Apartment holiday rentals in Simcoe County

Just what I was looking for. A peaceful stay close to nature. The train tracks right beside us was powerful. Caused me to stop and take it in. My wife said it was a reminder to stay present in the moment when a train passed. A lot of fun!

Hands down the best Airbnb we’ve ever stayed in After almost three years of Airbnbs around the world, this one in Canada tops them all. We stayed in both the Lookout (the little house) and the Pine Lodge (above the store)—and didn’t want to leave. The Lookout felt like a cozy sanctuary: garden, sauna, spotless, fully equipped. The Pine Lodge had a steam room (huge bonus!), comfy couches, a big dining table, and a fire always going. But what made it truly special were Krystal and Madison—the kindest, most caring hosts we’ve ever had. It felt like arriving at friends’, not strangers’. During a freak ice storm, they moved us to a backup-powered house and even brought us food. Just wow. Local tips: • Cawaja Store: best coffee, insane ice cream, and local broths, pies, soups. • Mums Restaurant: old-school diner, fresh, cooked-to-order food. • The Friendly Corner: lovely for sunny outdoor meals.

Friday Harbor was a beautiful location with extremely pretty walking trails. The house felt at home with everything available at your service. Our Airbnb Manager Ana was the sweetest person you could meet. She also gave us a welcome hamper! Definitely recommend to visit this place for a peaceful, home away from home kinda stay :)

Amber’s home was absolutely perfect for our short trip to Barrie! The space was comfortable and thoughtfully designed, making it feel so warm and inviting. Amber was an incredible host, going above and beyond to accommodate our check-in and check-out times, which we truly appreciated. We’re happy to give her five stars and will definitely return in the future. Highly recommend! P.S. If you’re staying in the winter, don’t forget to bring slippers—the tiles can feel a little chilly, but the warm fireplace makes the space incredibly cozy!

This was our second stay here. Both times I travelled with my dog. Kristie’s place is clean, nice and is in a great location. A nice field out back and lots of trails close by. Kristie is responsive and very helpful. Will stay here again. Would highly recommend.

Lisa’s place was a great place to stay. I had a wonderful time there! I really appreciated the thoughtful touch of the spice rack such a small detail, but it made a big difference. The beds were very comfy, and the house had everything we needed for a comfortable stay. The location was perfect! Close to amenities, the beach, and a playground, which was great for my kids. The neighbours were also very kind and respectful. Thank you for a great experience!

We thoroughly enjoyed our stay in the unit, which was neat, well-maintained, and conveniently located. Our family loved it, and we look forward to booking it again in the future.

Sharon and Rob are such gracious hosts they made us feel right at home at their airbnb. It truly is stocked really well with nice appliances and cutlery/utensils, we didn’t need anything else. And oh their backyard with water toys gave us tons to enjoy! We highly recommend their little oasis and hope to come back when we take another trip to the area. Thanks so much Sharon and Rob!

We were caught in the middle of an ice storm in Northern Ontario and had been without power for several hours. After trying multiple hotels—all either fully booked or, if pet-friendly, not allowing cats—we were feeling quite stuck. Thankfully, Mahasa came to our rescue. She was incredibly kind and accommodating, allowing us to book on very short notice. Most importantly, she had no issues with us bringing our cat, which meant the world to us. The property itself is lovely—private, peaceful, and exceptionally well-maintained. We felt comfortable and safe throughout our stay. Highly recommended, especially for those traveling with pets!

Natalya and Victor’s place was outstanding for our extended stay of two weeks, this was our second time there and everything was perfect. It was a 1-50 year snow event this year but very responsive to clear snow. They are lovely caring people that love sharing their home. Quiet neighborhood and strongly recommend your stay in Barrie.

Stacy and her home were both wonderful!!! We highly recommend Stacy's for a comfortable stay in Shelburne. We were cool and comfortable during our stay during a hot and humid June week. Stacy was great at checking in to see if we needed anything extra. The beds and bedrooms are very comfortable, nice size and private. Two nice bathrooms is a plus!!! Entire space was very clean and kitchen was fully equipped. We hope to return. We also love that there are so many towns and beautiful areas for day trips. Thank you for everything ❤️

love the location, very cozy felt at home. lots of amenities. Love the rain showers. washer and dryer a plus

Rawshan was the quintessential host! It felt like home, very clean, tidy and Rawshan was one step ahead making sure all was perfect. Id choose it over and over again. Highly recommended.

The place was cozy and cute! Good space in the living room and kitchen to hang out with friends and do what is needed. Check in and out was super easy and instructions were very clear. It may be a bit cold but extra blankets were available and Emma did say to reach out if it wasn’t enough, just wear a sweater when walking around. Location was very convenient to Blue Mountain as well. Thank you Emma!

Darlene is a great host. Always available for communications. Ensuring we had all we needed to enjoy our stay. We definitely enjoyed our stay at this airbnb . Location is great, quiet neighborhood and major stores all close .

What an excellent place to stay… We went to Slabtown cider just down the road. Took an Uber back-and-forth. It’s that close… Excellent evening, perfect place to stay with the family. Would definitely book again!

I stayed for the weekend and had an amazing experience. The space is exactly as listed—clean, comfortable, and beautifully maintained. The host was incredibly responsive and made everything easy. It’s the perfect spot for a relaxing getaway. Highly recommend!

The condo was exactly as pictured! Friday Harbour is a hidden gem with activities if you choose, hikes through the nature preserve or cocooning in your private suite. It exceeded my expectations!

Nice property, great location, Huong is a very responsive

We were looking for a place for a quick getaway that we could relax and enjoy, and Dom and Christine’s property delivered exactly what we needed. Beautiful place, clean and comfortable. The communication was great too! Highly recommend!

We go to the Blue Mountains every year and this was by far the best place we stayed at. The hosts provided lots of recommendations and the place had everything our family needed. Perfectly located in walking distance to the village and in a quiet area, we won’t hesitate to come back.

Beautiful place just a few minutes from the Village where there are great restaurants and shops. The condo was everything we expected and more - fabulous open concept and bright. A deck overlooking the golf course and the Blue Mountains - it doesn't get much better than that. The hosts were responsive and delivered on all the promises made in the description. We highly recommend this Airbnb. Claire

Sean is very Friendly and Professional. He responds to messages quickly. He is an amazing host where he is checking in on us ensuring if we needed anything he is only a phone call away. We have been going to the Resort for years. Easy to get too, very peaceful and the Units are so simple but nice. Not many places take pets but Sean's does which helped us alot. The beds are super comfortable, probably the best sleep I have had in a long time. Kitchen was equipped with everything we needed for our Stay. The Kids loved the gym to work out and then we spend quite a few hours at the pool. The fire pit was nice to sit at especially with the chilly weekend we just had. We will be back for sure to be Sean's Guest.

Sandra’s place is just like the pictures super cute, clean and private. The place has everything you need for a great stay. She’s very responsive to messages. It was our 2nd time enjoying her place and we’d look forward to booking with her again!