Family-friendly vacation rentals in Parry Sound

☀ Private Waterfront LogStyle Cottage w/ Lakeview!

Complete Privacy and Serenity Within 2-Hour Drive From The Greater Toronto Area (GTA). This One-of-a-Kind Dog Friendly Cottage Amasses Private Shoreline Direct Access to The Lake With A Sandy Beach & Open Lake View From The House! Great outdoor space perfect to explore & play! Smart TV (FireTV), wireless internet (Wi-Fi), children friendly, books & table games, coffee & tea, fully equipped kitchen with appliances, dishwares & utenstils. Outdoor - Canoe, BBQ grill, Outdoor tables & chairs, etc.

European A-Frame on 6 Private Acres with Sauna

Nestled on 6 private acres the a-frame is perfect for nature enthusiasts, couples, and friends seeking a weekend retreat. The Estonian-designed cottage blends luxury with rustic charm, featuring 3 bedrooms, 2 bathrooms and a fully equipped kitchen. Unwind in the barrel sauna or gather around the fire pit under the stars. Discover a small public beach, boat launch and dock within walking distance. Explore local distilleries, breweries, and shops or adventure into nature for countless activities.

Discover beautiful Parry Sound

ALL AIRBNB FEES are now included in the base price. Beautifully renovated, cozy, spacious 3 bedroom apartment in downtown Parry Sound with views of historic Trestle Bridge. Steps to shops, waterfront trail, restaurants, the new Trestle Brewery and Pub, and Legend Distillery. It's walking distance to the hospital. Snowmobile trails on doorstep. Private parking for two, vehicles. The apartment is located on the second floor of our duplex. Parry Sound is located in a UNESCO Biosphere reserve.

Lazy Lakehouse on Lake Manitouwabing-2 bdrm+Bunkie

Welcome to the Lazy Lakehouse! The perfect getaway from the hustle & bustle of the city. OFSC trails access from the driveway. A 10 min. Drive by car or boat to the award-winning championship Ridge at Manitou Golf Course, with a full-service restaurant. A 15 min. drive from Parry Sound, gateway to the 30,000 islands. This area boasts beautiful hiking trails, beaches, parks, restaurants, & markets. Perfect cozy cottage for families and adventurers looking for nature & exploring cottage living.

Renovated 3 bedroom home in the heart of the town!

Renovated 3-bedroom home, all on one level (no stairs). Open-concept kitchen and dining area, living room with propane fireplace, and a new bathroom with heated floors. Includes laundry, A/C, parking for up to 6 vehicles, (room for boat, trailer, or RV) Outside, relax in the private fenced gazebo or screened in porch with BBQ. A short walk/drive to Georgian Bay and downtown Parry Sound, with local favorites like the Dent Bay Bakery, Legends Cocktail Bar, and award-winning Maurizio’s Pizzeria!

Crabtree House

This private, cozy one bedroom apartment is suited to two adults. Dogs are welcome but I am sorry, cats are not. Decorated with antiques and charm, it is in a renovated, century home on a quiet, dead end street with a short walk to down town, the dock, the beach and the hospital. Parking for ONE vehicle. We have everything you need to cook meals and there are lots of restaurants to enjoy close by. Walking trails, provincial parks, golf courses and Georgian Bay are all within close reach.

Lakefront Cottage | 22 Private Acres | Hot Tub

Escape to total privacy on 22 acres of Muskoka lakefront—zero visible neighbors. This spacious, open-concept cottage suits families, friends, and couples alike. Soak in the cedar hot tub, paddle out by kayak or canoe, or unwind on the private dock with 450ft of water frontage. Explore wooded trails, gather around 2 fire pits, or play ping pong and foosball. Inside: 2 living areas, 3 TVs, board games, a well-stocked kitchen, a gym area, child-friendly amenities, and fast Starlink internet.

Muskoka Waterfront w/ Hot tub (Silver Linings)

*No extra fees* Come enjoy our designer furnished, newly-built, 4-season, Silver Lining Muskoka Lakehouse. This cottage offers you and your loved ones the perfect getaway with tons to do and memories to make with Insta sunsets over a lake wrapping around the entire property, a sandy beach to dip your toes, hot tub to warm up with friends, fire pit for roasting marshmallows. Other amenities: fully stocked kitchen, treehouse, games, BBQ, 1 acre of privacy, pet bed, well maintained hot tub.

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Bardo Cabins - Pine Cabin

One of Bardo Cabins' two, four-season sister-cabins; Pine Cabin is quietly nestled below a granite outcrop among towering old pines on the beautiful, quiet, fifteen acre Dube Lake. Hike, bike, snowshoe or ski the private two kilometers of trails, dive and sunbathe from your own floating dock or wade at a nearby sandy shore, relax bug-free on the screened-in porch listening to the sounds of Bardo's surrounding ten acres of mixed old growth forest, or venture beyond to nearby amenities.

Private Barn style loft king bed hot tub

Enjoy your own private loft retreat above a charming barn-style garage, thoughtfully equipped for a comfortable and relaxing stay. This cozy little getaway is just a short 3-minute walk or drive to two beautiful lakes with public beaches and boat launches, and only a quick 7-minute drive to Parry Sound for restaurants, shops, and local charm. A 24-hour convenience store and gas station are also nearby, making it the perfect peaceful spot to unwind and explore the area.

Beach, Hot Tub, Firepit, Canoe, Dock, Games Room

🍂 Escape to a serene lakeside retreat this fall. From your private dock, soak in the beauty of golden foliage, crisp autumn air, and peaceful waterfront views. As evening falls, unwind in the hot tub surrounded by fall colours, gather around the fire pit for s’mores and stargazing, or cozy up by the fireplace with a warm drink. ☕🍁 Book your unforgettable fall waterfront getaway and make memories that last! 🏡✨