Family-friendly vacation rentals in Lake Simcoe

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Top-rated family-friendly rentals in Lake Simcoe

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

Guesthouse in Orangeville

4.95 out of 5 average rating, 353 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Guest favorite

An open-concept living space features modern furnishings and sleek cabinetry. A spacious grey sofa and an accent chair are set around a coffee table. The kitchen area includes stainless steel appliances and a breakfast bar with four stools, creating a warm and functional atmosphere.

Condo in Innisfil

4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

This Black Cherry model condo is the most sought after layout at Friday harbour, featuring a spacious-well-designed kitchen, living room and balcony area with two bedrooms and two bathrooms ideal for families, couples, or solo travellers. Enjoy comfortable sleeping with a king bed in the master bedroom also featuring an ensuite bath and walking closet, and a Queen bed in the second bedroom. Enjoy a view of the beautiful landscaped courtyard out to the marina, while lounging or eating outside.

Top guest favorite

The exterior of the house is showcased with a large, angled roof and expansive glass windows reflecting the evening light. A spacious deck presents colorful chairs in pink and yellow, surrounded by sandy beach and foliage, enhancing the inviting outdoor space.

Apartment in Wasaga Beach

4.95 out of 5 average rating, 393 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Top guest favorite

A fire pit with flames is situated near the water's edge, surrounded by smooth stones. An Adirondack chair is positioned to face the lake, offering a view of the serene water and a colorful sunset in the background.

Guest suite in Port Perry

4.87 out of 5 average rating, 198 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Superhost

A peaceful shoreline is presented, featuring a smooth pebble beach and calm water. A wooden boardwalk extends alongside, with benches placed for relaxation. Lush green trees provide shade in the background, and a few distant boats are visible on the tranquil lake.

Condo in Innisfil

4.85 out of 5 average rating, 112 reviews

2 Bedroom Condo at Friday Harbour Resort

Luxury 2 bedroom 2 bathroom condo at the gorgeous Friday Harbour Resort on Lake Simcoe. Fully furnished and includes everything you need for a comfortable stay, including fully equipped kitchen, linens, bedding, towels, shampoo and conditioner, laundry, toilet paper, utensils, pots and pans, dishes, etc. Quiet building on the 2nd floor with a main view of the terrace gardens and slight view of the marina. Please visit the Friday Harbour website for information about the resort and amenities.

Top guest favorite

The exterior of a custom-built log cabin is framed by trees under a clear blue sky. A spacious porch features two Adirondack chairs and a fire pit, providing a welcoming outdoor space. Natural stone accents enhance the cabin's rustic charm.

Chalet in Gravenhurst

4.94 out of 5 average rating, 233 reviews

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.

Guest favorite

A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.

Condo in Innisfil

4.93 out of 5 average rating, 208 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Superhost

A spacious outdoor area features a picnic table and fire pit, surrounded by lush green grass and trees. The serene view extends to the canal, with glimpses of nearby cottages, creating a peaceful setting ideal for outdoor relaxation.

Cabin in Severn Bridge

4.76 out of 5 average rating, 173 reviews

Moon River Place Unit 4A

A modest riverfront cottage with a full kitchen and bathroom, three bedrooms that sleeps six; 2 double and a bunk. 20 mins from Orillia, and 30 mins from Gravenhurst. Situated on a lively canal connecting Sparrow lake and lake Couchiching with private access. Perfect for families or small groups looking to enjoy some time away from the noise of the city. Please read the listing details, if you miss important information, please do not make a complaint about it later.

Top guest favorite

A scenic view of a waterfront property, featuring a dock with a kayak resting on it. Lush greenery surrounds the home, with a deck partially shaded by trees and decorative elements. This tranquil setting highlights the proximity to the calm river, providing a peaceful outdoor area.

Apartment in Peterborough

4.97 out of 5 average rating, 397 reviews

Riverfront Lodging No cleaning fee !

A place to relax in winter in front of the gas stove with a beautiful view of the Otonabee River. In summer enjoy a swim or a paddle on on the river with one of our two kayaks. The kayaks are available between May 1st & October 1st as long as the river conditions are acceptable. Enjoy supper prepared using the fully equipped kitchen overlooking the river. A park like setting but only 5 minutes to shopping, restaurants, and entertainment in downtown Peterborough.

Superhost

Two kayaks are positioned on a grassy area, showcasing a bright green kayak alongside a vibrant red kayak. Both kayaks are equipped with comfortable seating and feature secure storage hatches. The surrounding grass is lush and well-maintained, reflecting a natural outdoor environment.

Cabin in Washago

4.78 out of 5 average rating, 198 reviews

Golfers' Paradise *Hot Tub and Kayaks

Authentic 3rd generation Canadian cottage (540sqft) just 90 mins north of Toronto. Wood stove, small quiet lake (access 2 min walk) large private lot. HOT TUB, firepit & kayaks. GOLFERS PARADISE! Walk to 9, 27 & mini courses & a great licensed restaurant (live entertainment). Close to Washago, Orillia & Casino. Pet friendly! Easy access to hwy; you will hear some hwy. noise. Free Muskoka Mosquitoes. 1-2pm check-in. Bring sheets, towels, firewood & drinking water.

Superhost

A tranquil waterfront view is captured, showcasing a grassy area leading to the lake. Four black Adirondack chairs are arranged facing the water, under a large tree. A wooden dock extends into the lake, with a ladder visible, inviting reflection and relaxation.

Cottage in Kawartha Lakes

4.78 out of 5 average rating, 102 reviews

Serenity by the Lake: Lake Waterfront Cottage

Welcome to our delightful 3-bedroom 4 season waterfront cottage located on the beautiful Cameron Lake in Fenelon Falls, where endless aquatic adventures await! Nestled in a serene location, this picturesque retreat offers the perfect blend of comfort and natural beauty. With its prime position by the water's edge, it's an idyllic haven for swimming, boating, and fishing enthusiasts alike. Property is located only 1.5 hrs. from the GTA & directly off of HWY 35

Top guest favorite

A quaint red cottage is highlighted alongside a rustic barn, surrounded by a wooden fence. Lush greenery and wildflowers accompany the structure, creating a natural setting. The areas are bathed in warm sunlight, enhancing the serene and secluded atmosphere of the property.

Cottage in Palgrave

4.99 out of 5 average rating, 210 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome