
Waterfront vacation rentals in Grey Highlands
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Top-rated waterfront rentals in Grey Highlands
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Popular amenities for Grey Highlands waterfront rentals
Waterfront apartment rentals

Stunning 1 Bedroom unit
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!

Sandy Bay Hideaway
Maxine’s is our go to whenever we visit the Bruce Peninsula. This was our second stay, and you can really tell how much care Maxine puts into making it feel like home. The unit is very clean and stocked with everything you need. Best part for me is BBQ with a view. Definitely check out Coral’s Caribbean Cuisine and The Green Door in Wiarton for great food. Also, if you need a day activity check out Farm On the Lake for goat feeding (fun for all ages)

Quiet & Pristine Georgian Bay Escape near trails
We had a wonderful stay with Catherine and Tom. The place was spotless and stocked with all the essentials for cooking, making it easy to feel at home. The location was perfect - just a short walk to the town dock and everything else we needed. Catherine and Tom were incredibly flexible and went out of their way to help us during some unexpected situations. They were generous, thoughtful, and always responsive to messages. Their local knowledge was invaluable, and they truly went above and beyond to ensure our comfort. We would highly recommend staying here! 10 out of 10!!

Elora Gingerbread Suite
Everything was perfect! John was even nice enough to suggest a nice restaurant when I asked. Great location. We will be back for sure!

FH Suite Getaway!
Beautiful place definitely will be returning in the summer friday harbour is a must visit !!

Welcome to waterfront paradise on Georgian Bay
We had a fantastic weekend staying at Gerard’s place! It was just as described from the pics and Gerard provided very clear instructions which made checking in seamless. The place was very clean, spacious, and right on the water! There was also a ton of things to do including kayaking, stand up paddle boarding, board games, a gym with weights as well as a fully stocked kitchen. We had a great time and would definitely come back again in the future!

Riverside Retreat
Absolutely beautiful! My favourite part was the enclosed porch with the river view, so peaceful. Erin communicated very well through the check-in process and the added details of local attractions and restaurants was very appreciated. To top it off the place was spotless and still felt like home away from home. Highly recommend!

One bedroom apartment on the river, with hot tub
Great, cozy and homely place to stay and relax. Hot tub was the best part of our stay. Canoeing was relaxing as well, very peaceful surroundings. Home was beautifully maintained and had lots of boardgames. Host is super friendly as well. We will surely come back.
Waterfront house rentals

Island View Cottage
A Perfect Waterfront Getaway: Cozy, Clean, and Family-Friendly with an Exceptional Host! Our stay at this Airbnb was absolutely wonderful! From the moment we arrived, we were struck by the waterfront location, offering serene views and a truly relaxing atmosphere. The home itself was very clean, which is always a top priority, and it was evident that great care is taken to maintain a spotless environment for guests. The helpful host truly made our experience exceptional. Communication was prompt and clear, and they went above and beyond to ensure we had everything we needed, whenever required. This level of hospitality significantly enhanced our stay. The well-equipped kitchen was a dream for preparing meals. It had everything one could possibly need, from essential cookware and utensils to a good range of appliances. We particularly valued how child friendly We highly recommend this place for anyone seeking a clean, comfortable, and welcoming waterfront escape with excellent amen

Heron's Perch
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.

Luxury Guest House with Private Hot Tub and Trails
We had a lovely stay. The place was even nicer than we expected. This is the best air bnb we’ve ever had. It was really private and really clean, which was exactly what we were looking for. They provided so many little things which just added to the overall experience. Its the small things that go a long way. The place was really open concept and just really well furnished. Gave a fantastic vibe. The hot stub was clean, private and lovely. You wont be disappointed whatsoever here. Thank you for being a fantastic host Rebecca.

Mallory Beach Loft On the Water - Near Bruce Trail
We had an amazing stay at Jane and Steve’s place! They were very warm and were always accommodating and ensuring our stay was going well. Jane even ensured we got to our trail start and end one day. Everything about the “loft” was comfortable, the banana bread was amazing and it felt like we were visiting old friends. Thanks so much for helping to make a rainy cold weekend enjoyable!

Waterfront Cottage Over-the-Water view w fast Wifi
Chelsea’s place was absolutely beautiful ! Upon walking in the house, the view of the water is breathtaking and did not get old each morning while sipping our coffees. The home itself was very homey, and a great wide open space for gathering with friends. Chelsea was super helpful when booking, made recommendations and was super responsive during our stay with any questions we had. I would highly recommend a stay here - can’t get much closer to being “on the lake”!

Beach House-S/W Exposure! Hot Tub, Sandy Water!
We stayed at Dylan’s place for the weekend with 13 adults and 4 kids. There was enough rooms and beds for all of us with adequate bedding and space. The house was clean and well equipped for our weekend! Before the stay we had lots of questions and Dylan was very responsive and answered everything in a timely manner and with lots of details. He was always following up during the weekend as well. The dock is beautiful and amazing! It was a bit buggy but that’s expected near the waters. We used the kayaks and boat and had a wonderful time!

Sauna*King Bed*Fireplace*SmartTV
Tristan’s stay was amazing! From booking to checking out the entire process was seamless, not to mention the amenities in the AIRBNB were amazing - remember to bring your own toiletries but other than that - FANTASTIC stay chef’s kiss! Will definitely check out Tristan’s other listings given his hospitality and professionalism. Thank you again!

Spectacular Waterfront 3 Bedroom Home!
Beautiful, spacious and very comfortable. One of the most amazing views I've ever had at a cottage. So many windows that can open to let the beautiful sunshine and breeze in. Fans, AC and heat allowed for perfect temperature control.
Waterfront condo rentals

2BR Getaway at Friday Harbour All Season Resort
Stephanie was wonderful and the space she has is so perfect! Love that there is main floor back door access and super easy to get in and out of the parking garage as she’s on the main floor. Will definitely stay again!

Stylish getaway condo, resort living
We had a great stay at this stylish comfortable condo in a nice neighbourhood. The condo itself is very clean and has everything,and more,than you need. The brita filter is a big plus ! Comfortable beds, luxurious linnen and a good washer an dryer made us not wanting to leave... Thank you Ron (and Anna)

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Designer Condo with beautiful harbour view.
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
There were some issues with cleanliness but host very responsive and refunded cleaning fee. We were very happy with things otherwise. Cleaning up the issues was not a problem. Told host about it more so it would be corrected in future. Happy with outcome.

Spacious 1 Bed + Den + Downtown + Free Parking
David was a fantastic host. The accommodations were clean and quiet, very close to attractions such as CN tower, rogers center for a Jays game. so close to the union station making outside the city more accessible or easy access to travel to pearson International Airport. highly recommend and will be back. Thanks again David.

Riverview...A Gorgeous Condo on the Grand
This was our third visit, and I know we will return again and again! This place is absolute perfection for visiting Elora! The view is spectacular, the location cannot be beat, the home is cozy, comfortable, clean and great value! As always, thank you for another enjoyable stay!!

Marina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Quick stats about waterfront rentals in Grey Highlands
Total rentals
100 properties
Nightly prices starting at
G$8,366 GYD before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Cobble Beach Golf Resort Community
- The Club At Bond Head
- The Georgian Peaks Club
- Caledon Country Club
- Alpine Ski Club
- National Pines Golf Club
- Barrie Country Club
- Inglis Falls
- Craigleith Ski Club
- Legacy Ridge Golf Club
- The Georgian Bay Club
- The Pulpit Club
- Mansfield Ski Club
- Mad River Golf Club
- Toronto Ski Club