Lake house holiday rentals in Lake Simcoe

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Top-rated lakehouse rentals in Lake Simcoe

Guests agree: These lakehouses are highly rated for location, cleanliness and more.

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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

ValueFamilyKitchen

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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Guest favourite

Home in Georgina

4.9 out of 5 average rating, 49 reviews

Sunset Harmony on Cook’s Bay

🌅 SUNSET HARMONY | Cook's Bay Waterfront Retreat One of the last chances to enjoy summer on beautiful Cook's Bay! Escape to our 4.88★ waterfront retreat for families and groups. 🏡 Main House + Private Studio (exclusive use) ✔ 4 bedrooms • 3 bathrooms • 2 kitchens ✔ NEW private dock with lake access & swimming steps ✔ Year-round hot tub & wood-fired sauna ✔ Kayaks, paddle boards & paddle boat ✔ Spacious pergola deck with west-facing sunsets Relax, reconnect, and create unforgettable memories.

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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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Superhost

An open concept living area features a grand staircase and large windows that allow for natural light and a view of the lake. A modern sectional sofa faces a stone fireplace, and a dining area with a solid wood table sits nearby.

Home in Hawkestone

4.81 out of 5 average rating, 26 reviews

Lake Simcoe Waterfront Lake House

This peaceful retreat is perfect for a relaxing family getaway. Watch the sunrise over the water, sip your morning coffee on the deck, and soak in the picture-perfect scenery all day long. Just an hour from the GTA and only 15 minutes to both Barrie and Orillia, our cottage offers the best of both worlds—secluded comfort and easy access to local attractions. Spend your days exploring nearby gems like Horseshoe Valley Ski Resort, Mt. St. Louis, Casino Rama, and the serene Vettä Nordic Spa.

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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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Superhost

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

4.85 out of 5 average rating, 111 reviews

Ski, Swim, Soak, Boat & Golf

Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.

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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.

LocationFamilyAir conditioning

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 6 confortably 🚗About 1.5 hours from Toronto

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Superhost

Home in Beaverton

4.93 out of 5 average rating, 30 reviews

Luxury Waterfront French Chateau for Large Groups!

Welcome to the French Chateau! Escape to this stunning four-season lakeside retreat on the shores of Lake Simcoe. With sweeping water views, vaulted high ceilings and a timber-hybrid design, the home feels warm and elevated. Spend slow mornings on the dock, gather for long dinners with lake views, then unwind by the fire as the sun drops behind the water. A place made for connection, comfort, fun and unforgettable moments with your loved ones.

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