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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Guest favourite
Home in Meaford
4.87 out of 5 average rating, 527 reviews

Beach House Hideaway by Post Office Motel *HOT TUB

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Superhost
Tiny home in Wiarton
4.88 out of 5 average rating, 100 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

Guest favourite
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, 205 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. Cabin height is 6 ft. Children 3 yrs & older Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Extra person $50/day agreed prior. Centre bed $50 for stay. 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.

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, 188 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.

Top guest favourite
A spacious living area features large floor-to-ceiling windows offering unobstructed views of Lake Huron. Natural light fills the room, highlighting a mix of seating options and decorative elements. Outside, a private deck and dock can be seen, surrounded by trees and garden space.
Cottage in Lion's Head
4.9 out of 5 average rating, 161 reviews

Prime Lakefront Tamarack Island Sta-2024-297

Beachfront property on Lake Huron. Great view of sunrise over the lake as cottage is facing east. At night there are amazing reflections of a full moon over the lake as well. Has a large deck and dock. Beautiful garden. This property is in a prime area on Tamarac Island in Stokes Bay. 1500 square feet with loft and windowed porch. Loft has huge desk and pull out bed if needed. Excellent swimming as on the main bay area with deep and warm waters. Back door camera in tree by parking.

Guest favourite
A charming A-frame cabin is surrounded by tall trees, featuring a triangular roof and wooden siding. The entrance includes a white door with a window above, complemented by a small wooden deck with stone accents.
Cabin in Clarksburg
4.95 out of 5 average rating, 128 reviews

Tiny A-Frame near the Bruce Trail

Find yourself nestled among pines trees just steps from the Bruce Trail! This 100 sq. ft. tiny A-Frame offers cozy comfort with two stackable twin beds that convert into a queen (side-by-side) when desired. Amenities include the essentials: BBQ, drinking and dish water, power box to charge devices and a small light, plus an outhouse with a composting toilet. Centrally located near Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

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, 340 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
A rustic cabin exterior is shown, featuring wooden siding and an inviting porch with two Muskoka chairs. The structure is framed by a gabled roof, and large windows on either side of the door provide a glimpse of the outdoor scenery.
Tiny home in Northern Bruce Peninsula
4.87 out of 5 average rating, 339 reviews

Waterfront Bruce Peninsula Lake Huron Cabin

Queen size bunk sleeps 4. Pillows, but NO BEDDING OR TOWELS. Bring your own pillow cases, sleeping bags or any bedding you will need. Bar fridge, kettle, lamps, table & 4 chairs, a deck with 2 Muskoka chairs, 2 folding lawn chairs, picnic table, fire pit, wifi, fan, and heater. Camp flush toilets a minute walk. No shower, but you can swim in the lake. Bring Drinking Water. Gas barbecue available for a $10 charge to cover usage, propane, and cleaning.

Top 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, 105 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.

Top guest favourite
Tiny home in Wiarton
4.97 out of 5 average rating, 108 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
4.88 out of 5 average rating, 203 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 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
4.9 out of 5 average rating, 167 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!

Popular amenities for Tobermory family-friendly rentals

When is the best time to visit Tobermory?

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Avg. price$270 SGD$258 SGD$232 SGD$234 SGD$274 SGD$325 SGD$402 SGD$416 SGD$277 SGD$227 SGD$243 SGD$254 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 $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,940 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

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