Family-friendly vacation rentals in Lion's Head

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Top-rated family-friendly rentals in Lion's Head

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

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Superhost

The exterior of the house is showcased, featuring a light blue siding and a welcoming front porch with large windows. A nearby car is parked, and two trees provide shade, enhancing the home's inviting appearance along the street.

Home in Meaford

4.76 out of 5 average rating, 429 reviews

Serenity by Georgian Bay, 4 Season, escape!

This charming, cozy house offers serenity edge of town, by Georgian Bay! Suitable for couples, families and small groups. Across the street from the Bay. Comes with kayak, SUP and lawn games! Close to many Bruce Trails, Scenic Caves trails, or Georgian Trail, and golf. After a busy day exploring or playing, retreat to Meaford and either whip up something delicious in our fully equipped kitchen and dine in with a view of the bay, or walk down Sykes 5 min to one of Meaford's excellent restaurants.

Guest favorite

A sandy beach area features a circle of wooden and metal chairs surrounding a fire pit, with additional seating available. The calm water stretches to the horizon, where a soft sunset glow illuminates the sky and reflects on the surface. Tree-lined shores are visible in the background.

Guest suite in Lion's Head

4.93 out of 5 average rating, 119 reviews

Beachfront private duplex near Grotto & Tobermory

Duplex unit in large private cottage. Hi speed Internet, heat pump air conditioning in summer. 35 minute drive to world class National Park/Grotto, Flower Pot Island and Tobermory. 15 minute drive to Greig's Caves, Lions Head, Bruce Trail/Niagara Biosphere Reserve. Eat in kitchen, picnic table. Two large queen bedrooms with bed linens. Tv room with single bed/small couch. Private deck, lawn and gardens, chairs. Beachfront water sports, deck, chairs, umbrella, fire pit. Kayaks, paddle board.

Guest favorite

A wooden deck features two lounge chairs facing the clear blue water of Warner Bay. Surrounding greenery offers a natural frame, enhancing the peaceful outdoor setting. The calm water reflects the blue sky, creating a serene environment for relaxation.

Cottage in Tobermory

4.94 out of 5 average rating, 127 reviews

Elsa’s Waterfront | Rustic Lakefront Cottage

Unplug and unwind at Elsa’s Waterfront, a rustic 3-bedroom cottage nestled on the peaceful shores of Warner Bay, Lake Huron. Located in the heart of the Bruce Peninsula, this cozy retreat is perfect for families, couples, or solo travelers seeking a quiet escape into nature. Surrounded by forest and steps from the water, it’s the ideal base for swimming, stargazing, or relaxing by the fire. Whether here for adventure or peace, Elsa’s Waterfront connects you to the natural beauty of the Bruce.

Guest favorite

A cozy master bedroom is presented with a spacious bed, featuring a decorative pillow that reads 'Welcome to the Beach.' Large sliding glass doors allow natural light to stream in, revealing serene views of Lake Huron and a sunset visible beyond the grassy yard.

Cabin in Oliphant

4.86 out of 5 average rating, 121 reviews

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.

Guest favorite

A serene waterfront pier is visible, featuring two dark wooden adirondack chairs positioned towards the sunset. The calm water reflects warm orange and yellow hues, creating a peaceful ambiance. The silhouette of trees can be seen lining the far shore under a clear sky.

Cottage in Miller Lake

4.93 out of 5 average rating, 109 reviews

Lake Front Cottage with Private Sandy Beach

This spacious waterfront cottage is privately nestled among cedar and birch trees. The extra large front lawn expands to a beautiful waterfront with your own sandy beach and 100 foot pier! This cottage features vaulted pine ceilings, hard wood & slate flooring. Sit on the large deck and watch the sun rise as you relax and take in an amazing 180-degree view of Pine Tree Harbour and Lake Huron. The walkout basement includes a third bedroom, sauna, washroom, recreation room, wet bar and laundry.

Top guest favorite

A cozy cottage exterior features a gray siding with a welcoming front deck. Sunlight reflects off large windows, offering views of the surrounding landscape. The property is accented by a landscaped area with stones and plants, emphasizing a well-maintained appearance.

Cottage in Lion's Head

4.94 out of 5 average rating, 160 reviews

Trails End Family Friendly Beach House

Inviting couples and families looking for a relaxing vacation, enjoying beach days, scenic hikes, and stargazing nights. This 3-bedroom beach house is just one street from the sandy beach and playground. Sip your morning coffee on the deck, BBQ in the evenings, and end your day roasting marshmallows at the backyard fire pit under magical dark skies. Hike to the famous lookout. Walk to shops, restaurants, and groceries in minutes. Perfect location for daytripping around the Bruce Peninsula. ✨

Top guest favorite

A serene view of Georgian Bay is captured at sunset, with vibrant hues reflected in the water. The foreground features trees, framing the water's edge, while a boat is docked in the harbor, indicating a peaceful coastal setting.

Home in Tobermory

4.98 out of 5 average rating, 183 reviews

Westwater Guest Suite (Waterview Private Unit)

Sit on your private water view deck enjoying the beautiful view of the Georgian Bay. Wake up to the beautiful morning sunrise while sipping on a cup of coffee, or enjoy the stunning sunsets while sipping on a glass of wine. During the day you are just steps away from the picturesque downtown, shopping, restaurants, bars, tours, and world class scenery are just steps away. Or take a short drive to Bruce Peninsula National Park (Grotto), Singing Sands or take a tour boat to Flowerpot Island.

Superhost

The exterior of the house features a spacious wooden deck with outdoor seating. A second-story balcony is visible, framed by large windows that allow natural light. Surrounding the property are grassy areas and gravel pathways, leading to outdoor recreational equipment.

Home in Miller Lake

4.83 out of 5 average rating, 342 reviews

5 Bedroom Bruce Retreat (license # NBP-2022-50

Fully licensed Short term rental. This is a quiet area intended for families. Built in 2011 - boasts 2750 square feet with 5 large bedrooms and 2 full bathrooms, 3 flat screen TV's, complete with an open area loft for entertaining. Large loft complete with 2 large sofas, propane fireplace, ping pong and Foosball tables. Large full kitchen and dining area. 20 minutes to Tobermory and 15 mins to Lions Head. Small community natural water access and public boat launch less than 5 mins walk

Guest favorite

A wooden dock extends into clear waters, featuring four Adirondack chairs in varying colors positioned at its end. The calm, blue lake reflects the sky, with trees lining the distant shore, creating a serene and inviting space for relaxation.

Cottage in Tobermory

4.96 out of 5 average rating, 213 reviews

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)

Superhost

The charming exterior of the home features a welcoming red door framed by a lush garden filled with colorful flowers and greenery. Two distinct sections of the building showcase traditional architecture, blending seamlessly with the vibrant natural surroundings.

Apartment in Lion's Head

4.9 out of 5 average rating, 230 reviews

Lion's Head Bahay

This 2-bedroom apartment above an old Ontario farmhouse sits on a half-acre lot with award winning gardens. It has a separate entrance providing a private getaway. It is a great place for staycation, or as a work-from-home alternative, or for families. It is situated in downtown Lion's Head, steps from everything: stores, shops, restaurants, pub, LCBO, beach, marina, children's park, and Bruce trails. NEW in 2024: air-conditioning.

Guest favorite

A serene view of Lake Huron reflects the vibrant colors of the sunset, with clouds casting gentle shadows across the water's surface. The tranquil scene is enhanced by soft light rays breaking through the clouds, creating a peaceful atmosphere.

Cottage in Tobermory

4.91 out of 5 average rating, 148 reviews

CANAM Resorts - Lake House - STA-2025-3

Thank you for your Interest in CANAM LAKE HOUSE! Our Short Term Rent (STR) license for 2025 year - STA-2025-3 Peaceful 1700 square foot, 2 floors, 2 bedrooms cottage (+extra Rock room with bed feels like in Bunkie) located on the shores of Lake Huron at Dorcas Bay, nestled among the cedars on a beautiful, natural lot. This is the perfect place for your family and friends to enjoy nature and relax together!

Guest favorite

A log cabin interior is showcased, featuring warm wooden walls and a cozy seating area. A fireplace is centrally positioned, with a small table nearby. A television is visible, and large windows allow natural light to flood the space, while a loft area is seen above.

Cabin in Owen Sound

4.88 out of 5 average rating, 322 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.