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Beachfront vacation rentals in Grey Highlands
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Grey Highlands
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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Popular amenities for Grey Highlands beachfront rentals
Pet-friendly beachfront home rentals
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Lake Simcoe Cottage & Hot Tub
Had a lovely stay with my friends for a winter cottage getaway. The wood fireplace and hot tub made the stay extra cozy.
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Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
We had a lovely stay and would definitely book again. I would be interested in checking out this place in the warmer months of the year. Thank you!
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Open tiny king suite with semi-private waterfront
Great location and fantastic experience. It was a short stay and the place was perfect for what we needed.
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Take a few steps and enjoy the sand and water
We spent a beautiful weekend at Marjorie and Rod’s airbnb. 3 days/2 nights. We wished we could stay longer. There propriety’s is just stunning and so peaceful! The perfect place to recharge your batteries. We went canyoning, kayaking, hiking, visiting the area. Marjorie and Rob are the most friendly and welcoming people I have ever met. We are already thinking about coming at their place again. Thank you again Marjorie and Rob for your kindness and for letting us the chance to visit your beautiful place.
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Vintage Farmhouse Lakeview and Golfers Cottage
We had a great stay at the cottage. The place was exactly as shown in the photos and description. Sandra was very responsive which was very helpful. Lots of ski and snowshoeing opportunities around in the winter, definitely worth the experience!
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Rustic Winter Cabin on Private Pond
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!
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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.

Waterfront Cottage Over-the-Water view w fast Wifi
Stayed during major snowfall. Great place to be in, very comfortable and cozy. We had a nice walk along the neighborhood and along the walking path in Orillia. Great view from the dining and sitting area. We did absolutely enjoy our stay
Beachfront home rentals with a pool
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Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH
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!
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Stunning 1BR w Pool ~ Free Parking & Self Check-In
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!
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The Penthouse at Friday Harbour
We had a great stay at Stephen's place. Stephen was extremely responsive and helpful with any questions we had! Thank you!
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Georgian Bay Beach Club Fran’s Beachfront Paradise
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.
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Luxury Beach Spa w/ Hot Tub & Sauna!
Myself and 2 girlfriend's recently had the pleasure of staying at Michelles stunning rental condo that truly felt like a luxurious getaway. From the moment we arrived, we were greeted with thoughtful touches, including a complimentary bottle of wine and birthday decorations for my friend's 40th celebration. Michelle was incredibly responsive and proactive, ensuring that all our needs were met and making us feel right at home with super friendly demeanor. The condo itself was beautifully appointed and well-equipped with everything we needed for cooking and entertaining, making our stay both comfortable and convenient. The attention to detail truly elevated our experience, and it was clear that Michelle goes above and beyond for her guests. I can't recommend this place enough! It was a perfect blend of luxury, comfort, and hospitality. A solid 10/10, and I will definitely be back for another stay!
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Sweet Memories of Georgian Bay
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.
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Friday Harbour Luxury Condo, Sleeps 4
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
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FH Suite Getaway!
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!
Private beachfront home rentals
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Zeta's Beachfront Cottage on Georgian Bay
Zeshan was an amazing host to work with! The stay was spacious and had all the amenities needed for a relaxing stay.
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Breathtaking RiverFrontOasis with a HOT Sauna
We rented Amanda's place for 2 nights in the winter and it surpassed our expectations! Amanda was a great communicator. The older cottage has been extensively renovated, it was clean, comfortable and cozy. We loved the wood stove and the heating system worked well. The kitchen is first-rate, and very well-equipped, it even had decent knives! We cook a lot and we very much enjoyed making meals there. We loved watching the ever-changing weather on the river from the picture window in the living room, and even saw a beautiful sunrise. The star of our stay was the sauna—we have a wood-burning sauna at home and at our cottage—and we were very impressed with its size, the modern design, the huge picture window and the style of stove. It got up to temperature even in -17 degree weather. We hiked and snowshoed in the Alexander Hope Smith Nature Reserve which was a walk from the cottage. The town of Washago was a 11 minute drive, with a great grocery store. Would definitely stay there again!
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Bayview Waterfront Cottage
My habbit is to check the reviews if it's available before i book or buy something. I booked the cottage at Airbnb because it's the highest rating, everything is accurate as the description, wifi signal is great for 10 guest, big play room, water is supplied by the city which makes the bulk cooking and showering more easier and quicker. Very warm stay in the winter time. The out windows view is great, easy access to the lake, so it will be much better for the summer stay. The host is very nice, fast response whenever I have a question. I will introduce to my friends if they need the stay around this area.
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Just Loafin, Georgian Bay Cottage
Frank is very responsive and helpful! Just Loafin is beautiful, clean, and spacious! Not just my teenage kids, even my wife and myself enjoyed so much using the trampoline and kayak. The lakeview was amazing and the water was so clear! The tennis court is very well maintained. Roasted marshmallows in bonfire was a highlight! We felt totally ok without wifi as there were so much to do. The pictures didn't exegerate how big the living room is! It's huge! Very comfy couches to relax and lots of sitting areas for meals. We had 7 people so 2 bath and 1 powder room really helps. This cottage is in a nice and quiet area, at the same time it's close to the city for grocery, pharmacy, restaurants, and parks. We had definitely created a lot of wonderful memories here. Thank you so much!
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The Crown LakeFront
We had a nice few days at the cottage. We loved the deck overlooking the lake. And the sunsets were spectacular! We had a fire by the lake, so peaceful. The cottage is well maintained and has everything you need. Thanks for having us .. we will be back.
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Bluewater Lodge Beausoleil Bunkie #7
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 :)
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Sandy Bay 6 bedroom Cottage - Hot Tub
Very nice place, it’s actually bigger than the pics make it look! Nice quiet wooded area, clean, large property, large gathering area with beautiful view. I would recommend
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PARADISE AT PRESQUILE - WATERFRONT PROPERTY
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!
Quick stats about beachfront rentals in Grey Highlands
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
650 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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