Kid-friendly holiday rentals in Highlands East

Muskoka Waterfront Cottage Retreat.

In the heart of Muskoka,surrounded by nature,beautiful and modern 4+2 Bdr fully renovated 4 season Cottage on crystal clear Muskoka river.Very well landscaped open flat lot with full privacy,sandy beach and short paddle to High Falls Lagoon. Separate 2 Bdr Guest/Entertainment house with seasonal w/c. A/C,Hottub,woodburning Sauna, big deck, screened Gazebo, watercrafts, playground, treehouse, BBQ, smoker, fire pit. Hiking/snowmobile/skiing trails closeby. Close to town/plazas/stores/lcbo.

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

A sun-drenched patio and corner unit, our space is professionally designed and located in the heart of Friday Harbour close to all attractions. Our place features: → Free secured parking for 1 car → Keyless 24HR self check-in → Over 800 ft² of space → Building features hot tub and pool → 2 stylish and separated bedrooms with comfy mattresses → Close to all Resort features - beach, harbour, golf, restaurants Only an hour north of Toronto, and 20 minutes from Barrie. Come and enjoy!

The Lakehouse on Cedarwood

Just 90 minutes from Toronto, escape to this peaceful 4-bedroom lakeside retreat on Chemong Lake, where you can spend your days on the water and unwind with stunning sunset views each evening. The lake features a gentle, sandy entry—perfect for children to splash and play in the warm summer water. For boating enthusiasts, the 50-foot dock offers plenty of space to park your boat, or you can use the provided lift for your Seadoo to explore all that the tri-lakes region has to offer.

Rustic and Spacious Lakefront Oasis in Nature.

Welcome to our lakefront oasis where you will find breathtaking sunsets, endless fun in the water, and tranquility of nature surrounding you! Outside is an oasis with beautiful gardens and landscaping all around, flat space for the kids to play or entertain. At the lakefront you will find generous dock and deck space, clean rock and sand shoreline and endless memories to be made on Beech Lake. This pristine lake offers fishing, boating, swimming and sparkling sunsets.

Belleville Bright & Spacious 4 Bedroom Suite

Welcome to a private and spacious two story house located in a quiet and beautiful neighbourhood. It is a peaceful place to relax and unwind, but also great for those looking for an adventure. It's located 2 minutes from high way 401 and ten minutes from downtown Belleville, where you can explore night life, restaurants and do some shopping. You can also visit local casinos, parks, ski hills, and wineries. Be sure to check out the Tyendinaga Caves only 20 minutes away.

Private Beach & Epic Sunsets (very kid friendly)

Looking for a vacation spot that’s safe, yet fun enough that your kids will actually want to leave you alone?? A scenic setting w/ a hot tub overlooking a private beach w/ breathtaking sunset views off Echo Bay on beautiful Boshkung Lake (Haliburton & Minden - 2 hrs from the GTA). *Family cottage in quiet bay. No large group gatherings or loud music pls* **SUMMER HIGH SEASON (posted May 2nd) - July & Aug are High Season w/ 3-4 nights min stay required**

Lakeside Lodge

Skiers dream. Close to Dagmar and Lakeridge ski resorts. Modern, fully renovated beautiful home/cottage. Make some memories at this unique and family-friendly place. Enjoy kayaking canoeing paddle boarding, fishing, outdoor fires, sunsets. Winter offers icefishing, close to ski hills with a warm fireplace to cozy up to after a day on the slopes.

Spacious family cottage 45 mins from GTA!

A rustic family lake house with modern touches. Comfortable beds, games, hot tub (additional $150 after Labour Day until Victoria day weekend), ice fishing, boating and more. The perfect family getaway. Large enough to comfortably accommodate 2 families.

Family Friendly Waterfront Cottage.

Newly renovated, beautiful south west exposure cottage on a point with amazing sunsets and sun all day! Ideal for children and water sport activities. Swimming, canoeing, kayaks , fishing. This is spring fed lake with very clean water.