Waterfront holiday rentals in Simcoe County

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Simcoe County

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Innisfil

4.9 out of 5 average rating, 157 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Guest favourite

Guest suite in Innisfil

4.85 out of 5 average rating, 130 reviews

Open tiny king suite with semi-private waterfront

Your family will enjoy to stay in this centrally-located PET FRIENDLY SMOKE FREE place. Open concept tiny king suite semi-private waterfront. King suite is attached to family home-shared walls & locked doors. (Suite-kitchenette & laundry) Play board games inside on rainy days. Walk outside around the house to enjoy waterfront morning sunrise over lake. Pullout loveseat. All Beds in same room. Order food. Walk to beach, shopping & fast food. Drive to larger shopping centers, restaurants &more.

Superhost

Loft in Barrie

4.95 out of 5 average rating, 217 reviews

The Penthouse | Luxury at the Lake

Live the good life at 'The Penthouse' on Lake Simcoe. This is a luxurious and historical loft with stunning views of the bay. It's beautiful, bright, clean and spacious - perfect for romance and adventure with friends. Steps to the sandy beach, waterfront trails and the heart of downtown. Enjoy a meal downstairs at the legendary 'Farmhouse Restaurant'. Perfect all-in-one wedding venue, room to get ready and a party downstairs. If you're looking to unwind or a night on the town, it's all yours!

Guest favourite

Rental unit in Horning's Mills

4.96 out of 5 average rating, 273 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.

Guest favourite

Condo in Innisfil

4.97 out of 5 average rating, 140 reviews

#TheFridayFlat: Winter Wonderland Charming Condo

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!

Guest favourite

Cottage in Georgina

4.99 out of 5 average rating, 152 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Guest favourite

Condo in Innisfil

5 out of 5 average rating, 143 reviews

Boho by the Bay

BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." New, this year, the Resort offers passes to Airbnb guests . There are fees for the passes which can be obtained at the 'Welcome Centre'. Please indicate if you would like to purchase passes as an email confirming that you are an Airbnb guest is required.

Guest favourite

Dome in East Gwillimbury

4.91 out of 5 average rating, 183 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 217 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.

Guest favourite

Guest suite in Washago

4.99 out of 5 average rating, 134 reviews

Spacious Apartment Facing The Severn River

Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.

Guest favourite

Cottage in Wasaga Beach

4.95 out of 5 average rating, 263 reviews

GATED RESORT COTTAGE

[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

Guest favourite

Guest suite in Midland

4.98 out of 5 average rating, 106 reviews

Inn At Little Lake

Our place is located on a quiet street that backs onto Little Lake. Access to Little Lake Park is close by where there is hiking trails, swimming, a restaurant, lawn bowling, rowing club, free tennis courts and a local disc golf course. We are a 15 minute walk to downtown with many great restaurants, shops, art gallery, theatre, library and the town docks. My place is good for couples, solo adventurers, and business travelers.