Cottage vacation rentals in Grey Highlands

Christine & Rebecca were very kind and always provided quick and useful answers to all our questions. 5 stars landlord The house is super big, organized and has so many amenities to entertain yourself, no matter how is the weather outside. Would definitely consider to return in a near future for a gateway with my friends.

My sister did a last min booking an hour before we arrived and Jess was super accommodating! everything was lovely and it was exactly what we needed for a little wellness getaway! we even extended our stay another night because we were soo relaxed and happy with the place and location! I highly reccomend staying here.

Had an amazing quiet isolated getaway with my family. We had everything we needed. Beautiful spacious place, games, tv with Netflix and Disney ect ( so handy for the kids) hot tub and sauna. amazing place and amazing host. Was always just a txt away.

We had an amazing time in Bala for March Break! This was our first visit to Bala, but our fourth year booking an Airbnb with our best friends, trying out a different space each year. The house was perfect for our group of four adults and four kids, offering plenty of room to relax and enjoy each other's company. The hot tub and sauna were fantastic for unwinding after a day of fun. We all loved the pool table and foosball table—plenty of friendly competition! The quaint, walkable streets made it easy to explore the local shops and cafes. We truly enjoyed our stay and can’t wait to return! Highly recommend for a cozy getaway!

Perfect for our family getaway. With 13 people ages 3-71 we appreciated the large areas to gather and smaller corners to get a little quiet when needed. Lots of amenities for various ages on the property as well as in the area. Clean and well stocked kitchen and bathrooms. Thanks for being a great host Jakub

We had a lovely weekend. Visiting family and celebrating a milestone birthday. Unfortunately the weather did not cooperate in order to get outside but a lovely stay. We did not want for a thing. Thank you Steve

Kris' property is stunning! We arrived to passcode checkin, with ease. The property was clean and ready for us and exactly what we expected. Beautiful views, comfortable cozy corners around the property to relax. Would definately go back for R&R again.

Beautiful property on Lake Simcoe with more than enough room for everyone we absolutely loved our stay and requested to stay longer but unfortunately it was committed to other guests. Great hosts, great communication. This property is the place to stay if you are looking for a spacious, lakefront property with privacy in Innisfil which is very hard to find. Highly recommended!

We had an amazing stay at this cozy cottage for the weekend! It was beautifully decorated, super clean, and had everything we needed. The peaceful location was perfect for relaxing, yet close to nearby attractions. Our host was thoughtful and communicative, making sure we had a great experience. We can’t wait to return!

We had a great stay at Sarah and Stu's cottage. The cottage itself was the perfect size and everything was exactly as described. Sarah and Stu were very responsive and helped us with whatever we needed. We were celebrating a special occasion and Sarah left us a nice welcome gift. We wouldn't hesitate to book again!

We stayed 4 nights at Bryan's cottage and had a wonderful time. Very beautiful view of the lake. Although it was still a bit chilly in April, we were very cozy and warm at the cottage. It was very clean, well stocked, and had everything you could possibly need for your stay. The cottage even had some board games. Bryan was very responsive and was a great host overall. 5/5. Would highly recommend!

Our family had a fantastic vacation at Paula and Chris’s cottage on Lake Eugenia. This beautifully rustic and well-loved cottage is perfectly equipped for guests of all ages and interests. Although the weather started off cold and rainy, and not good for swimming at first, we took the opportunity to explore the nearby Bruce Trails, just a short 5-10 minute drive away, where we enjoyed spectacular views. Back at the cottage, the fire pit made our evenings cozy and memorable, and the hot tub was an amazing bonus while we waited for the weather to improve. Once the sun came out, the kids couldn’t wait to jump into the lake, and they had an absolute blast! The Lily pad was amazing- hours and hours of uninterrupted fun. Lake Eugenia is a stunning spot perfect for swimming and just the right size for exploring by canoe or kayak. A big thank you to Chris and Paula for being such wonderful hosts!

The stay was very safe and cozy. The well-cleaned and maintained building created a great atmosphere. It is one of the best B&Bs I have ever stayed in. Anthony's responses were very quick and straightforward, making everything go smoothly. I asked for an hour early check-in, and it was approved. I will definitely come back again later.

We had a wonderful stay at Jonathan Cottage! The place was exceptionally clean and well-maintained. It came fully equipped with lots of appliances, making everything super convenient. The access to the property was smooth, and communication with the host was always prompt and helpful. We especially loved the newly rebuilt outdoor areas near the lake—perfect for relaxing and enjoying the view. The cottage itself is spacious, offering plenty of room for everyone to feel comfortable. Highly recommended!

Very enjoyable stay. Beautiful cottage. Excellent host. We would definitely stay here again.

we had a great stay at Nicole's cottage! spacious, comfortable, clean and with everything we needed for a calm and cozy winter getaway. we were able to go for walks even with all the snow thanks to the well maintained roads and it felt so good coming back to a warm and beautiful space!! thank you for hosting us 🫶

Great experience. Jeff was proactive and made sure we are all comfortable during the bad weather. The location is perfect and lots to do around. Absolutely loved the stay and a great get away. Looking forward to visit during the summer.

We had a wonderful stay! The cottage was so cute and cozy and had everything we needed! We had lots of snow during our visit, and loved getting to enjoy the peaceful and private property. We even dug out the campfire pit for a winter fire! Even with all the snow, we were warm and comfortable, with the portable heater coming in handy to warm up after trekking through the snow! Jaclyn was so thoughtful and helpful as a host! We were very well taken care of! I would highly recommend staying here if you want a relaxing, peaceful, and cozy getaway surrounded by nature!

My group and I had an excellent stay at the cottage. The lake is beautiful and the property is as well; inside and out. The location is quiet, yet not too secluded, making the overall experience very peaceful. The home was also very clean, functional, and had even more amenities than we were even expecting! Definitely would visit again. Thanks Jenny and Bob!

Our family had an enjoyable Thanksgiving weekend at Carol's property. The cabin was cozy and charming, the bunkie was super cute and the deck and fire pit were amazing spots to hang out at. It's a short walk to the water and a convenience store/lcbo. Our only issue was that we didn't stay long enough!

We had an amazing stay at this property! The house was spacious and perfect for our group, with plenty of room for everyone to relax and enjoy. The pool and hot tub were fantastic and a huge hit for both daytime and evening relaxation. The host was responsive and ensured we had everything needed for a great stay. I would recommend this place and would love to come back again.

My wife and I had a beautiful, peaceful weekend. Fere is a delightful host and the property is gorgeous. Close enough to Orangeville but a silent oasis. Thanks again!

Beautiful cozy cottage. Spectacular front window view of the water, full kitchen and the wood burning stove were my favorite features. Easy check in, etc..

Second time staying at Rachel's- lovely cottage and a great location. Rachel was extremely helpful and easy to communicate with. Thanks again!