Family-friendly holiday rentals in Tobermory

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.

Cottage on 24 Acres: a Nature Lover’s paradise

Calling all nature lovers! Welcome to Lazy Acres, our cozy cottage in the woods, where you can truly relax at our little slice of paradise! Situated on 24 acres of forested land with private trails that wind through the property! Our 4 bedroom plus loft cottage is a great place for families and friends to relax and have fun! Close driving distance to lakes in all directions. Central location for visitors to Tobermory (20 mins), Grotto (15 mins), Miller Lake (5 mins) & Lion’s Head (20 mins).

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!

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.

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

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

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.

Way Way Back 3BR Tobermory Waterfront-Private Dock

Escape to a cozy waterfront cottage near Tobermory on Lake Huron. Enjoy stunning sunsets, a private dock with hammock, wood-burning fireplace, and modern comforts. Minutes from Bruce Peninsula National Park, Flowerpot Island, and local attractions. Sleeps 6 (max 4 adults, 2 kids). Book now for 2026! Off-season 2-night min, high-season 7-night min (Fri-Fri).