Holiday rentals with outdoor seating in Caledon

This was a wonderful place to stay and was exactly where I needed to be after long, hectic days. Sherry is a great host - very friendly, accommodating and making sure I was comfortable. Her gardens make it seem like paradise when you walk from the driveway to the private entrance - love love love the lilac trees beside the parking space ❤️ This felt like I was staying with a friend rather than in a stranger’s place. Thanks Sherry for all your hospitality!

We had such a wonderful time staying at John’s place—it honestly couldn’t have been better. The home was gorgeous, spotless, and felt so warm and inviting. You can tell a lot of care went into making it a space where guests can truly unwind and feel at home. The private pool was a dream. Surrounded by trees and completely peaceful, it felt like our own hidden escape. We spent hours swimming and lounging by the water, and since it was deep enough to dive, it added that extra bit of fun we didn’t expect but absolutely loved. John was an incredible host—super responsive and kind. Any time I had a question, he got back to me right away and made sure everything went smoothly. It was so reassuring to know he was just a message away. If 10 stars were an option, we’d give them in a heartbeat. This stay set the bar so high, and we’re already talking about coming back. Huge thanks to John for making it such a memorable getaway!

My family (5 adults, 1 child, 1 infant) came to town for a wedding and were So Lucky to have stayed in this Beautiful home for 5 days last month. The house is spotless, modern, well maintained, and so spacious with plenty of very comfortable, well appointed rooms (4 upstairs, 2 basement) and bathrooms (2 upstairs, 1 basement, 1/2 main floor). The cozy living room is equipped with ample seating and board games. The dining room is large with a great table easily accommodating 10 people. The kitchen is huge and we found all we needed there. There is also a laundry room and mud room leading to the Fabulous hot tub in its own "house" on the outside deck. This Beautiful house is situated on a Gorgeous piece of property with Incredible views all around. The co-host, Brendan, was easy to communicate with and gave us clear instructions. This was the Perfect place for our day-trip into Toronto, "hiking day" in the Island Lake Conservation area, and relax-at-home day, before the wedding.

The house was very clean and the kitchen was well stocked with pots and pans ,cutlery ,plates and bowls .Upgraded appliances were a bonus ! Paul was quick to respond to all inquiries and offered to go the extra mile although it was not necessary .We would not hesitate to book again if we were in the area .

We had a great experience renting this home. We stayed for 2 months. A lot of space for entertaining/ bonding with family. Really enjoyed having 2 separate kitchens. Very spacious house and huge backyard. Everything was perfect.

We stayed at Marva’s basement apartment and were completely satisfied with our experience, finding it many steps above the average accommodation. Everything you saw online was exactly how the property looked when you arrive. Marva has a way with decorating that lives up to her presentation - marvelous! Marva was exceptionally gracious and always checked to see if there was anything she could do to improve our stay. The only negative comment I have is that the parking is tricky and the area is quite condensed….but we didn’t feel crowded at all inside Marva’s dream away from home. We would highly recommend her lodging for any type of activity. We chatted with Marva and I left feeling like I had gained a new friend. She truly loves what she’s doing and it shows in how she cares for her guests. I would give her 10 stars as a host!

We stayed at Dylan’s place for the weekend with 13 adults and 4 kids. There was enough rooms and beds for all of us with adequate bedding and space. The house was clean and well equipped for our weekend! Before the stay we had lots of questions and Dylan was very responsive and answered everything in a timely manner and with lots of details. He was always following up during the weekend as well. The dock is beautiful and amazing! It was a bit buggy but that’s expected near the waters. We used the kayaks and boat and had a wonderful time!

We loved staying at George’s place. Easy to find and clean. Host was great. We will be back!

A truly fantastic stay! Frank and Zoltan’s attention to detail shines through from their gorgeous home, to their detailed instructions, to the homey atmosphere they created for check in. A beautiful home, and great pool. Very close walk to Clifton Hill and you can see the fireworks over the falls from the backyard. I would definitely recommend!

Lanny & Jennifer’s hospitality and friendliness helped make my 30th memorable.

I just got back from one night at Isabelle’s place and OMG I wish we could have stayed another night or two. Isabelle has carefully thought out the interior design of her place so well and has really made great use out of the available space. The kitchen is beautiful, backyard is AMAZING (hot tab is fabulous btw) and the backyard really does make you feel right at home. The king bed in the basement allowed me to have the best sleep I’ve had in ages and I will now be purchasing the exact mattress and bedding set for my personal bed. Isabelle’s communication is amazing and she is so responsive! This place is within walking distance to pretty much everything downtown which allowed for a great trip! We are already looking at returning again in a couple months! ☺️

The gardens and creek were just lovely…the apartment was clean & pretty much had all I needed. In particular the bed was excellent- had a great sleep. Would stay here again, if needed. Wendy was easy to communicate with & prompt with her replies & very accommodating to my schedule. Thank you, Wendy!

Very beautifully decorated and clean. private too

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.

The unit was very clean and in a nice location, and Marina was a very responsive and friendly host.

Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!

Gorgeous condo! Wonderful People, highly recommend

David was a wonderful host. He responded immediately with clear instructions. The place had thoughtful, generous touches to it, making one feel at home and/or like a very welcomed guest. The shower was amazing, I want it! :)

Super convenient area for getting around the city. Very clean and super friendly host.

Yassine and Amela are exceptional hosts. They were very responsive and provided all the check-in information I needed to enter the condo especially since I arrived late at night. The condo is beautifully furnished and very clean. The kitchen has all the amenities needed and is well stocked with tea, coffee, and hot chocolate. It is located in a quiet neighborhood, close to grocery stores, a shopping mall, and great restaurants. It is conveniently located to major highways leading to the airport, Toronto, and Niagara Falls. I had a great stay and look forward to returning. Thank you Yassine and Amela for being such warm and welcoming hosts!

If you’ve never been to Friday Harbour it’s an amazing weekend escape with beaches, pools, bars and restaurants and light shopping. We spent our 10th anniversary at Marks Condo in the Harbour and loved every minute of it. Mark’s condo in Friday Harbour really is a gem. It’s on the top floor of a quiet building just steps away from the main boardwalk, hiking trails, and everything else Friday Harbour has to offer. The building complex offers communal BBQs and fire pits that are available and easy to use. The condo itself is very clean, bright, with its own balcony and everything you could possibly need. Marks check-in instructions are very detailed and thorough and is great at communication should anything come up. It was an incredible weekend and we will 100% come back.

Great place to stay! Close to everything!

Judy's one bedroom apartment felt like a home away from home. We never heard our neighbors or any disturbing sounds through the walls. The other residents of the building were friendly and helpful. The property is an easy five-minute walk from the subway and buses. We were able to visit all the Toronto destinations on our list, then we could retreat to this haven in the sky. The bed was very comfortable. There were plenty of bed and bath linens. The kitchen included all we needed to cook and dine. It would have been handy to have more regular-size spoons and forks. We enjoyed a swim in the pool and a soak in the hot tub.

We were lucky to book an available weekend for this suite. The space was perfect for the five of us, with lots of room to cook, eat and relax. Loved using the beautiful kitchen range. Everything was very clean and comfy. We enjoyed sitting out on the side deck which was very peaceful and green, even with the downtown activity nearby. Easy walk to restaurants and shopping. And of course, multiple visits for ice cream! Great stay. Highly recommend.