House holiday rentals in Lake Simcoe

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.

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

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

As seen on "Scott's Vacation House Rules". Wake up to a beautiful sunrise at our peaceful all season lakeside retreat! Enjoy views of the lake from the dock, the screen room, the main bedroom and all areas of the main living area. Have fun outdoors on our large property with 120 ft of waterfront or enjoy our expansive indoor living area; featuring ample seating, a games room and a custom built vertical chess board. Watch the moon rise over the lake and stay warm by our large outdoor fire bowl.

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!

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.

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!

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

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.

Casa ~ Pool ~ Fire Pit ~ BBQ

Relax with the whole family at our peaceful forest estate. Mother nature is your only neighbour and she comes right to your doorstep to welcome you. Enjoy the peaceful serenity of the forest that surrounds you. Enjoy our pool, nearby ATV trails, and all the activities Orillia has to offer. Guest access You'll have access to the entire property. The backyard is completely private, with zero light pollution, so please enjoy the stars and the peace and calm of nature.

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.

Hot Tub, Pool, Poker Table, BBQ, 10 Minutes to Lake Simcoe, Luxury

Welcome to Prima, a thoughtfully curated 6-bedroom luxury escape built for entertaining and relaxing. Unwind in the private hot tub, fire up the BBQ, play pool or poker, enjoy games, immersive sound and a 75" Smart TV, or cook in the gourmet kitchen beneath soaring 10' ceilings. Minutes from restaurants, shopping, golf, Lake Simcoe and beach access, plus just 25 mins from Snow Valley and Horseshoe Valley Resort.

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Escape to a private, custom-built A-Frame on 3 acres in the heart of Muskoka—complete with your own dock on a quiet stretch of the Muskoka River. Unwind in the hot tub, paddle the river, or relax by the fire under the stars. ★ Guest favourite with 4.9★ rating ★ One of the few stays in the area with a private hot tub + river access *Please note-all guests must have a minimum of two reviews to book*