
Family-friendly holiday rentals in Cook's Bay
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Top-rated family-friendly rentals in Cook's Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private 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! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking
Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

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 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

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.

Spacious Apartment 5 Minute Walk to Innisfil Beach
Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe
Luxury Lake Simcoe Waterfront Retreat – 6BR/4BA lakehouse with private sandy beach, kayaks, SUP, lily pad, and hot tub under the stars. Cook in a lakeview open kitchen with floor-to-ceiling windows, or dine at the 14-seat solid wood table. Relax in 3 family rooms with fireplaces, a game room, and a new gazebo with outdoor sofas. Outdoors: lakeside firepit with Muskoka chairs, kids’ sand play area, west-facing sunsets, and space for family & group getaways.

Hotel Style 1 Bedroom Short/Long term Available
Come stay at this all-season, private & modern guest suite close to all Innisfil has to offer! 1 km on 6th line away from Lake Simcoe , Big Cedar Golf Course, Ic finshing & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Modern 2BR Apt | Near Lake + Playground + Fire Pit
Stay in a modern, newly renovated 2-bedroom, 1-bath apartment with a private entrance in the heart of Alcona. Just 5 minutes from Innisfil Beach Park and close to Friday Harbour, Gateway Casino, and Tanger Outlets, this cozy retreat is perfect for families, friends, or business travelers. Outside, enjoy a custom-built playground designed for both little ones and big kids, plus a fire pit for evenings under the stars.

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.
Popular amenities for Cook's Bay family-friendly rentals
Family-friendly home rentals with a hot tub

RELAX @ our HOT TUB and SAUNA in the woods

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Spacious 1-br w jacuzzi at Horseshoe Valley

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

King Bed, Pool, Gym, Ravine View, Your Getaway!

Cozy getaway for two with hot tub!

Stunning Lakefront Cottage Hot Tub & Sauna

Crystal Beach Cottage & Spa
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Treehouse on private, isolated forest (300 acres)

The Guesthouse on the North Shore Trail

Luxury Guest House with Private Hot Tub and Trails

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

Resort Condo in Friday Harbour

SNAKE CABIN(rustic, 'off-the-grid')

The Chieftain Suite
Family-friendly home rentals with a pool

Cozy Stays – Your Fall Getaway at Friday Harbour

The Hilton BnB Adult Luxury Suite

GATED RESORT COTTAGE

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Basement apartment with swimming pool

Friday Harbour Luxury Condo Escape, Sleeps 4

Exceptional 2+1 ground floor condo @Friday Harbour
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Massey Hall
- Mount St. Louis Moonstone
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort




