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Family-friendly vacation rentals in Tobermory

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Top-rated family-friendly rentals in Tobermory

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

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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

4.77 out of 5 average rating, 425 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.

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, 124 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.

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, 119 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.

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, 107 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 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, 179 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.

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, 337 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

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, 210 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)

Top guest favorite

A charming log cabin is nestled among lush greenery, with a covered porch extending from the front. A stone bridge arches over a serene pond, surrounded by tall grasses and wildflowers, inviting exploration of the natural landscape.

Cabin in Owen Sound

4.96 out of 5 average rating, 255 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

A vintage 30-foot cruiser is docked in serene waters, featuring a tan-colored canopy and a sleek white hull with wood trim. Lush greenery outlines the backdrop, creating a peaceful atmosphere. The boat's spacious deck offers an open space for relaxation, perfect for enjoying the surrounding views.

Boat in Tobermory

4.9 out of 5 average rating, 192 reviews

Yacht in Tobermory

NEW FOR 2025, the Yacht has Air Conditioning! A vintage private 30 foot Cruiser with a teak & mahogany wood trimmed cabin. Its' docked in Tobermory's BIg Tub Harbour. Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Its private and self contained. This accommodation is for the boat at the dock only. It does not include driving the boat or use of the cottage property. The boat is a non smoking area.

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!

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, 321 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.

An aerial view captures a rustic stone house nestled in a lush green landscape. Surrounding trees frame the property, with a curved stone pathway leading to the entrance. The spacious yard allows for various outdoor activities, highlighting the natural beauty of the location.

Home in Hepworth

4.87 out of 5 average rating, 251 reviews

Country Home on the Peninsula & Close to the Beach

Enjoy a country feel while still being close to Sauble Beach. A 5 minute drive to the beach, come back to a beautiful property and rustic home you won't find anywhere else in Bruce County. House can sleep up to 8 people, however price per night is based on a 4 person occupancy, additional $50 each person thereafter.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Tobermory family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An indoor hot tub is surrounded by wooden paneling and large windows that allow sunlight to fill the space. Natural stone accents and a serene greenery image on the wall enhance the calming atmosphere. Two wooden chairs are positioned nearby for relaxation.

Cottage in Kimberley

4.85 out of 5 average rating, 340 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

An inviting living area displays high ceilings with wooden paneling. Comfortable seating arrangements are oriented around a central coffee table. A modern fireplace is situated against a feature wall, and large windows allow natural light to fill the space, enhancing the atmosphere.

Chalet in The Blue Mountains

4.8 out of 5 average rating, 193 reviews

Chalet At Blue - Private chalet with hot tub

The spacious vacation home is set in a grassy area, featuring a combination of wood and beige siding. Large windows allow natural light to fill the interior, and a private balcony extends from the upper level, offering outdoor seating options. A BBQ grill is positioned on the patio.

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 104 reviews

Luxury Vacation Home at Blue Mountain Village

A sandy beach extends towards clear blue waters, gently lapping at the shore. Smooth stones are visible at the water's edge, while distant land can be seen across the bay. The scene is bright and open, with minimal vegetation along the shoreline.

Cottage in Tiny

4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

The exterior of a multi-level condo building is highlighted, featuring a central chimney and triangular rooflines. Wooden balconies provide outdoor space on both levels, with a sign indicating unit number 7 prominently displayed. Clear blue skies add to the inviting atmosphere.

Townhouse in The Blue Mountains

4.88 out of 5 average rating, 180 reviews

Private condo getaway at base of Blue Mountain

A hot tub sits in the foreground, featuring bubbling water. Colorful life jackets hang on a wooden structure nearby. Tall trees frame the background, with a view of the water and a structure visible in the distance under a partly cloudy sky.

Cottage in MacTier

4.91 out of 5 average rating, 107 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

A modern chalet with a multi-level facade is set amidst trees and shrubbery. The entrance features a large, bright door flanked by windows. A porch with a shaded seating area is visible, surrounded by well-maintained landscaping and stone accents.

Chalet in The Blue Mountains

4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

A spacious dining area features a large wooden table with bench seating under an arched ceiling. Large windows allow for natural light, highlighting the rustic stone accents and wooden beams. A cozy seating area is visible in the background, enhancing the inviting feel of the space.

