Family-friendly holiday rentals in Georgian Bay

Magic on Mary Lake in Muskoka

Hilarity Hall is an immaculate Muskoka cottage near the village of Port Sydney offering 400' of west-facing Mary Lake shoreline. A dock, ladder, Muskoka chairs, firepit (with wood supply) and stone patio complete a very private waterfront. Added to this, towering pines, sunsets and wildlife give one a true cottage-country feeling while surrounded by the conveniences of high-speed internet, tv and a fully-equipped kitchen. Outdoor activities include volleyball/badminton, canoeing, fishing.

Oliphant Cottage-Private Beach! Sunsets! Campfires

Experience the perfect blend of rustic charm & relaxation at this cozy 3-bedroom waterfront retreat on Lake Huron! With warm wood paneling & a laid-back vibe, this quintessential cottage invites you to slow down and soak in the simple pleasures of life. Wake up to the gentle waves rolling in, have lazy afternoon's lounging in the sun on the private sandy beach, read a book, nap in the hammock, swim & play board games with the kids and end the day unwinding by the fire under a canopy of stars.

Nest By The Bay - Downtown Midland / Private Loft

Luxury, Comfort & Style. This one-of-a-kind rental, "Nest By The Bay", is located in Downtown Midland. Walk everywhere, park your car & enjoy what Midland has to offer. Midland Harbour is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, seasonal events & so much more! See our other listing "Perch By The Bay", also at this same location. 2 nights min. preferred, 1 night by request. Listing not suitable for ages under 6.

Cottage / Lake House in Dorset| Raven Shores

Welcome to Raven Shores! Recently renovated cottage/lakehouse set on a large private lot on beautiful Raven Lake, a 10-minute drive to Dorset and on a canoe/kayak route including portages to other lakes. It has an open kitchen/dining and living area and a separate tv room which doubles as the third sleeping area. Tall trees provide some shade and privacy and the sandy shoreline has both a dock with clean, deep water swimming and a small shallow sandy area for wading. STR25-00040 (Licenced)

Way Way Back 3 BR Waterfront Cottage-Private Dock

Booking 2025! Cozy waterfront cottage, rustic charm meets modern comforts. Perfect spot to relax & enjoy stunning sunsets on the private dock with hammock. Scenic, tranquil neighborhood situated on the shores of Lake Huron. Wood burning fireplace & baseboard heat. 7-10 minutes to Tobermory, Bruce Peninsula National Park (Grotto), Little Cove, Singing Sands, Flower Pot (by boat). 2 night off-season min 7 night (Fri to Fri) high-season late June to early Sept Max occ 6 (4 adults max 2 kids)

Log Cabin on the Lake Bed and Breakfast

Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

The Islandview

Welcome to The Islandview! Located on the sandy shores of Lake Couchiching, this gorgeous 4 season, 2-story open concept cottage is the perfect getaway. Escape to the private sun filled deck or dock on the water. Entertain in the open concept kitchen, two large living areas, or outdoors around the fire. During the day, enjoy watching the kids swim on the beach and at night take in the breathtaking sunsets. 5min to Washago & 10min to Casino Rama. Fully equipped with everything you need!

Cottage on the Muskoka River

The cottage has a nice private setting as part of a parcel of land which is almost 20 acres along the Muskoka River, close to 3 waterfalls and on the Trans Canada Trail. You’ll love our place because of the access to many trails for hiking, yet only a few minutes to downtown Bracebridge and central to most Muskoka Attractions. To really enjoy the river location you need to love walking and exploring. The cottage is offered in its pre-renovation state as the pictures indicate.

Waterfront Cottage

Lakefront Quiet, Cozy, Fully insulated Classic Cottage on a quiet, pristine twin lake system (Grass, Loon Lakes) just outside Huntsville in Kearney Ontario. We cater to couples and single families who need to take a break, relax, recharge, or just get away! Fully equipped, with recently renovated bathroom. High speed (Starlink) internet, Netflix, Crave, etc., BBQ, coffee maker, microwave, fire pit, firewood. Everything you need! Hikers welcome.