Family-friendly vacation rentals in Woolwich

We had a great experience with Sam and the overall stay. I had some last-minute changes to our booking, and Sam was incredibly accommodating and proactive in helping us adjust our plans smoothly—his communication was quick, clear, and friendly throughout. The space is exactly as described in the listing: clean, comfortable, and thoughtfully laid out. It’s a cozy basement apartment. All the features—from the well-equipped kitchen to the comfy bed and living area—felt very intentional and well-maintained. Many little touches made the stay even better, like clear instructions, fast WiFi, and plenty of towels and toiletries. The location worked well for our trip. I'd recommend this spot to others looking for a quiet, functional place with a responsive and considerate host. Thanks again, Sam!

Susan’s place was clean, well-equipped and pristine. It was indeed a beautiful retreat, complete with hot tub and a pool. Communication with her was always pleasant and accommodating. Everything was well thought-out.

Robert’s cabin was perfect! We loved it so much that we would consider making another trip from where we live in Seattle just to stay here again. It was so clean and had everything we could want. I just love the vision they had when decorating their space. It was so beautiful. The hot tub was very spacious, we used the gas grill and it worked perfectly, wood was available for a fire, we used their cute seadoo pedal boat, which was so fun! Plenty of kayaks were available. The lake was a dream. We didn’t get to fish but there must be a lot of fish in there because they were constantly jumping out of the water. There were comfy seats all over the yard and a lovely gazebo. The inside was so cozy. Mattress was perfect. I could go on and on about all the things we loved but I’ll just say 10/10 recommend :)

Loved the place, it was immaculately clean, the temperature was great, the host was extremely friendly and very responsive. I will definitely book again in the future if it’s available. Thanks again for everything Holly.

Our group had an amazing time at Cleon and Christine’s. They were extremely accommodating and the property was absolutely stunning. Being able to interact with the animals was the inflight of our trip. Would visit again and would recommend for anyone to stay.

We had a fabulous stay at Tanya's! It was comfortable, it was clean, it was very serviceable for our group. Tanya was very responsive to any communication, getting back to me quickly and with answers to any question I had. Highly recommend this location and this host!

Great studio space right on the beach and bike path! We visited with our 5 year old son and dog. Loved that their place is dog friendly. The beach is dog friendly as well which is hard to find! Eric let us store our paddleboards in the side gated area which was very convenient for bringing them back and forth to the beach. We also loved the bike trail right out the door. Our son loved the bunk bed and we enjoyed all the amenities in the area. Eric and Cora allowed us to arrive early and were very accommodating and checked in frequently to make sure everything was going smoothly. Great hosts!

Stonewell Farm is an absolutely beautiful spit. The grounds were beautiful and the home was beautifully decorated in a tasteful not cluttered way. The beds, linens and towels were lovely. The only drawback was the bbq. It wasn’t clean and it was very slow for cooking. It just didn’t get very hot. I would not hesitate to book Stonewell Farm again.

Ahmed is a wonderful host and very responsive and helpful. The accommodation was as described and comfortable, all basic necessities were provided like dishes, cutlery, etc. Would definitely recommend and stay again. Thanks Ahmed for making this visit a pleasurable experience!

We stayed at Kathryn and Gus’s place for a month and really loved it. It’s an entire house surrounded by nature. The property overlooks a small lake near a hiking trail. The house was beautiful and had everything we needed. Kathryn and Gus were great hosts. They were friendly, responsive, and had great recommendations for restaurants and places to see. We enjoyed relaxing on the cozy couch in front of the fireplace. We would love to come back again!

Steve and Melissa's place was perfect. They were fantastic hosts. The place had everything you needed. Would definitely stay again and recommend it.

This is a great place to stay for couples or families with kids! We visited with our young kids and parents. The apartment is nicely laid out as the bedrooms don’t share a wall so it’s private. The front bedroom has an ensuite bathroom, nice for privacy for the parents. The host is quick to respond to any questions. It’s lovely to have milk, juice and bread and eggs etc waiting for you in the fridge on arrival after a long day travelling. The location is top notch- walk to the downtown core in 5 minutes and so close to the theatres. Parks just around the block for the kids. The photos of the unit are sparse - the apartment is on the second floor of the house, and the stairs shown are part of the private unit. There are two private small decks, one with a patio table and chairs. Great value, very clean and highly recommended.

Lovely and welcoming home in a beautiful neighbourhood. It was an easy walk to shops, pubs and restaurants. The backyard gardens were gorgeous and a perfect place to enjoy my morning coffee and afternoon sunshine. This is my favourite B and B in Guelph by far.

This was a perfect place for us to stay during our trip to the area. We were able to cook a full meal in the kitchen and had no issues with any of the amenities.

What a quaint place! Was ideal as there are three bathrooms and bedrooms and plenty of common space. Fantastic location - we were able to walk to all of the theatres, shopping and dining. Hosts were great and very friendly and responsive. Will definitely stay here on my next trip to Stratford!

We are so grateful to have stayed in Stephanie’s and her family’s beautiful home. From the moment we arrived, we felt welcomed and cared for in a way that went far beyond what you typically expect from an Airbnb. The space was not only cozy and well-appointed, but also filled with a kind of peaceful warmth that made a difficult time a little easier for our family. Stephanie was a truly gracious host—thoughtful, generous, and always kind without ever being intrusive. The extra touches she provided meant so much, and the setting itself gave us room to breathe and regroup. This was more than just a place to stay—it was a place that held space for us. We’ll always remember it for the kindness and peace we found there. Thank you, Stephanie, from the bottom of our hearts.

We had such a great experience staying at Terry’s place. The home is beautiful, peaceful, and full of character, it honestly brought a whole new charm to my parents’ trip to Canada. They absolutely loved it and kept saying how it felt like a highlight of their visit. Terry herself was an amazing host, super supportive, kind, and always easy to communicate with. She went out of her way to make sure everything went smoothly, and I really appreciated that. Can’t recommend this place enough, and I’d definitely love to stay here again in the future!

The location was perfect with an easy walk to restaurants, shops and the Avon theatre. Our family really appreciated having lots of space for different activities in interests. The quiet let us all get a good night’s sleep.

Our family had an excellent stay here for 2 days. Very nice grounds and easy to get around in. Bathroom is small but nice. Used the pool and celebrated a birthday with plenty of dishes and utensils a available. It's right on the highway which is convenient but busy.

Nick's space was great! My husband and his groomsmen used his place for the night before and getting ready for the big day. Nick went above and beyond in providing information and contacts to help make our day extra special. He was extremely easy to contact and responded immediately to any questions. I would highly recommend staying here!

We had stayed at another cabin on the property before and we loved it. Mark, Melanie and the entire staff were helpful, friendly, and wonderful! We will always visit them at Willowlake in one form or another. The cottage was so clean upon arrival which was impressive! The only possible downsides would be the dumpsters being right next to the cottage (however smells weren’t an issue while we were there, your patio is on the other side of the cottage) and the staff trailer door was really close to our fire pit so it didn’t feel private or secluded (but the staff were great so that didn’t bother us). The one downside that was a pickle for us was the side door entry. Immediately upon entering the cottage there are stairs going down to the kitchen. We have a four year old so those stairs were a concern but within two days we were used to them and managed to finagle entry better. Overall it was a great experience and they will see us back at Willowlake next summer!

This place was absolutely amazing. It had everything you could possibly need and want. We enjoyed everything- the qames, pool table and darts. We wish we hadn't planned so much so we could make better use of everything. Thomas was very responsive and went out of his way to help when there was something we couldn't figure out. We loved being there and will definitely look to return if we return to Toronto