Chalet in The Blue Mountains

4.89 out of 5 average rating, 107 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

Family- and pet-friendly home rentals

A modern living room features high ceilings and abundant natural light from three large windows. Light-colored leather sofas are arranged around a central coffee table on a textured area rug. An open dining area is visible in the background, complemented by stylish window treatments.

Townhouse in The Blue Mountains

4.92 out of 5 average rating, 109 reviews

Exquisite 3-Bed Chalet Steps to Village

Top guest favorite

A serene winter scene captures a snowy landscape framed by tall evergreen trees. A clear blue sky contrasts with the bright white snow covering the ground and adjacent areas. The pathway leads towards a structure partly obscured by the snow-laden trees, suggesting a peaceful retreat.

Guest suite in Orangeville

4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

The image displays a serene view of the Saugeen River, with a sandy shore leading to a wooden dock. Lush greenery surrounds the water, and a distant church steeple is visible beyond the riverbank. Reeds and a fire pit with stones are situated near the dock.

4.9 out of 5 average rating, 165 reviews

Heron's Perch

An aerial view showcases Orchard House surrounded by lush greenery, with trees and shrubs providing a natural backdrop. The spacious yard extends into a clearing, offering ample outdoor space. The house features a warm-toned roof and well-maintained facade, contributing to its inviting presence.

Home in Tobermory

4.63 out of 5 average rating, 187 reviews

Orchard Escape Tobermory

Top guest favorite

A dining area features a wooden table set with a red-striped runner and natural decorations. In the background, the kitchen is visible, showcasing modern appliances and cabinetry. The living space is bright and welcoming, adorned with comfortable seating, including a grey couch and decorative accents.

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 328 reviews

Great kitchen, comfy beds, games, walk 2 village +

A scenic waterfront deck is surrounded by lush greenery, featuring comfortable seating areas with ambient lighting. The glow from lights softly highlights the railing, with the calm waters of Georgian Bay visible in the background under a dusky sky.

Cottage in Tiny

4.85 out of 5 average rating, 87 reviews

Haven at Georgian Bay

A two-story cottage is set beneath a large tree with autumn-colored leaves. The exterior features a mix of large windows and a white railing leading up to an entrance, surrounded by grass and shrubbery.

Cottage in Flesherton

4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

A circular arrangement of red Adirondack chairs is situated on a stone patio by the water's edge. The clear blue waters of Georgian Bay are visible in the background, framed by trees that provide a tranquil setting for relaxation.

Cottage in Meaford

4.9 out of 5 average rating, 90 reviews

"Blue Vue" Georgian Bay Waterfront Cottage

Family-friendly home rentals with a pool

An outdoor pool area is surrounded by a wooden deck, featuring several patio tables with umbrellas. The clear blue pool invites relaxation, while trees and greenery provide a natural backdrop. The building's architectural style includes blue accents and large windows, enhancing the overall aesthetic.

Chalet in The Blue Mountains

4.84 out of 5 average rating, 783 reviews

Blue Mountain / Collingwood Hill Side Condo

Townhouse in The Blue Mountains

4.9 out of 5 average rating, 156 reviews

The Snowbridge Lookout on Monterra Golf Course

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 505 reviews

3BR Sierra Scandi Chic - Closest to Village

Condo in The Blue Mountains

4.95 out of 5 average rating, 870 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

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

Home in Chatsworth

4.89 out of 5 average rating, 146 reviews

Stonehaven - large country retreat, with pool*

Home in Kimberley

4.88 out of 5 average rating, 200 reviews

Heart of Kimberley - with views and a hot tub

A heated outdoor pool features crystal-clear blue water surrounded by a textured stone deck. A hot tub is situated nearby, and a small building with a secured entrance is visible in the background. Poolside seating areas are available along the surrounding fence.

Apartment in The Blue Mountains

4.88 out of 5 average rating, 740 reviews

Brookside Studio at Blue Mountain - King Bed

Quick stats about vacation rentals that are family-friendly in Tobermory

Total rentals
70 properties
Nightly prices starting at
G$16,784 GYD before taxes and fees
Total number of reviews
3.2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi

Destinations to explore