Waterfront vacation rentals in Cook's Bay

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Cook's Bay

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

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Guest favorite

Cottage in Innisfil

4.9 out of 5 average rating, 156 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 favorite

Guest suite in Innisfil

4.86 out of 5 average rating, 128 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, 216 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 favorite

Condo in Innisfil

5 out of 5 average rating, 114 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 139 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 favorite

Cottage in Georgina

4.99 out of 5 average rating, 151 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 favorite

Condo in Innisfil

5 out of 5 average rating, 139 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 favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 179 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 favorite

Cabin in Innisfil

4.93 out of 5 average rating, 104 reviews

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks & grocery store Honey, our golden doodle will greet you!

Guest favorite

Cottage in Georgina

4.88 out of 5 average rating, 116 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

Bright and airy lakefront cottage in a popular upscale location by lake Simcoe. Open concept layout on the main floor and lot shape give you breathtaking lake views from almost anywhere in the house. Comfortable custom furniture, amazing decor and functional kitchen with everything you need make this place incredible for short or long time stay.

Guest favorite

Cottage in Innisfil

4.99 out of 5 average rating, 113 reviews

❤️ Charming Cottage/Lake View/10PPL/5BDR/3BATH

Very charming two story 5-bedroom cottage situated cross the road from the Lake Simcoe conveniently located just 1 hour from Toronto. The proximity of the cottage to the water, golf courses, driving ranges, Innisfil Beach Park and many other parks and trails are sure to provide fun activities to everyone in your group.

Guest favorite

Cottage in Innisfil

4.82 out of 5 average rating, 206 reviews

Beautiful lakefront cozy 3B 1hr from the city

Cozy three bedroom bungalow on lake Simcoe, just 1 hour north of Toronto. 129ft of private lakefront with amazing views and the most beautiful sunrise. the perfect all season getaway from the hustle and bustle of the city. The water is shallow and great for swimming in the summer.