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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Top guest favourite
The exterior of a charming tiny house is showcased, featuring a rustic wooden design and a welcoming deck. Large windows allow for ample natural light, while a pergola extends over part of the deck, creating a shaded area for outdoor relaxation amidst a lush, green landscape.
Tiny homes in Kimberley
4.98 out of 5 average rating, 167 reviews

Hand-Crafted Cabin in Stunning Beaver Valley

Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

Top guest favourite
An outdoor area showcases a covered hot tub surrounded by wooden lattice. Soft lighting highlights the structure, creating a cozy ambiance. Adjacent is a newly constructed outdoor shower house made of wood, designed for privacy and comfort.
Tiny homes in Williamsford
4.95 out of 5 average rating, 240 reviews

Tiny Home Camping for 2 with Hot Tub & Outhouse

Experience a unique winter camping retreat for two in our wood-stove-heated tiny home. Complete with an outdoor shower, outhouse, covered hot tub, and a propane BBQ for cooking. The campfire pit and picnic table sitting area are open all year. This holiday rental setup is designed for couples and located on our working hobby farm right off a main highway. * Please note, the outdoor shower and bar closes seasonally due to freezing temperatures with no alternative available. Reopens May 2026.

Top guest favourite
The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.
Yurt in Meaford
4.99 out of 5 average rating, 164 reviews

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Superhost
A bright living area features a gray sofa, two accent chairs in blue, and a wooden coffee table. A retro red refrigerator is positioned in the kitchen space, accompanied by white cabinetry and a modern stove. Natural light enhances the welcoming atmosphere.
Cabin in Southampton
4.79 out of 5 average rating, 146 reviews

Cabin Suite #5 at Driftwood Haus

Pet Friendly! Listen to the waves steps away! All newly renovated with brand new beds and furnishings. Enjoy the freedom. With the second best sunsets in the world according to National Geographic, Southampton is a community on the shores of Lake Huron in Bruce County, Ontario, Canada and close to Port Elgin. It is located at the mouth of the Saugeen River next to the Saugeen Ojibway Nation Territory. We have the most beautiful public beach in Ontario, a natural harbour and 3 lighthouses!

Top guest favourite
A charming barn conversion is pictured, with a unique stone exterior and a distinct blue and gray metal roof. A welcoming entrance is highlighted by a red door and a covered porch. The surrounding yard is adorned with greenery and autumn leaves.
Barn in Lion's Head
4.95 out of 5 average rating, 179 reviews

The Stone Barn @ Lion's Head

Explore winter on The Bruce Peninsula! Discover our charming 1920s barn conversion, nestled in the heart of the Bruce Peninsula. This cozy retreat accommodates up to 5 guests in 3 spacious bedrooms. Unwind in the inviting living room, prepare meals in the fully-equipped kitchen, and gather around the outdoor fire pit. Explore nearby attractions, including Georgian Bay, Bruce Trail, Lion's Head, Tobermory, and Bruce Peninsula National Park. Book now for a memorable stay! Permit #STA-2024-248

Top guest favourite
Cabin in Tobermory
4.95 out of 5 average rating, 205 reviews

Luxury Tobermory Retreat: Modern Home + Hot Tub

Welcome to Cedarwood, a wellness oasis. Retreat to a Greg Williamson designed 3-bed, 3-bath sanctuary on 2 private acres, minutes from Tobermory. This architectural gem boasts a hot tub, sauna, and serene views, framed by majestic cedars. Enjoy modern comforts: high-speed internet, Tesla charger, and eco-friendly solar power. Experience wellness with our cedar sauna, expansive decks, and the ambient double-sided wood fireplace. Perfect for discerning travellers seeking luxury and privacy.

