Waterfront holiday rentals in Grey Highlands

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Grey Highlands

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Apartment in Innisfil

4.88 out of 5 average rating, 25 reviews

The Boathouse: *pools*courtyard lounge*firepit*

Immerse in maritime charm at our nautical Airbnb. Sea-inspired decor, pool view, and cozy comfort await. Enjoy some welcome snacks and grill up some food while taking in the balcony view. Head down to the pools to catch some sun on the comfy patio furniture. After a long day, sink into the Endy mattress for a sleep experience you will not forget. Simply pull out the couch to reveal a second full bed to provide a good night's rest. Bring the kids or gather some friends and sail into relaxation.

Guest favourite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 235 reviews

Charming riverside cottage, B&B license

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favourite

Guest house in Port Elgin

4.87 out of 5 average rating, 100 reviews

Cozy waterfront apartment with beach access

Lakeview paradise ! 1 min walk to the beach. Waterfront guest(studio) apartment with a panoramic view of Lake Huron. Enjoy the breathtaking sunset and lake view from couch or bed. Lovely bike and walking trails nearby. 2 bikes and 2 person kayak available for rental. French press coffee machine, electric kettle, microwave, double hot plate, 3.3 cuft refrigerator + fridger, pots/pans and cutleries to make your stay comfortable. I have camera facing front yard and driveway for your privacy.

Superhost

Cottage in Wiarton

4.89 out of 5 average rating, 56 reviews

Waterfront Cottage for rent (Near Sauble Beach)

Waterfront cottage on Lake Huron, perfect vacation rental for families or groups looking to escape to a serene paradise. Mins from SawMill Ski Trails. 3 bedrooms & breathtaking waterfront views, cottage is the ideal choice for a family vacation, a romantic getaway, or a group trip with friends. Relax on the private deck and take in the stunning views of the lake, or take a dip in the crystal-clear waters. With a view of lake from Hot tub, this cottage is the ultimate vacation destination.

Superhost

Guest house in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favourite

Cottage in Bracebridge

4.97 out of 5 average rating, 141 reviews

Muskoka Waterfront Cottage Retreat.

In the heart of Muskoka,surrounded by nature,beautiful and modern 4+2 Bdr fully renovated 4 season Cottage on crystal clear Muskoka river.Very well landscaped open flat lot with full privacy,sandy beach and short paddle to High Falls Lagoon. Separate 2 Bdr Guest/Entertainment house with seasonal w/c. A/C,Hottub,woodburning Sauna, big deck, screened Gazebo, watercrafts, playground, treehouse, BBQ, smoker, fire pit. Hiking/snowmobile/skiing trails closeby. Close to town/plazas/stores/lcbo.

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 108 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Superhost

Home in Washago

4.95 out of 5 average rating, 56 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

Beautifully renovated home with 140 feet of waterfront on Green River with cathedral ceilings, 1.5 bathrooms, 2021 kitchen with quartz counters. 3 bedroom home plus pull out couch in a semi private reading nook, as well as bunkie with queens size bunk beds for bonus sleeping quarters. Enjoy wine or mimosa on the dock while the kids play on the sandy beach. Great for kayaking, and stand up paddle boarding. Deep water perfect for fishing, bass, pickerel and muskie.

Top guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 224 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

Top guest favourite

Cottage in Owen Sound

5 out of 5 average rating, 29 reviews

Luxurious Waterfront 5BR w/Kings Beds & Hot Tub

Come discover pure relaxation at our idyllic waterfront retreat. The cottage offers tranquil views, relaxing comforts, and a perfect escape from everyday life. Unwind on the deck, in the hot tub or enjoy evening bonfires under starlit skies, and let the calming waters wash your worries away. Ideal for couples or families seeking serenity, this is the ultimate getaway for reconnecting with nature and each other. Book your peaceful escape today!

Guest favourite

Townhouse in Innisfil

5 out of 5 average rating, 14 reviews

3 Bed Waterfront Townhouse +Dock

Discover relaxation at our waterfront 3-bedroom townhome at Friday Harbour Resort! This cozy retreat comfortably sleeps 6, offering the perfect space for a serene getaway. Enjoy three patios for outdoor dining, a private dock for your boat or PWC, and easy access to Lake Simcoe. Savor meals at nearby waterfront restaurants or explore scenic nature trails. Your stay promises comfort, adventure, and unforgettable lakeside memories!

Guest favourite

Home in Orillia

4.86 out of 5 average rating, 36 reviews

The Waterfront Paradise

Welcome to our cozy waterfront cottage in Severn, minutes from Orillia and 1.5 hours from Toronto. Enjoy private water access, a sunny dock, and kayaks for lake adventures. The fully equipped kitchen and BBQ grill make meals easy and fun. Located just 30 minutes from Horseshoe Valley Resort, it’s perfect for skiing, hiking, and year-round fun. Relax by the lake or explore nearby attractions!