Beachfront holiday rentals in Grey Highlands

It's a best place and peaceful. Spent our days calmly and the view behind the cottage is awesome.

Derek was an excellent host, helped us check-in and then let us enjoy the property privately afterwards. A large property, very quiet and peaceful- we stayed for New Year's eve and Derek allowed us to check out late. Looks like it would be a wonderful property to stay at during the summer! The only slightly bad thing I could is that the outhouse may not be suitable for everyone. Thank you for a wonderful experience Derek! I think it would be nice to stay again sometime during the summer!

This was our second year at Carrie and Dan's cottage and once again my family and I had a fantastic time. The house is perfectly situated on the river with a nice beach and it has all of the amenities needed. Dan communicated regularly and checked in with us to ensure we had everything we needed. This is a beautiful property which anyone would have fun at.

Such a great weekend getaway. Elena was amazing!

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!

Thanks Jed for a great stay at your cottage. It was really nicely updated and the space was perfect for 3 couples. Would definitely stay again.

Great place in a beautiful location! Perfect for our two families to get together and enjoy the outdoors in winter. The kitchen is well-supplied and it’s great to have towels and sheets provided. Carrie is friendly, flexible and well organized. Thanks so much!

Really enjoyed our friends weekend getaway at this cottage. Very clean and well maintained!

We recently had the pleasure of staying at a fantastic condo in Friday Harbour, and we can’t recommend it highly enough! From the moment we arrived, we were greeted with warm hospitality and a stunning view that took our breath away. The condo itself was a perfect blend of luxury and comfort. It was impeccably clean, stylishly decorated, and equipped with all the amenities one could wish for. One of the highlights of our stay was the private balcony, where we spent many mornings sipping coffee and evenings watching the sunset over the harbor. The location of the condo is unbeatable. Just a short walk to charming local shops, restaurants, and the marina, it offered the perfect mix of relaxation and convenience. Overall, our stay at this condo in Friday Harbour was exceptional. It’s clear that the owners have put a lot of thought and care into creating a perfect retreat. If you’re looking for a memorable getaway, this place should be at the top of your list!

Very easy to check in as per the instructions that were given to us. Lots of restaurants and activities to do within the resort. Would love to come back to see what the resort is like during different seasons as well!

Lovely lovely place. Sitting on the deck watching over the blue waters of the bay - dreamy! Kids had fun at the beach and in the pool. Highly recommend.

I spent my weekend at Michelle’s place for a little staycation, and it was absolutely perfect! Michelle was amazing—super accommodating and responsive. The place looked exactly like the photos and was just perfect. The space was beautiful, fully stocked, and Michelle truly went above and beyond to make our stay special. I’d highly recommend staying here for a relaxing getaway. We would definitely be coming back, especially in the summer!”

Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.

Definitely will be booking again. Very relaxing!

I recently stayed at Nicole’s Airbnb for two nights, and it was a fantastic experience from start to finish. The space was exactly as described—spotlessly clean, beautifully decorated, and thoughtfully equipped with everything I needed for a comfortable stay. Nicole was a wonderful host, responding quickly to any questions and offering helpful recommendations for the area. The location was perfect, close to local attractions yet peaceful and quiet for a good night’s rest. I couldn’t have asked for a better stay and would absolutely rent from Nicole again. Highly recommended!

Had a wonderful time at the cottage by the beach. The views were just so spectacular. Loved waking up and seeing the water from the balcony. We visited in April when the weather was cooler and we enjoyed the solitude. Janna and Paul were wonderful hosts and were very helpful, responsible and kind. They provided us with clear directions before the trip. Very clean. Would 100% recommend this place to anyone looking to enjoy private beach access on the Georgian Bay.

Zeshan was an amazing host to work with! The stay was spacious and had all the amenities needed for a relaxing stay.

Beautiful spot! The home is comfortable and spacious, and had everything we needed. The beach front is absolutely beautiful, and the general area very quiet and peaceful. Laurie was a very communicative host and responded very quickly.

Beautiful cottage with short walk to the beach. Michael was very responsive and made sure we had everything we needed to have a great time. Tips: 1. bring water shoes, beach close by has rocks. 2. Wanda park is actually 5 mins away, google takes you around which is 25mins. 3. Balm beach is the best beach nearby, but bring your own shade.

We had a great time! Lots of water toys for the kids (kayaks, paddle boards etc). Walking distance to playground and town. Fishing was fun and beautiful scenery from our front window. We can’t wait to go back :)

We absolutely loved our stay at the cottage. The photos truly don’t capture how beautiful and peaceful the decor, property, and grounds are. Everything is so thoughtfully set up—it’s clear a lot of care has gone into making it feel special. The kitchen is better stocked than most of ours at home! The view from the hot tub was a highlight, and we appreciated all the games and toys available for both kids and adults. One small but clever detail we really liked was the ability to close off the living room—such a great feature for keeping things quiet when others are sleeping. We’re already dreaming about coming back in the summer to enjoy the incredible beachfront!

Jane was an amazing host with a beautiful home and peaceful, gorgeous waterfront garden. She was responsive even before we got there with local recommendations and while we were there as well. She ensured we had everything we needed and really opened up her home to us. Would definitely stay again if I was back in the region!

We were on holiday as a family with children, a very beautiful place, a cozy house and a friendly owner, the house had everything you needed for a comfortable stay. Thanks Bill!!! We'll definitely be back

Jason's place was perfect for my boyfriend and I. Friday Harbour was quite a suprise! Such a nice area :)