Vacation rentals in Grape Island

Sandy Cove Lake Simcoe

This 4-bedroom, 7 bed, year-round cottage offers the perfect summer retreat, fall getaway or winter adventure. With a spacious interior featuring a large living room with lake views, and a huge deck to add to the outdoor living/dining space. This beautiful bay is known for its pristine sand bottom and crystal clear water. Enjoy sun filled dock days on the water and check out the many nearby attractions, shops and restaurants. Endless options for both relaxation and entertainment, year round.

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

The Captains Lake House

Welcome to the beautiful lake house with a picturesque view directly on the shoreline of Lake Couchiching in Orillia. It is a 1 hour drive from Toronto. This lake house offers an unparalleled escape to natural beauty, stunning sunrises, a large lawn, uninterrupted views of the lake and a cozy setting inside. It is a very relaxing setting for any getaway. The Lakehouse can be enjoyed all four seasons, including the beautiful fall colours, skiing, snowmobiling and ice fishing in the winter.

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!

Cedar-View Studio with Hot Tub+ PlayStation Gaming

Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, and fall. This rear-facing ground-level apartment is a unique place that has a style of its own. It is nestled in a tranquil neighborhood and commands pristine cleanliness The surrounding area includes stunning parks and trails, as well as popular stores for shopping. Proximity to Bass Lake, Lake Couchiching, and Lake Simcoe offers abundant opportunities for aquatic activities.

Relax and Enjoy

This immaculate house located in the prime Orillia area. Walking distance to Beach, Marina, Downtown, Shops, Restaurants. Short drive distance to Casino Rama, Horseshoe Valley and different beaches and parks.Totally renovated with no expenses spared. Accommodation for 6 people: 2 Br with the queen beds and one bedroom with a foldable couch. 2 washrooms. Multifunctional kitchen with stainless appliances and gas stove. Electrical fireplace, 4 season porch for your enjoyment.

Luxury lakefront cottage escape

This one-of-a-kind lakefront retreat is tucked away at the end of a peninsula with access to Lake Simcoe on either side of the cottage. Nestled in over an acre of nature, enjoy a peaceful escape just 1.5 hrs from Toronto in this newly renovated, all-season getaway. Conveniently located in Orillia, it’s a 15-min walk to Mara Provincial Park and only a short drive to Casino Rama (11 min), Vettä Nordic Spa (33 min), Mount St. Louis (34 min), and Horseshoe Resort (33 min).

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Escape to Casa Doma, a unique 3BR 🛏️, 2BA 🛁 retreat on 10 private acres 🌲 in Gravenhurst Ontario This geodesic-inspired home blends modern style with cozy comfort, perfect for families, friends, or groups. Relax in the 7-seater hot tub 🛁, gather at the fire pit 🔥 (seasonal use only), or play in the games room with foosball, ping pong & air hockey. With a sunroom, trampoline 🤸, & Starlink WiFi 📶, it’s the ideal mix of relaxation & adventure.

[The Noir]A Truly Unique A-Frame

Discover this Scandinavian-inspired A-frame nestled among trees, just 1.5 hours from Toronto. With 3 bedrooms, 2 baths, and a fully equipped kitchen, it’s designed for style and comfort. Enjoy lake access, relax by the fire, or explore Muskoka’s trails, breweries, and distilleries. A modern yet tranquil retreat, perfect for families, couples, or friends seeking a peaceful getaway in nature.

Stonegate Retreat | Sauna, Fire Pit, Lake Access

Welcome to Stonegate Retreat — a cozy luxury cottage just a 1-minute walk to a private community park with Canal Lake access. Enjoy a private sauna and a peaceful setting—perfect for family getaways, couples trips, or a relaxing escape from the city. Located about 1.5 hours from the GTA, it's an easy and convenient drive.

Side Tracked in Muskoka

Welcome to Side Tracked in Muskoka, Muskoka’s premier railway-themed stay. Step back in time inside a beautifully restored Ontario Northland Railway Caboose No. 122. Thoughtfully designed, the interior pays homage to the caboose’s railway history while complementing Muskoka’s cozy cottage feel.