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.

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!

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!

Lakeside Inn Unit #1

This micro bachelor cabin is located behind Lakeside Inn Hotel. The hotel faces Lake Simcoe and the cabin is behind the main hotel. You are a 30 sec walk to the lake. C1 is a private apartment in a cabin that has two apartments side by side. The studio style space comes equipped with a queen sized bed and a smart TV. The apartment has a bathroom with a bathtub shower and a kitchenette area that consists of a mini fridge, microwave, coffee maker, kettle, table and chairs.

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).

Lakefront Cottage: Dock, Kayaks, Firepit. Sleeps 8

Welcome to our waterfront cottage retreat! Tucked along the shores of Lake Couchiching, this charming getaway offers the ultimate escape. Relax on the sun-drenched deck or lounge on the softly lit dock. Make memories around the fire, in the open concept kitchen/living space, or on the dining deck overlooking the water. Spend lazy days swimming, lounging, or playing lawn games, and evenings take in a front row seat to some of the best sunsets Ontario has to offer.

Coldwater Cottage Retreat

Set on 100 private acres, this rare country retreat offers total privacy with resort-style amenities and stunning sunset views. Enjoy a deep outdoor pool with built-in outdoor speakers, a relaxing hot tub, and endless space to unwind. Just down the road from Horseshoe Valley Ski Resort, Vettä Nordic Spa, and the famous The Ktchn Restaurant. Just minutes from Orillia’s breweries and restaurants, it’s the perfect blend of seclusion and convenience.

Modern 6BR Retreat in Horseshoe | Pool + Hot Tub |

Gather your family, friends, or colleagues for the ultimate Horseshoe Valley escape. This 6-bedroom, 3-bath modern retreat features a pool, hot tub, fireplaces, and two living spaces for relaxation and entertainment. Perfect for family reunions, group getaways, or business retreats, the home offers bright interiors, stylish finishes, and thoughtful touches, all close to nature and top local attractions.

waterfront ~hot tub/sauna~kayak

Relax with the whole family at centrally located 4-bedroom home located in the center of Orillia. Featuring: → Waterfront access with dock and paddle boats → Outdoor fire bowl and fire pit → Whole-home Wi-fi → hot tub/sauna This wonderfully cared-for, 4-bedroom home provides a calming respite and launching pad for activities in the area. Relax, unwind and stay in cozy comfort. Hot water available

Couchiching Lake Retreat - Sauna! Near Downtown!

Lakefront haven on beautiful Lake Couchiching! Our 5BR home sleeps 10 with private beach, firepit & outdoor sauna. Features 2 kings, 2 queens, bunkbeds, deck with BBQ, gas fireplace & piano. Perfect for families in summer, ice fishing & snowmobiling in winter. Kids' play area, office nook, 4 parking spots. Minutes from downtown Orillia. Your gateway to year-round lake adventures!