Beachfront vacation rentals in Grey Highlands

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Popular amenities for Grey Highlands beachfront rentals

Pet-friendly beachfront home rentals

Superhost
A wooden dock extends over calm waters, leading to a pebbled beach. Soft waves lap gently at the shore, with tree-lined hills visible in the background. Remnants of old wooden posts rise from the water, adding texture to the serene landscape.
Cabin in Innisfil
4.89 out of 5 average rating, 373 reviews

Lake Simcoe Cottage & Hot Tub

SusanRating, 5 starstoday
Had a lovely stay with my friends for a winter cottage getaway. The wood fireplace and hot tub made the stay extra cozy.
Superhost
Bungalow in Orillia
4.87 out of 5 average rating, 234 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

AshlyRating, 5 stars2 weeks ago
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!
Guest favorite
A serene waterfront area features a wooden deck with Muskoka chairs and a large umbrella. Lush greenery partially frames the scene, while gentle waves can be seen lapping at the shore in the background under a partly cloudy sky.
Guest suite in Innisfil
4.86 out of 5 average rating, 139 reviews

Open tiny king suite with semi-private waterfront

LeahRating, 5 starstoday
Great location and fantastic experience. It was a short stay and the place was perfect for what we needed.
Superhost
A wooden dock extends over calm waters, complemented by two bright red Adirondack chairs. Surrounding trees display autumn foliage in shades of orange and yellow, reflecting on the water's surface. A charming home is visible in the background, enhancing the serene atmosphere.
Home in Washago
4.95 out of 5 average rating, 56 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

DebbieRating, 5 stars3 weeks ago
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!
Guest favorite
A spacious deck is shown with two chairs and a purple umbrella, overlooking a green lawn leading to the water. The serene lake is visible in the distance, framed by trees and rocky landscaping, creating a peaceful outdoor setting.
Guesthouse in Gravenhurst
4.96 out of 5 average rating, 115 reviews

Take a few steps and enjoy the sand and water

MarineRating, 5 stars5 months ago
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.
Guest favorite
A private pond is framed by lush greenery, with a rustic beach house visible nearby. A floating dock is anchored in the water, while two boats rest on the shore. Several lounge chairs are placed on the grass, creating a serene outdoor space.
Cabin in Erin
4.97 out of 5 average rating, 134 reviews

Rustic Winter Cabin on Private Pond

JordanRating, 5 stars1 month ago
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!
Guest favorite
A view of the Saugeen River is framed by mature trees and verdant grass. A small seating area with adirondack chairs is positioned nearby, while a wooden gazebo provides additional shaded space. The path leads toward the water, offering a tranquil setting.
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars6 months ago
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.
Superhost
Two red Adirondack chairs are positioned on the lush green lawn, offering a view of the calm water. A dock extends into Lake Simcoe, framed by trees and a cloudy sky, creating a serene and inviting outdoor space.
Home in Orillia
4.83 out of 5 average rating, 248 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

SofiaRating, 5 stars1 week ago
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

Guest favorite
Condo in Innisfil
5 out of 5 average rating, 40 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

ElenaRating, 5 stars6 months ago
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!
Guest favorite
A spacious living area features a cozy sectional sofa positioned adjacent to a round coffee table. A mounted TV is visible on a wooden accent wall, and ample natural light filters through sheer and solid striped window treatments. A potted plant adds a touch of greenery.
Condo in Innisfil
5 out of 5 average rating, 56 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

MitchRating, 5 stars1 week ago
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!
Guest favorite
The balcony is framed by large glass walls, providing abundant natural light. A comfortable seating area features a textured chair and a small table, inviting relaxation. The modern design highlights the sleek lines and open space, complementing the tranquil view of the courtyard below.
Condo in Innisfil
4.8 out of 5 average rating, 49 reviews

The Penthouse at Friday Harbour

MichelleRating, 5 stars1 week ago
We had a great stay at Stephen's place. Stephen was extremely responsive and helpful with any questions we had! Thank you!
Guest favorite
The outdoor saltwater pool features a clear turquoise surface, surrounded by a concrete deck. Lounge chairs are positioned nearby, complemented by a shaded seating area under a pergola. A gentle slope leads to the shallow end, with steps for easy access.
Cottage in Tiny
4.95 out of 5 average rating, 42 reviews

Georgian Bay Beach Club Fran’s Beachfront Paradise

AgnesRating, 5 stars6 months ago
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.
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 67 reviews

Luxury Beach Spa w/ Hot Tub & Sauna!

