Family-friendly holiday 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 green-grey one-story apartment is visible, featuring a private entrance and wooden steps. Large windows allow natural light to illuminate the space, while fallen leaves frame the walkway. A small shrub is positioned beside the entrance, enhancing the inviting appearance.
Flat in Owen Sound
4.97 out of 5 average rating, 104 reviews

Private with Self Check-in Bright & Modern Comfort

License: STR2025-9250261010 Welcome to our bright and clean one-bedroom suite ideal for singles, couples, or small families. Walking distance to the Bruce Trail, a short drive to parks, beaches, and lakes; and a good home base to explore the Bruce Peninsula and Tobermory. A comfortable queen size bed in the bedroom with a selection of bedding and pillows. Fully equipped kitchen, modern bathroom, full suite of TV streaming with high-speed internet. Residential area on the west side of town.

Top guest favourite
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
4.99 out of 5 average rating, 201 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.

Top guest favourite
Cabin in Tobermory
4.95 out of 5 average rating, 220 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.

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, 234 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
A cottage elevated on a wooden deck is surrounded by tall trees under a starry night sky. Warm light spills from the windows, creating a cozy ambiance. A staircase leads up to the entrance, while a pathway and gathering area with seating are visible in the foreground.
Cottage in Tobermory
5 out of 5 average rating, 113 reviews

Blue Feather Lake House - Tobermory

Welcome to Blue Feather Lake House. On our first day here we found a blue jay feather under the trees and “Blue Feather” was born. We are located on Larry’s Lake in Dorcas Bay on the Lake Huron side of the peninsula. This means beautiful sunsets, a family friendly lake, peace and tranquility. We are a short drive from Johnson’s Harbour, Singing Sands beach and Bruce Peninsula National Park and 20 min to downtown Tobermory. We hope you enjoy our space and the area as much as we do!

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, 324 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.

Guest favourite
The exterior showcases a cozy bungalow with a stone and wood façade, surrounded by a well-maintained gravel area. A picnic table and several Adirondack chairs face the water, providing scenic views of the bay. Lush greenery enhances the tranquil atmosphere.
Cottage in Tobermory
4.87 out of 5 average rating, 202 reviews

Snail Court - Waterfront, Quiet

Snail Court is a tranquil retreat where you can unwind at a leisurely pace, listening to the gentle waves lapping at the shore and the birds singing in the trees. This space is designed for families to set aside their busy lives and embrace simplicity. Please review the simple and explicit cleaning requirements listed further down the page, which must be agreed upon. We are licensed by the municipality - #2024-127 - five people max with no more than four 12+ years of age.

Guest favourite
The cabin's exterior features a rustic design with log siding and a bright red door. A charming sign reading 'Goose Creek' is displayed above the entrance. Two red chairs and a small white side table are positioned on the wooden deck, surrounded by greenery.
Home in Tobermory
4.85 out of 5 average rating, 121 reviews

Goose Creek Log Cabin

Welcome to Goose Creek Cabin! Come and enjoy a cabin experience at Goose Creek Cabin, a perfect mix of rustic and modern. Newly renovated, this cozy retreat is ideal for 4 guests. Nestled on a private, wooded lot, it offers tranquillity after exploring Tobermory. Conveniently, it's just a short walk to downtown Tobermory and the head of the Bruce Trail. Please bring all required bedding and towels for your stay. Managed by Vibe Getaways - @tobermoryvibes

Superhost
A wooden dock extends over calm waters, bordered by trees. Four classic Adirondack chairs are positioned invitingly along the edge, offering a serene spot to enjoy the waterfront view. The soft natural colors of the surroundings enhance the peaceful ambiance.
Cottage in Tobermory
4.83 out of 5 average rating, 109 reviews

Stella by Starlight

Book Now!! Relax with the whole family at this peaceful place to stay. Centrally located close to the town of Tobermory. Less than a 5 minute drive into town! Peaceful and calm waterfront, opening up to Lake Huron. **Long term rentals are welcome! Please inquire for monthly pricing details. *Books 7 night min in July/Aug Friday to Friday *3 night min other months Restrictions: *Comforters, Bedding, Linens, dish cloths and towels are NOT provided

Top guest favourite
Tiny home in Wiarton
4.98 out of 5 average rating, 101 reviews

The Tiny House Experience

A unique experience awaits you in our cozy tiny house set back in the cedars. The lake is just steps from your front door where you can sit on the dock or canoe and kayak on the quiet inland lake. It is rustic tiny living, yet equipped with enough modern amenities to make your stay an enjoyable one. We welcome guests to bring friendly dogs and we expect that our guests will welcome the attention you will get from our dogs as well.

Guest favourite
The cottage features a welcoming exterior with green siding and a front porch. A propane BBQ is positioned on the deck, surrounded by lush greenery and tall trees. The entrance is marked by a white door and window, allowing natural light to illuminate the interior.
Cottage in Tobermory
4.87 out of 5 average rating, 199 reviews

Harbour Rox Cottage- In the Village of Tobermory

Great location one street from Little Tub Harbour 2 adults only Walking distance to the best Tobermory has to offer: Boat tours Restaurants, pubs Grocery store, laundry Hiking Bruce trail Swimming, snorkeling, diving in Georgian Bay Tourist information Public baseball field Driving: Cyprus National Park (15 min) Singing Sands Beach (15 min) Professionally managed by Vibe Getaways Inc. @tobermoryvibes STA #: NBP - 2021- 605

Guest favourite
A bright living area features a spacious sectional sofa adorned with textured cushions and a soft throw. Sunlight filters through large windows, revealing views of the surrounding forest. A comfortable armchair sits nearby, complemented by a small side table and a stylish light fixture.
Home in Tobermory
4.89 out of 5 average rating, 115 reviews

Evenstar - Luxury in Nature

Quiet, peaceful, no neighbours in sight. 💕 Immerse yourself in two acres of untouched natural beauty, showcasing the unique ecosystems of the Northern Bruce Peninsula. With forest, alvar, and watercourse, this retreat is a haven for nature enthusiasts. 5 min walk to Lake Huron & Johnson's Harbour waterfronts. Central drive to Singing Sands, Grotto, Tobermory & Lions Head.

Popular amenities for Tobermory family-friendly rentals

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Avg. price$233 SGD$255 SGD$262 SGD$230 SGD$269 SGD$320 SGD$396 SGD$410 SGD$273 SGD$224 SGD$239 SGD$250 SGD
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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 $126 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,020 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 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

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