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.

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Guest favourite

Yurt in Mono

4.98 out of 5 average rating, 227 reviews

Yurt Soaring Heart Wellness Spa

Sustainable Yurt Lodging close to the Bruce Trail. There is plenty of privacy and nature to experience our 10-acre property. We harvest and sell teas from our herb gardens. Check online at Escarpment Gardens. Enjoy a soak in the hot tub, float on our pond, practice yoga, book a massage, relax by the wood stove, or an outdoor campfire under the stars. Check massage services online : Soaring Heart Wellness Simple camp style cooking or eat at a great local restaurant within a 5 minute drive.

14–21 Jul

€ 111 per night

Guest favourite

Home in Meaford

4.87 out of 5 average rating, 271 reviews

Beachhouse Hideaway - Hot Tub, G-Bay Waterfront

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

20–27 Dec

€ 334 per night

Guest favourite

Flat in Meaford

4.96 out of 5 average rating, 280 reviews

Sunrise and Bayview with Kayaks & Bikes

🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park Golfing Close by 🏖 5 minute stroll to the Harbour and Sandy Beach or a pebble beach right across the road ! 🚶‍♂️Walking distance to Meaford Hall 🍽Dining options a block away:) Kayaks, Bikes, Floaties, snowshoes and snorkels are complimentary. Come and discover our gem of a town.

25 Nov – 2 Dec

€ 121 per night

Guest favourite

Flat in Horning's Mills

4.96 out of 5 average rating, 255 reviews

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

30 Dec – 6 Jan

€ 88 per night

Guest favourite

Guest suite in Hanover

4.92 out of 5 average rating, 131 reviews

Lorbin Lake Studio suite. Minimum 2 night stay.

Stand alone studio style suite set on a private lake. We offer 2 night minimum stays.The studio suite includes a kitchen and comfortable livingroom. Queen bed ,queen pull out sofa and roll away cot. Playpen available on request. Large shower, gas fireplace and air conditioning . Stroll around the beautiful grounds surrounding the lake or join us for morning coffee on the shared deck beside the lake. Guest suite also offers wifi and a 52 inch t.v and satellite. Cell reception can be slow.

28 Jun – 5 Jul

€ 173 per night

Guest favourite

Apartment in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

30 Sep – 7 Oct

€ 106 per night

Guest favourite

Cottage in Meaford

4.91 out of 5 average rating, 181 reviews

Water's Edge - 4 Season Cottage

Comfy & cozy 3 bedroom year round cottage on the shores of Georgian Bay. Sleeps 6, washer/dryer, full kitchen w/dishwasher, living & dining w/fireplace, A/C, deck, BBQ, firepit & hot tub. Suits families with older children & couples. Lots of shopping, live entertainment, artisans & exquisite local fare. 30 min drive to Blue Mountain Village & the Spa. Close to the Bruce & Georgian Trails. Spectacular views of The Bay, The Blue Mountains and the best sunrises with your morning coffee.

31 Dec – 7 Jan

€ 404 per night

Superhost

Cottage in Kemble

4.83 out of 5 average rating, 119 reviews

Georgian Bay Waterfront Oasis

Waterfront Cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. We have 150 feet of private shoreline. Enjoy the east facing view and stunning sunrises, relax on a lounger, go for a swim, fish off the shore or in the small row boat, have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

9–16 May

€ 109 per night

Guest favourite

Flat in Fergus

4.95 out of 5 average rating, 133 reviews

Riverside Retreat

One bedroom self-contained apartment right on the bank of the Grand River in historic Fergus, Ontario. Very quiet. Spacious screened porch next to Grand River! Fifteen minutes walk (or less than five minutes drive) to downtown Fergus. Beautiful downtown Elora, Elora Gorge Conservation Area and Belwood Lake Conservation Area are all within a ten minute drive. Note that access is down a flight of exterior stairs and unfortunately is not suited for individuals with mobility challenges.

14–21 Sep

€ 87 per night

Guest favourite

Cottage in Elmwood

4.97 out of 5 average rating, 109 reviews

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

24–31 May

€ 178 per night

Guest favourite

Cottage in Flesherton

4.94 out of 5 average rating, 122 reviews

Cottage Get-Away on the Lake

An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

23–30 Mar

€ 345 per night

Guest favourite

Guest house in Victoria Harbour

4.98 out of 5 average rating, 229 reviews

Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

26 May – 2 Jun

€ 175 per night