HollyRating, 5 starstoday
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!
Guest favorite
A private pool area features a clear blue pool surrounded by lounge chairs. A covered seating area provides shade, and a decorative structure is located nearby. Lush greenery from surrounding trees enhances the tranquil environment.
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars5 months ago
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.
Guest favorite
The image shows a private pool surrounded by modern architecture, with a spacious deck area composed of large stone tiles. Planters with greenery are positioned along the edges, enhancing the serene atmosphere. The pool features light blue water and is set against a backdrop of multi-story buildings.
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars5 months ago
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
Guest favorite
A hot tub is situated beneath a wooden pergola, surrounded by lush landscaping and modern buildings. Glass barriers enhance the view of the outdoor space, featuring a paved area that invites relaxation and enjoyment of the serene environment.
Apartment in Innisfil
4.92 out of 5 average rating, 12 reviews

FH Suite Getaway!

NikosRating, 5 stars1 month ago
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

Guest favorite
Cottage in Wiarton
4.92 out of 5 average rating, 39 reviews

Zeta's Beachfront Cottage on Georgian Bay

JasonRating, 5 stars1 month ago
Zeshan was an amazing host to work with! The stay was spacious and had all the amenities needed for a relaxing stay.
Guest favorite
Cottage in Tiny
4.83 out of 5 average rating, 101 reviews

Oasis Beach Cottage-Waterfront-Wifi-AC-4Season-BBQ

AmandeepRating, 5 stars4 months ago
Maria and Gus were wonderful hosts, and we really enjoyed our stay at their cottage. They were very responsive and addressed all our concerns. The cottage was well-equipped with everything we needed, including dishes, utensils, towels, and even extra toothbrushes in case we forgot to bring our own! The view of the lake from the back of the cottage was incredible!
Guest favorite
An open-concept living area features wooden paneling and large windows allowing natural light to fill the space. A long dining table is positioned centrally, surrounded by chairs. Comfortable seating areas are arranged for relaxation, and warm-toned rugs complement the hardwood floors.
Cottage in Tiny
4.96 out of 5 average rating, 25 reviews

Just Loafin, Georgian Bay Cottage

YorkieRating, 5 stars4 months ago
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!
Superhost
Cottage in Washago
4.83 out of 5 average rating, 76 reviews

The Crown LakeFront

DavidRating, 5 stars4 months ago
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.
Superhost
A blue cottage is nestled among trees, featuring a wooden deck with outdoor seating. Steps lead up to the entrance, framed by lush green grass and budding foliage. The structure showcases large windows that provide a view of the surrounding nature.
Home in Port Severn
4.75 out of 5 average rating, 32 reviews

Bluewater Lodge Beausoleil Bunkie #7

HaleyRating, 5 stars6 months ago
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 :)
Superhost
A serene lakeside view is captured at sunset, showcasing vibrant hues reflecting on calm waters. A sandy area fronts the lake, with a small boat and seating arranged along the shore, framed by trees and a colorful sky filled with clouds.
Cottage in Gravenhurst
4.88 out of 5 average rating, 16 reviews

Sandy Bay 6 bedroom Cottage - Hot Tub

CarrieRating, 5 stars3 months ago
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
Home in Tiny
4.81 out of 5 average rating, 274 reviews

Sandy Beach right on Georgian Bay STRTT-2025-069

AlexRating, 5 stars26 months ago
Douglas is a great host. The place was amazing with a great view! Very clean and had everything we needed plus more. We would definitely recommend to others! Thanks for such a great experience!
Guest favorite
An aerial view of a well-maintained house surrounded by lush greenery, showcasing a blended landscape of trees and manicured gardens. The structure features a rounded roof and an expansive front porch, offering a scenic backdrop of Georgian Bay.
Guest suite in Kemble
5 out of 5 average rating, 48 reviews

PARADISE AT PRESQUILE - WATERFRONT PROPERTY

ChristinaRating, 5 stars5 months ago
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

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Grey County
  5. Grey Highlands
  6. Beachfront rentals