hang out, easy to host team meals. We were there for a ski trip and got pounded with snow, burying all sidewalks and making the walk to villages and chairlifts more difficult - but doable.

He is a wonderful and understanding person. I booked, but something happened and I had to leave before the reservation period. I sent a message to Arthur, and he quickly replied. The surprise was a discount only for the period of stay, and he returned the rest to me. He is a wonderful person and the place is wonderful. You feel like you are at home. Thank you, Arthur.

Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!

We booked this home for a family and friends cottage weekend and the place was exactly as described. It is a beautiful home very close to the slopes with lots of things to do (billiards, board games, hot tub, TV, BBQ). The host was very kind and responsive and was very flexible with out checkout time, which was very nice. Our group of 11 people all had a great weekend and we would definitely book this place again :)

We had a great stay in this cabin on a GORGEOUS wooded property. Awesome to watch the snow fall against the old pines. I took my dog on the snowshoe trails. Very cozy and it was great to get out of the city.

Our experience at Happy Daze was amazing! We stayed here for my sister's bach trip and the we loved it! The cabin had a cozy vibe with great space! There were tons of rooms and many fun amenities. We especially enjoyed the spacious living room area to spend time with the whole group comfortably. Would definitely recommend this place for big groups that want a relaxing and fun getaway! (Also, only a 3 minute drive to the village!!)

We booked because we were having a friend reunion and the space was perfect for reconnection and having our own space at the same time

Our second stay at this property. The house is well equipped and in a great location. Really appreciate that they accept pets.

Great location! Exactly as described. My kids and I walked to everything. My dog loved the fenced in backyard.

This place is perfect for one or two people staying in the area and close to St. Catharines, Niagara Falls, Niagara On The Lake, and the Welland Canal. It’s clean, neat and private. Very comfortable bed & linens. Sonia and Ron are excellent hosts and took time to meet us and visit before we left. Be sure to check out their recommendations for area sites and restaurants!

The stay was great and there was a bunch of things to do around the house that were within walking distance, the local food and attractions were great as well. The house was well kept and matched what the host described. The host was quick to respond which was helpful as well.

one of my all time favorite places I've stayed. there was nothing even remotely sub par about the location or accomodations. beautiful and quiet. great communication and easy check-in and out. 10/10 fabulous

Had an amazing stay at David’s place. Super responsive hosts and the place was super clean!

My crew and myself stayed the week in comfort at Mike’s. Lots of room for everyone, beds were clean and comfortable. Close to all amenities and easy to get to.

Exactly as advertised - Beautiful property, cozy and comfortable off-grid cabin and super friendly hosts. Would absolutely come back and recommend to a friend!

Beautiful place, very close to town. All needs taken care of, didn't feel like anything was missing. I wish I could've stayed for longer

Excellent place by a fantastic host. The place was clean, well located and has everything you would need such as kitchen utensils, games + TV, and plenty of clean quality towels. Ulana and Amir were also very friendly and responsive. We enjoyed our stay a lot.

The house was easy to find. The lock was having trouble but then we were able to get in. The next day realized the lock on the house was malfunctioning and that was why we had trouble getting in. Texted the owner and someone was immediately sent to fix(replace the lock). Great customer service from the owners.

Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!

I had stayed at this resort before but through the resort. No plunger. Had to call and wait to get the toilet unclogged. No wifi as well. I paid more as well and the cottage was smaller in size. This cottage was spacious and had all the amenities. Never had to contact John except how to turn on the heat and hot water. I highly recommend this cottage

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.

It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.

A lovely stay in Blue Mountain with my family for new years! Greg was extremely communicative and was always quick to respond with any inquiries. The location is walking distance to the village and the neighbourhood had the most friendliest people. We felt right at home and Greg's place had all the right amenities for our family's needs. We will definitely come back here for our next stay in Blue!