Family-friendly holiday rentals in Tobermory

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Top-rated family-friendly rentals in Tobermory

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Top guest favourite
Cottage in Wiarton
4.92 out of 5 average rating, 109 reviews

Sunsets & Lake Views in a Spacious Modern Cottage

Escape to a bright, spacious cottage with stunning sunsets and panoramic views of Colpoy’s Bay just outside Wiarton! Perfect for year-round group getaways featuring: 4 king bedrooms, a queen Murphy bed and 3 full bathrooms including a spa-like master ensuite. Enjoy an open-concept layout with a fully stocked kitchen, two large family rooms with Smart TVs, two expansive patios, and a spacious campfire area. Experience the natural beauty of the Bruce Peninsula while relaxing in comfort and style.

Top guest favourite
The exterior of a two-story cottage is visible against a bright blue sky, positioned near the shoreline of Lake Huron. A red roof complements the gray-blue siding. A flagpole displays a Canadian flag to the right, while a drive leads to an outdoor space surrounded by greenery.
Cottage in Miller Lake
4.95 out of 5 average rating, 107 reviews

Lakefront, sauna, sunsets: Alvar Garden Lakehouse

Waterfront cottage located halfway between Tobermory and Lion’s Head, on the shores of Lake Huron. Enjoy a spacious lakefront retreat with shallow, warm waters and spectacular sunsets. This cottage is the perfect gateway for hiking, kayaking, sightseeing, fireside evenings, stargazing, and year-round relaxation — including rejuvenating time in the outdoor sauna. Bruce Peninsula at its best, with major attractions within a 30-minute drive. The perfect base for adventure, water, and sunsets.

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, 182 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
An aerial view captures the spacious black cottage surrounded by lush trees. A large deck is adorned with several red outdoor chairs, providing a welcoming space for relaxation. The private setting emphasizes the natural surroundings of the property.
Cottage in Tobermory
4.99 out of 5 average rating, 109 reviews

Fairwinds Lake House

Fairwinds Lake House is a waterfront luxury cottage built in 2020. With its private water access, large deck and amazing sunset views it is the perfect location for your family vacation. Fairwinds looks out on Lake Huron and is a 10 min. drive to Tobermory. ***Guest limit is 10. Max. 8 adults(age 13+) plus 2 guests under age 12 according to local STA Licensing of North Bruce Check-in is 4pm, check-out is 11am NO PETS. NO SMOKING. July/Aug. min. 4 night. Aug30-June28 min. 2 night min.

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, 193 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, 224 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, 236 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 peaceful outdoor area is showcased, featuring a hot tub and a cedar barrel sauna set among tall trees. The patio is furnished with stylish black wire chairs, creating an inviting space for relaxation.
Cottage in Northern Bruce Peninsula
4.95 out of 5 average rating, 225 reviews

Glamping Cabin Nature Retreat

License #STA-2024-59 4PPL MAXIMUM. Best suited for Families and Couples. Quiet Neighbourhood- no parties/loud noise This cute &cozy “glamping” cottage is located in beautiful Miller Lake and within walking distance to Lake Huron access. Sleeping 4 people this small space comes with all the comforts needed for an amazing, quiet and cozy holiday! Unwind and decompress from the stresses of busy lives with the sounds of nature and the simpler joys of life at this “unplugged” cottagdu

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, 331 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
Cottage in Mar
4.94 out of 5 average rating, 112 reviews

Waterfront Lakehouse | + EV Charger | AC |

Escape to Whiskey Harbour Lakehouse—your dream waterfront retreat on the Bruce Peninsula. This luxurious timber-frame cottage on Lake Huron blends rustic charm with modern comforts: vaulted ceilings, a stunning Muskoka room, lakefront views, and space for couples, families and nature lovers. Explore turquoise waters, star-filled skies and cozy up fireside after a day of adventure. Ideal for romantic getaways, family escapes and unplugged stays in every season.

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
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

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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 £66 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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