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.

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.

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

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).

North Geodome - Birchwood Luxury Camping

Located one hour from Toronto, Birchwood is a luxury camping experience for two. Immersed in a private forest on Scugog Island, our geodesic dome allows for a cozy and relaxing getaway. Enjoy the surrounding landscape and check out local shops and restaurants on Port Perry main street. Our geodome is designed for 2 guests however a group 3 adults are welcome. Additional guests must be 12+ and added to your reservation at the time of booking. We do not allow pets.

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.

Privacy, Minutes to Beaches/Orillia/Casino Rama

Privacy within a 5 minute drive to Orillia and Casino Rama. Located within a 5 to 10 minute drive to several public beaches and boat launches on Lake Simcoe and Lake Couchiching. Ample and secure parking for up to 6 vehicles and your RV or boat. Enjoy a campfire, birdwatching, stargazing, cooking in a fully equipped modern kitchen, BBQ or simply relaxing.

The Downtown Cottage: steps to lake and shops.

It looks and feels like a cozy cottage, but you’re just steps to all the great shops and restaurants downtown Orillia has to offer. 22 second walk to the pub! 30 second walk to the bakery! Enjoy relaxing on the comfortable covered porch which offers both a partial glimpse of the lake as well as downtown people watching.