Vacation rentals in Grape Island

An aerial view showcases the clear blue waters of the lake, bordered by a gentle sandy beach and lush green trees. Small boats can be seen on the water, enhancing the tranquil setting of the cottage area and surrounding nature.

5.0 out of 5 average rating, 23 reviews

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.

4.96 out of 5 average rating, 51 reviews

The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.

Home in Kawartha Lakes

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.

The exterior of a renovated house is framed by lush green trees and shrubs. A wooden staircase leads to the front door, enhancing the welcoming entrance. The light blue siding complements the dark green roof, while a driveway is visible alongside the property.

4.93 out of 5 average rating, 85 reviews

Cute and Cozy House

Relax with the whole family at this peaceful place to stay.Completely renovated house on a rare 16,000 SqFt lot. Fire pit.Multifunctional custom made kitchen with a big island.Stainless steel appliances. 2 electrical fireplaces.Accommodation for up to 8 people. 2 BR upstairs, 2 sleeping places on the main floor and 2 in the basement. Deep in-ground pool (closed from October 14).Close to Orillia downtown, shops, restaurants,HW 11,hospital.30 minutes drive to Horseshoe Resort and to Casino Rama.

A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.

4.89 out of 5 average rating, 170 reviews

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

A spacious two-story home, characterized by a stone façade and large front windows that offer a stunning view of the sunset. The well-maintained lawn is adorned with neatly trimmed shrubs and flowers, leading to a welcoming entryway. The outdoor seating arrangement is visible, suggesting an inviting area for relaxation.

4.92 out of 5 average rating, 48 reviews

Lakefront Simcoe Cottage | Dock&Kayaks |Firepit

Escape to the shores of Lake Simcoe for a relaxing four-season getaway with family and friends. This 4-bedroom lakefront cottage sleeps up to 8 guests and offers beautiful water views, direct lake access, fishing, kayaks, a canoe, paddle board, and fire pit. Start your day with peaceful mornings by the water, spend the afternoon fishing , kayaking, paddling, or swimming in season, and unwind by the lake . Just a short drive from Downtown Orillia, Casino Rama, and year-round attractions. 😊

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.

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!

A serene lakefront cabin is nestled among trees, featuring a wooden deck and large glass doors. Outdoor seating is arranged around a fire pit, and a stone pathway leads to the water's edge. A small dock extends into the calm lake, enhancing the natural setting.

5.0 out of 5 average rating, 45 reviews

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).

4.98 out of 5 average rating, 95 reviews

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.

Superhost

Home in Coldwater

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.

4.95 out of 5 average rating, 79 reviews

A spacious deck is shown along the water's edge, offering a serene view of the lush greenery that encircles the area. Several lounge chairs and Adirondack chairs are present, providing inviting seating options for relaxation by the water.

4.78 out of 5 average rating, 51 reviews

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

Superhost

An outdoor firepit is surrounded by stone, with flames flickering invitingly. Adjacent, a wooden Adirondack chair faces a serene lake, reflecting warm sunset hues. A charming playhouse stands nearby, nestled among mature trees, creating a peaceful lakeside setting.

4.77 out of 5 average rating, 39 reviews

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!