Guest favourite
An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.
Tiny homes in Meaford
4.85 out of 5 average rating, 397 reviews

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Top guest favourite
An open deck features comfortable seating arrangements with white frames and blue cushions, overlooking the tranquil waters. A round wooden dining table sits adjacent to the lounge area, with views of the natural landscape and distant islands enhancing the outdoor space.
Cottage in Tobermory
5 out of 5 average rating, 232 reviews

Luxury Waterfront Cottage in Tobermory

Welcome to Tobermory Shores, the perfect waterfront destination for families and mature older adults seeking peace and relaxation while exploring the majestic Northern Bruce Peninsula. Located at the tip of the Bruce Peninsula along the Niagara Escarpment, Tobermory Shores offers breathtaking views of the crystal clear waters of Georgian Bay and Flowerpot Island and is only a 3-minute drive to downtown Tobermory, 15 minutes to Bruce Peninsula National Park and the world-famous Grotto.

Top guest favourite
Tiny homes in Kimberley
4.99 out of 5 average rating, 138 reviews

Boho Beaver Cabin 1 with saltwater hot tub

So close, yet so far. Only 2 hours north of Toronto, 15 minutes to the base of Blue Mountain. This 108 square foot of "adorable" offers a four-season experience with a communal salt water hot tub. A river runs through it, the majestic Beaver River! This charming, boho inspired tiny cabin for two is nestled on an 80 acre property surrounded by farm fields, wildflowers, and ancient woodlands Check out our social media for more information and photos at: @BohoBeaver

Guest favourite
A traditional Mongolian yurt features a white exterior adorned with blue patterns, supported by wooden poles. Two wooden adirondack chairs sit on a circular stone patio, inviting relaxation in the natural surroundings, with trees visible in the background.
Yurt in Priceville
4.94 out of 5 average rating, 231 reviews

Natural Mongolian Yurt on Biodynamic Farm and Spa

The yurt is located on our 200 acre biodynamic farm in beautiful West Grey. Guest are welcome to walk around the property and enjoy being in nature. A cozy insulated space available all year round. This accommodation is rustic with newly constructed washroom facilities near by. A Farm experience is also available. Snowshoeing or skiing trails are nearby or on the farm. Spa (hot tub and sauna) is available for private booking for 2 people for a $125 extra fee

Top guest favourite
A secluded cordwood cabin is nestled in a snowy forest landscape, surrounded by tall evergreen trees blanketed in white. The cabin features a stone exterior and a distinctive overhanging roof, with a wooden door and two small windows, creating a cozy, rustic presence against the winter scenery.
Cabin in Chatsworth
4.99 out of 5 average rating, 143 reviews

Peaceful cabin-in-the-woods 50 acre private forest

Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

Guest favourite
A charming porch area is depicted, featuring a macramé swing chair hung beside a white door. The door displays textured glass panels and is complemented by a black wall lantern. Warm wooden decking enhances the inviting entrance.
Guest suite in Meaford
4.94 out of 5 average rating, 311 reviews

The Beach Button

Cute as a Button, this cozy home inspired by beach house vibes is nestled in the quaint town of Meaford. This town offers some of the most amazing waterfront to explore! 2 minutes east is a spacious public beach, 2 minutes towards the west is the beautiful Harbor or step out the door and enjoy a 3min walk down to the lake! This property is also located a scenic 25min to the famous Blue Mountain Ski Resort! and Scandinave Spa!

Popular amenities for Tobermory family-friendly rentals

When is the best time to visit Tobermory?

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Avg. price$255 CAD$280 CAD$287 CAD$252 CAD$295 CAD$350 CAD$433 CAD$449 CAD$299 CAD$270 CAD$223 CAD$273 CAD
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Quick stats about vacation rentals that are family-friendly in Tobermory

  • Total vacation rentals

    Explore 70 vacation rentals in Tobermory

  • Nightly prices starting at

    Tobermory vacation rentals start at $138 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,850 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Tobermory vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Tobermory rentals

  • 4.7 Average rating

    Tobermory stays receive an average rating of 4.7 out of 5 from guests

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