Family-friendly holiday rentals in Tobermory

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 70 holiday rentals in Tobermory

  • Nightly prices starting at

    Tobermory holiday rentals start at $179 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,670 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Tobermory holiday 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

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
A cozy fireside scene features a person seated in an outdoor chair, gazing at the tranquil waterfront illuminated by a rising moon. The area is shaded by trees with autumn leaves, creating a warm and inviting atmosphere for evening relaxation.
Cottage in Miller Lake
4.97 out of 5 average rating, 121 reviews

Gaze from the Cabin-Permit# NBP-2022-642

Relax with the whole family or romantic quiet getaway surrounded by the beauty of the peninsula and Georgian Bay. The Bruce Trail is only 5 minutes away. The view of the turquoise water is spectacular and inspiring sunrises viewed from a private porch make for great mornings. The cabin is filled with warmth and has all the amenities. With 2 bedrooms and a large loft with 2 sofa beds it sleeps a maximum of 6 adults, and 2 children ages 2-12! Come up to Dyers Bay, a beautiful place all year-round.

Indoor spacesKitchenValue

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 home in Kimberley
4.98 out of 5 average rating, 178 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

FamilyKitchenRiver

Guest favourite
Tiny home in Wiarton
4.9 out of 5 average rating, 118 reviews

S08 Nature Heaven at the Farm: Cabin on The Lake

One of a kind unique & unmatched experience Your cabin with two large windows will face a quiet semiprivate lake, enjoying sunsets on the water. On the opposite side, you will relax to the sounds of birds and mesmerized by 150+ feet tall maple trees canopy. Walk and follow the gravel road to see 200+ goats with their babies in the background. On a clear night, you’ll see the Milky Way, a pure magic and fairytale experience. Stay with us for three+ days and recharge. Our reviews say it all

KitchenFamilyHospitality

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
5 out of 5 average rating, 207 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.

FamilyKitchenHiking

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
4.96 out of 5 average rating, 219 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

Indoor spacesKitchenAir conditioning

Top guest favourite
Cabin in Tobermory
4.95 out of 5 average rating, 243 reviews

Luxury Tobermory Retreat: Modern Home and 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.

KitchenFamilyWifi

Guest favourite
A charming cottage is nestled among vibrant autumn trees, showcasing hues of orange, yellow, and green. The cottage features a modest porch and seating area, surrounded by an open lawn that gently slopes toward the foreground, creating a serene and inviting outdoor space.
Cottage in Miller Lake
4.86 out of 5 average rating, 140 reviews

Cozy 1 Bedroom Cottage with Lake View

*Towels and bedsheets are not provided. We apologize in advanced for any inconvenience. * Looking for a neat little escape for your summer vacation close to The Grotto, Tobermory, Lions Head, and great hiking? You'll be right in the middle of all your activities, but in the quietest area for your relaxation. This cute well maintained cottage, with a waterview of Miller Lake is the perfect place to make your memories. Beach and water access just down the street. NBP STA #STA-2024-304

FamilyKitchenLayout

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
4.99 out of 5 average rating, 252 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.

Indoor spacesKitchenDecor

Top guest favourite
A serene view of Little Lake is presented, featuring a calm surface reflecting the evening light. A grassy area is framed by a black fence, while a dog gazes toward the water. A sandy beach and dock are visible along the lake’s edge, surrounded by greenery.
Cabin in Lion's Head
4.93 out of 5 average rating, 313 reviews

Little Lake Lookout: Sauna, Beach, Dock, Dogs!

Escape to Little Lake Lookout! This serene 2-bedroom + loft and 2-bath retreat boasts 170ft of private lakefront on Little Lake. Enjoy stunning views of the Niagara Escarpment and an abundance of nature and wildlife. With all-season amenities and a scenic drive from the GTA and London, this dog-friendly oasis (we're fenced!) is the perfect getaway for making memories. Only 7 minutes from the charming village of Lion's Head. Book now for a truly unique experience! @NorthPawProperties

KitchenFamilyWalkability

Top guest favourite
A spacious waterfront cottage is set against a backdrop of lush greenery and clear blue skies. The structure features multiple large windows, allowing for ample natural light. A rocky shoreline runs along the water's edge, providing a beautiful view of the surrounding nature.
Cottage in Tobermory
4.98 out of 5 average rating, 362 reviews

Tamarack by the Bay - Waterfront Cottage

Location; location; location. Spectacular year round waterfront cottage on Lake Huron 10 minutes from Tobermory. Featured in an article of Trips to Discover. Entire main floor walkout, 9 foot ceilings and 2 decks await your visit. Private access to the water along with supplied kayaks and paddleboard enhance your stay. Large firepit will allow for many hours of evening entertainment. See video tours on You Tube: "Welcome to Tamarack By The Bay" by CL Visuals and Calvin Lu.

KitchenFamilyBreakfast

Guest favourite
A bright living area features a cozy corner seating with natural light filtering through large windows. A simple round coffee table sits centrally on a textured area rug, while a record player is positioned nearby on a cart, enhancing a minimalist aesthetic.
Home in South Bruce Peninsula
4.96 out of 5 average rating, 114 reviews

Pine Villa-Mediterranean Cottage with Hot Tub

Escape to our charming Mediterranean-inspired villa nestled in the serene countryside of Ontario. With minimalist aesthetics, the cottage offers a tranquil retreat for relaxation. Immerse yourself in the natural beauty that surrounds as you unwind on the patio or in the hot tub, or explore the countryside with our complimentary bikes. Inside, enjoy minimalist design, cozy details, and a nostalgic record player—where modern comfort meets rustic charm.

FamilyIndoor spacesCheckout

Top guest favourite
A geodesic dome is nestled among trees, featuring multiple circular windows that invite natural light. A wooden deck leads to the entrance, where a rustic carving is displayed. A dog sits calmly on the deck, enhancing the serene, natural setting.
Dome in Markdale
4.95 out of 5 average rating, 270 reviews

Forest Dome

This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.

Indoor spacesKitchenCondition

Popular amenities for Tobermory family-friendly rentals

Family-friendly home rentals with a pool

Top guest favourite
A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.
Apartment in Blue Mountain Resort Area
4.93 out of 5 average rating, 646 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

FamilyKitchenSleep quality

Top guest favourite
Farm stay in Markdale
4.99 out of 5 average rating, 155 reviews

Experience Country Living at Firefly Ridge

KitchenIndoor spacesValue

Guest favourite
Home in Blue Mountain Resort Area
4.87 out of 5 average rating, 130 reviews

Rivergrass Oasis | Walk to Village & Pool

Indoor spacesKitchenWalkability

Guest favourite
A rustic cabin is nestled among towering trees, featuring a sloped metal roof and wooden door. A table with benches is positioned in front, accompanied by two Muskoka chairs. Gravel pathways lead to the cabin, enhancing its secluded ambiance.
Hut in Owen Sound
4.84 out of 5 average rating, 199 reviews

Harper Cabin

FamilyIndoor spacesPool

Top guest favourite
The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.
Apartment in Blue Mountain Resort Area
4.95 out of 5 average rating, 1,014 reviews

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

KitchenFamilyCheckout

Top guest favourite
A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.
Chalet in Blue Mountain Resort Area
4.97 out of 5 average rating, 341 reviews

Little Blue Spruce (Pool & Free Village Shuttle)

FamilyKitchenBack garden

Top guest favourite
A cozy living area is presented with two sofas and a fabric armchair, arranged around a wooden coffee table. A gas fireplace sits beneath a wall-mounted television. Large windows allow natural light, offering views of the surrounding landscape.
Apartment in Blue Mountain Resort Area
4.93 out of 5 average rating, 307 reviews

The Blue Mountain's Dream Escape | Pool | Hot Tub

KitchenFamilyBiking

Top guest favourite
A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.
Cottage in Tiny
4.96 out of 5 average rating, 170 reviews

Ultimate Georgian Bay Vacation Getaway

KitchenIndoor spacesOutdoor spaces

When is the best time to visit Tobermory?

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Avg. price$269 SGD$257 SGD$232 SGD$241 SGD$279 SGD$298 SGD$401 SGD$415 SGD$276 SGD$226 SGD$242 SGD$253 SGD
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