Lake house holiday rentals in Lake Simcoe

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Top-rated lakehouse rentals in Lake Simcoe

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The exterior of the villa is captured, showcasing a spacious driveway lined with several parked vehicles. A well-maintained garden features vibrant flower beds and neatly trimmed shrubs. The building's elegant stone façade is complemented by large front windows, with trees visible in the background.
Home in Kawartha Lakes
4.83 out of 5 average rating, 223 reviews

Luxurious Waterfront Vacation Villa Kolenchery.

Villa Kolenchery is one of the luxurious waterfront homes in Ontario, Canada.This facility provides a true paradise experience on the waterfront of Lake Scugog.This rental is suitable for families or friends that are looking for a place to gather, relax and enjoy activities like kayaking and fishing.Loud outdoor parties and music is prohibited as it is a quiet neighbourhood. Guests must respect the neighbours and no trespassing to neighbours property. Outdoor cameras are in place for monitoring.

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Guest favourite
An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.
Home in Little Lake
4.87 out of 5 average rating, 150 reviews

Lakefront detached house on the little lake

♥️an unique, historically, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including furniture, microwave, coffee maker, washing machine and all other appliances. Walk out the back door and be greeted by our updated dock where you can fish for pike, perch and bass.

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Top Guest favourite
Home in Georgina
5.0 out of 5 average rating, 32 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

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Top Guest favourite
Two black Muskoka chairs are positioned on a wooden dock, facing a serene lake. The sky is filled with soft clouds, casting gentle reflections on the water's surface, creating a peaceful atmosphere for relaxation.
Home in Gilford
5.0 out of 5 average rating, 49 reviews

Blu Lake House | Waterfront Fall Special

Enjoy a peaceful two-story waterfront cottage with beach access. The perfect escape! Located an hour from Toronto. This cottage includes pedal boat, kayak, paddle board, inflatable rafts, volleyball net, basketball net, and swings facing lake view. Unwind with Netflix, or enjoy the game room, which includes a pool table, foosball, hockey, basketball, and Xbox 360. Local attractions such as the Gateway Casino, Cooks Bay Marina, Indy Go-Kart, Tanger Outlet, Local Eateries, Farmer Markets and more.

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Top Guest favourite
A lakeside luxury retreat features a spacious exterior with a large deck and expansive yard. Lush green grass is surrounded by trees, and several outdoor seating areas, including a dining set and Muskoka chairs, are visible. A wooden dock extends into the calm waters of Lake Simcoe.
Home in Georgina
4.98 out of 5 average rating, 44 reviews

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Royal Beach Lakehouse & Spa is your perfect experience of lakeside luxury! Sink your toes into the sand as you relax with your loved ones, our luxury retreat boasts panoramic views of Lake Simcoe! Wake up feeling refreshed after enjoying your private infrared sauna and fun water toys and activities. End your days with a spectacular sunset from your lakeside hot tub & firepit! Our chef's dream kitchen also awaits! This fully equipped lake house is sure to become your next vacation destination!

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Top Guest favourite
The exterior of the villa showcases a well-maintained brick facade complemented by a red-tiled roof. Lush greenery surrounds the property, with vibrant orange flowers blooming along the front. A manicured lawn enhances the inviting atmosphere, offering a serene setting amidst the trees.
Home in Innisfil
4.98 out of 5 average rating, 275 reviews

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe

Our boutique style property is 45 minutes from Toronto, in a prestigious neighborhood off Lake Simcoe, near Friday Harbour Resort (FHR). The Villa offers a year-round five star experience of a luxury lodge. Great private place for family getaways, corporate retreats, anniversary celebrations. Amazing location for outdoor activities including fishing, boating, hiking, biking, skiing, snowmobiling. Enjoy the freewheeling and pleasures of a place that was designed purely for you to indulge in.

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Top Guest favourite
A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.
Home in Gilford
4.94 out of 5 average rating, 35 reviews

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

“Spectacular Cook's Bay Getaway, 0n Lake Simcoe” Charming water front home to enjoy, one hour away from downtown Toronto Welcome to tranquility and natural beauty: Breathtaking Sunrise over the lake and stunning sunset behind the forest Private Dock, 1 pedal boat, 1 Paddle board Cozy home, clean and modern decor, central AC and heat Hot Tub on the back deck, with panoramic views of the water and nature & Fire pit, kids swing set Three Bedrooms: one king & two queen Two full Bathrooms.

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Guest favourite
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia
4.82 out of 5 average rating, 318 reviews

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

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Guest favourite
A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.
Home in Kawartha Lakes
4.93 out of 5 average rating, 140 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.

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Top Guest favourite
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, 159 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

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Top Guest favourite
Home in Kawartha Lakes
5.0 out of 5 average rating, 27 reviews

Stonegate Retreat | Sauna, Fire Pit, Lake Access

Slow down. Unplug. Make memories. Welcome to Stonegate Retreat, a cozy getaway just 1 minute from Canal Lake. Spend your days paddle boarding and swimming, then unwind in the cedar barrel sauna, gather around the fire pit, and enjoy a peaceful night under the stars. 🌊 1-minute walk to Canal Lake 🧖 Private cedar barrel sauna (for 6-8 ppl) 🔥 Fully fenced backyard with fire pit & BBQ ✨ 2,400 sq ft of space to spread out 🛏️Sleeps up to 6 guests 🚗About 1.5 hours from Toronto

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Top Guest favourite
A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.
Home in Port Perry
4.94 out of 5 average rating, 247 reviews

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

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