Family-friendly holiday rentals in Tobermory

Lakeside Lounge

Relax with the whole family at this peaceful Lakeside getaway. Enjoy incredible sunset views from the 64 ft elevated deck! The shallow water out front is sure to keep the kids entertained. Plenty of water toys to play with ensures fun for everyone on those hot sunny days and at night you’ll love the built-in fire pit right on the dock! The gourmet kitchen, fireplace and spacious interior are just some of the highlights here. Located just 5 minutes away from the Grotto and Singing Sands Beach!

Fireside Cottage (modern-rustic getaway)

Escape the city to this woodland retreat. On 25 acres of deciduous forest, this modern log cabin has all of the character required for the perfect, cozy, fireside evening inside or out. Enjoy long days of adventure exploring private trails, kayaking on nearby Miller Lake (1.3km away) or take in countless nearby national parks and beaches. Come home to all of the modern amenities and then try relaxing in the secluded, outdoor, summer shower before building a fire to take in the starry night.

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

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.

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.

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.

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

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!

Tobermory Stargazing Retreat

Keep life simple at this peaceful and centrally located cottage. Just 10 minutes from Tobermory, The Grotto, Singing Sands, and Little cove. Family friendly 3 Bedroom and 2 Full bathrooms with a private 25 acre forest to explore and water access to Lake Huron for swimming and sunsets just a quick 15min walk away. Quality time with family and friends is easy here! Winter - 5 Adult and 2 Youth Snowshoes available for guests! STA# NBP-2022-189 6 Adults Maximum + 2 Children

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.

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.

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.