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House vacation rentals in Cook's Bay

Find and book unique houses on Airbnb

Top-rated house rentals in Cook's Bay

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

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Top guest favorite
Home in Georgina
5 out of 5 average rating, 15 reviews

Water’s Edge

Welcome to Water’s Edge – Lake Simcoe, a cozy charming cottage retreat with private lake access just steps away via your own dock and boathouse. Enjoy peaceful days swimming, sunbathing, fishing, or relaxing on the rooftop seating area with stunning lake views. Inside, you’ll find a fully equipped kitchen, comfortable beds, high-speed Wi-Fi, and outdoor spaces with a BBQ, firepit, and plenty of room to unwind and enjoy nature. Perfect for couples, families, or friends seeking lakeside relaxation

Guest favorite
The cottage presents a charming exterior, showcasing a white facade with decorative trim. A neatly paved driveway leads up to the entrance, framed by vibrant yellow flowers and lush greenery. A clear view of Lake Simcoe is visible in the background under a bright blue sky.
Home in Innisfil
4.82 out of 5 average rating, 74 reviews

Beautiful lakefront Cottage on Lake Simcoe.

This private 3 bedroom cottage is a perfect getaway with family & friends. It offers a relaxing setting of lakefront view of Lake Simcoe year-round, a perfect place to unwind and relax on a hot summer day or bundled up to get out for some ice fishing fun. This cottage has a private waterfront and dock. A spacious living area features a gas fireplace, open kitchen and separate dining area. Equipped with an outdoor BBQ and a fire pit for roasting marshmallows under a starry night. Wi-fi ready.

Superhost
A charming white inn is covered with a thick layer of snow, featuring red shutters and decorative wreaths on the windows. Snow-laden trees enhance the winter landscape, while the bright exterior contrasts with the crisp blue sky.
Home in Oro Medonte
4.95 out of 5 average rating, 103 reviews

Lake Country Home Away from Home

Awarded The Oro-Medonte Heritage Award 2021. Perfect for a skiing getaway or visit to the casino or Vetta Spa. Your home away from home for skiing season or building a home in the area, working away from home, visiting family for a stay Perfect for families Cleaned and disinfected between all guests. Read Our Reviews! Min age requirement 25 yrs to book and must be staying at the property No parties or Loud music or noise Supplied towels, linens, coffee, teas variety, milk, cream and sugar

Guest favorite
The living room features two spacious sofas adorned with soft throw pillows, complemented by glass coffee tables. A large piece of abstract artwork hangs above, while natural light filters through the large windows, enhancing the bright ambiance of the space.
Home in Barrie
4.9 out of 5 average rating, 130 reviews

Cozy main floor apartment with backyard in Barrie

Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

Top guest favorite
A dining area features a wooden table surrounded by high-backed blue chairs. A large television is mounted on a feature wall, while crystal chandeliers hang from the ceiling. A pool table is visible in the background, enhancing the inviting atmosphere of the space.
Home in Barrie
4.96 out of 5 average rating, 101 reviews

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign

Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!

Top guest favorite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 426 reviews

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Guest favorite
Home in Little Britain
4.93 out of 5 average rating, 120 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

Superhost
Home in Georgina
4.95 out of 5 average rating, 19 reviews

Sunset Haven: Modern 6B/3.5B,Office,5G,Parking!

Step into our brand-new, sun-filled home where comfort meets style in every corner. Designed with extra privacy and spaciousness in mind, this retreat is perfect for family getaways or group adventures. ★ 4 beautifully furnished bedrooms for restful nights ★ 3 large Smart TVs and a foosball table for endless fun ★ West-facing porch for unforgettable sunset views ★ Just 5 minutes to scenic Lake Simcoe for lakeside magic ★ Quick 15-minute drive to HWY 404 via HWY 48 for easy access

Top guest favorite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie
4.97 out of 5 average rating, 151 reviews

Waterfront Home, City/Sunset View & Steps to Beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Superhost
A spacious wooden deck features a glass-top dining table surrounded by six chairs, set under a pergola. A gas barbecue is positioned nearby, with views of the lush greenery beyond the deck.
Home in Barrie
4.83 out of 5 average rating, 162 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, Shopping, or planning a trip, this house is exactly the spot for your Barrie stay! Perfect for a family vacay, a wedding trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

Top guest favorite
An open-concept living room is highlighted by natural light pouring in through large arched windows. A comfortable white couch is paired with accents of black and brown. A decorative fireplace adds warmth, while modern furnishings create a welcoming atmosphere.
Home in Georgina
5 out of 5 average rating, 23 reviews

Lake Days & Cozy Nights – Your Year-Round Retreat

Cozy, family-friendly cottage just a short walk from the lake! Enjoy peaceful mornings on the porch, fun afternoons exploring nearby trails or public lake access, and evenings by the firepit. Perfect for families or friends, with a fully equipped kitchen, comfy spaces, and games for all ages. Relax, reconnect, and enjoy a quiet getaway surrounded by nature—where making memories is easy and the pace is slow.

Guest favorite
A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.
Home in Innisfil
4.91 out of 5 average rating, 177 reviews

Sauna*King Bed*Fireplace*SmartTV

The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Coffee & Espresso bar

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