Vacation rentals in Tobermory

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.

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.

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 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

*NEW* Cape Christie - Waterfront Home

Charming 4-bedroom waterfront cottage, offering excellent swimming and kayaking, four sunny decks, waterfront hot tub and proximity to great hiking trails and beaches. Located on a quiet residential road and a short drive away from the town of Tobermory and the famous Grotto. This is the perfect choice for your family vacation! STA Licence: STA-2024-119 NOTE: the cottage is available for week-long bookings only, with check-in on a Sunday and check-out the following Sunday.

Yacht in Tobermory

NEW FOR 2025, the Yacht has Air Conditioning! A vintage private 30 foot Cruiser with a teak & mahogany wood trimmed cabin. Its' docked in Tobermory's BIg Tub Harbour. Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Its private and self contained. 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 area.

Waterfront Bruce Peninsula Lake Huron Cabin

Queen size bunk sleeps 4. Pillows, but NO BEDDING OR TOWELS. Bring your own sleeping bags or bedding. 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 from our camp dock. Bring Drinking Water. Gas barbecue available for a charge. Firewood sold here, for health of our trees, do not bring any into camp.

The Whispering Dune • Kayak + Firepit + Beach

Welcome to a space where design meets stillness and every detail invites you to breathe deeper. Just a 5-minute stroll from Singing Sands Beach, this Scandinavian-style cottage offers light-filled interiors, warm wood, and quiet luxury. Days unfold with kayaking, bike rides, and BBQs; nights bring firelit laughter and cozy moments by the indoor fireplace. Managed with AstroBnB’s signature care - this isn’t just a stay, it’s where memories begin.