Cottage vacation rentals in Grey Highlands

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

We had an amazing winter stay at this cabin! While the driveway was a bit tricky due to the winter conditions, the host was extremely responsive and gave us helpful instructions to navigate it. The cabin itself was cozy and well-equipped, making it a great place to unwind after a day of skiing. We especially loved the hot tub, it was the perfect way to relax after hitting the slopes! The space is peaceful and private, and we enjoyed exploring the walking trails and the pond. The cabin was well-stocked with everything we needed, including coffee, spices, and even a Roku TV for when we wanted to unwind indoors. Overall, it was a fantastic getaway, and would visit again!

Cosy, comfortable, clean and looks just like pictures. Host very helpful and kind. We enjoyed the fireplace, beautiful view and hot tub. Thank you for the relaxing time.

Christine & Rebecca are amazing hosts. Our group experienced some freezing rain during our stay which caused power outage. They were very communicative and considerate with our issues, offering a partial refund. Not only did they communicate well, but even after checkout, they were willing to help support our case to get a refund with Airbnb fees. For the cottage itself, it checked all of our boxes: lakefront view; pool table; hot tub; a private area (there were some neighbours but pretty far away); and plenty of beds that almost everyone in the group had their own to sleep on. I think the pictures don't do justice. The rooms in cottage are larger than what the pictures make it out to be. The hot tub was nice and warm. I can only imagine how fun the place would be in the Spring and Summer with the kayaks. This cottage is cozy and has "summer camp" vibes; this is perfect if that's what your after. I highly recommend booking here!

I had a wonderful stay! The place had that perfect rustic charm and was exactly as described—clean, comfortable, and peaceful. It was the ideal spot to unwind and enjoy nature. The host was welcoming and very responsive, which made the experience even better. I’d definitely recommend this place to anyone looking for a relaxing getaway.

Beautiful location and stunning views. Lake was completely frozen when we went and we were able to walk out onto the lake. Comfy bed, provided good amenities and stunning backyard space. Currently has construction right next door so it wasn’t ideal with sleeping babies, but nothing Kris can do. Otherwise a peaceful and cozy stay.

We had a great stay at Stephen and Roz’s place! There were lots of thoughtful details throughout the property and all the beds were super comfortable. Stephen was very easy to communicate with and responded almost immediately when we had a question. Highly recommend staying at Eagle Point!

The Surf Shack provided the four of us a wonderful five-day getaway with beautiful scenery. It was enoyable exploring Meaford and even moreso relaxing in the (huge) hottub! Would absolutely love to come again if we ever find ourselves in need of home-away-from-home near Georgian Beach!

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!

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!

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!

It's a very private place with a peaceful surrounding. The interior of the house is very homely, even more than the photos suggest.

We absolutely loved the cottage it was perfect for our week at the beach. The beach itself was just steps away and was absolutely beautiful with calm,clear water and friendly neighbours. There is a strong sense of community in the area. We really loved the outdoor shower which was a family favourite. We will defiantly come back to this cottage again and again if we can.

Took the wife and our two young children for a weekend getaway. Place was perfect for a family of 4 . Very cozy with a beautiful view and a ton of things to do . Will go again .

We really loved our stay here. We have a 6 and 2 year old and this cottage was the perfect size for the 4 of us. I like that it’s all one level, and floors are a clean hardwood. The road in front of the cottage is so quiet and feels private. A great place to kick the ball around and jump in puddles. Hot tub and games room made this place extra special. Would love to come visit in the summer, and enjoy the beach type amenities that are just a short walk away.

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!

We had an amazing stay at this beautiful Airbnb! The location is unbeatable – right on the water, providing stunning views and a peaceful atmosphere. The property was immaculate, clean, and well-maintained. It’s clear the hosts take great pride in ensuring everything is perfect. We enjoyed relaxing on the deck and taking in the natural beauty around us. Highly recommend this place for anyone looking to unwind in a gorgeous, serene setting. Can’t wait to come back!

A most delightful stay! We rented Wendy and Jeff’s place for a week. The place looked exactly like the photos--beautifully decorated, modern yet cozy and impeccably clean. The cottage is located at the end of a peninsula, with spectacular views in every direction. It was private and peaceful. Thoughtful little details throughout the cottage make this place stand out. We especially love the helpful notecards with instructions on how to operate the coffee machine and other amenities. The kitchen and bathrooms were also well-stocked. All these things add up to a very comfortable and wonderful experience. We highly recommend !

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!

We stayed for a weekend. It was wonderful. Clean and peaceful. We had chance to meet with David. He was friendly so kind and helpful.

We enjoyed everything about our stay! The location is beautiful with so many options to explore - canoe, kayaks and paddleboards, and also relax - indoor sitting area with a great view, back deck, dock and fire pit. The cottage is incredibly clean and comfortable with everything you need (and then some) provided. Highly recommend booking this cottage!

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