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.

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Guest favourite
A spacious living area features a comfortable brown sofa positioned near a glass coffee table. Natural light pours in through large windows with blinds, illuminating a dining area with seating for four. A modern kitchen is visible in the background, equipped with sleek appliances.
Guest suite in Moonstone
4.86 out of 5 average rating, 298 reviews

RELAX @ our HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Top guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 435 reviews

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...

Top guest favourite
A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.
Apartment in Innisfil
4.99 out of 5 average rating, 193 reviews

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!

Guest favourite
The cabin features a cozy exterior with a textured roof and large windows, surrounded by colorful fall leaves. Outdoor furniture is positioned on the deck, and a hot tub is visible. The setting is enhanced by the backdrop of vibrant autumn foliage.
Cabin in Innisfil
4.94 out of 5 average rating, 163 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 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.

Top guest favourite
The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.
Flat in Innisfil
4.99 out of 5 average rating, 107 reviews

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!

Top guest favourite
A cabin entrance is framed by tall trees, with wooden steps leading up to a doorway. The cabin combines natural elements with modern design, featuring a blend of wood and metal materials. A person approaches the entrance, creating a welcoming scene in a secluded forest setting.
Cabin in Georgina
4.97 out of 5 average rating, 118 reviews

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

Superhost
A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.
Home in Shanty Bay
4.85 out of 5 average rating, 106 reviews

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

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

Top guest favourite
A cozy living area includes a navy blue sofa and a light armchair positioned on a patterned area rug. Decorative wall mirrors and plates are displayed above the seating. A lamp and a small table add to the brightness, while bar stools are positioned near the kitchen counter.
Home in Barrie
4.99 out of 5 average rating, 108 reviews

Bright basement apt with private entrance, Barrie

Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Top guest favourite
A spacious bedroom area features a queen bed adorned with light bedding. A large wall-mounted TV is visible, and a cozy rug lies on the floor. Two comfortable chairs with bright yellow cushions provide seating beside the bed. Natural light streams in through a small window.
Guest suite in Barrie
5 out of 5 average rating, 200 reviews

Private Basement Suite in a family neighborhood

Its a clean & spacious private Basement suite in a family neighborhood with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

Guest favourite
The living area features a sectional couch positioned near a small white coffee table, creating a comfortable gathering space. A doorway leads to a staircase, while a kitchenette is visible in the background. Natural light enters through a nearby window, enhancing the neutral decor.
Flat in Innisfil
4.77 out of 5 average rating, 389 reviews

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.

Top guest favourite
An outdoor fire pit surrounded by gravel is present, featuring two wooden chairs. A hot tub is located nearby, positioned in front of a geodesic dome with large windows. String lights are draped overhead, illuminating the outdoor space.
Dome in Utopia
4.96 out of 5 average rating, 157 reviews

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.

Top guest favourite
The room contains two spacious beds with soft linens arranged neatly. A wall-mounted smart TV is positioned near a cozy electric fireplace. Natural light enters through two windows dressed with light curtains, and a small table with dining essentials is visible in the corner.
Flat in Innisfil
4.89 out of 5 average rating, 233 reviews

Lakeside Simcoe Fisher's apartment

Enjoy the cozy attached private Fisher's apartment in the small town of Gilford. The town is surrounded by Lake Simcoe and we are right across the street from the lake. You can fish at any season and sail your boat during the summer! We are also minutes away from the Cooks Bay Marina where you can rent boats and canoes. It's a great place to enjoy it with friends and family! ( Not a lakefront home)

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