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.

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.

Way Way Back 3 BR Waterfront Cottage-Private Dock

Booking 2025! Cozy waterfront cottage, rustic charm meets modern comforts. Perfect spot to relax & enjoy stunning sunsets on the private dock with hammock. Scenic, tranquil neighborhood situated on the shores of Lake Huron. Wood burning fireplace & baseboard heat. 7-10 minutes to Tobermory, Bruce Peninsula National Park (Grotto), Little Cove, Singing Sands, Flower Pot (by boat). 2 night off-season min 7 night (Fri to Fri) high-season late June to early Sept Max occ 6 (4 adults max 2 kids)

Casolena - Peaceful Lakehouse with Panoramic Views

If you’re looking for peaceful moments and meaningful connection in a retreat that feels worlds away, you’ll find it here at Casolena. ⭐ Immersive panoramic views, sunrise to sunset ⭐ Unique architecture, filled with natural light ⭐ Direct water access, peaceful private setting ⭐ Family-owned and personally managed with care ⭐ Thoughtfully prepared for cozy, home-like comfort License #STA-2025-152 | Occupancy limit: ● For family: 8 guests ● For friends/individuals: 6 guests

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.

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.

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.

Mikinaak Cottage

Welcome to the Mikinaak Cottage! We are a two-bedroom, family & dog friendly cottage in the heart of Tobermory. Conveniently located within walking distance to restaurants, tour boats, grocery store, and shops. We are located across the street from the entrance of the parks Canada museum and the start of the Bruce Trail. The Grotto is also 10 km away. Enjoy the hiking trails in beautiful Tobermory by day and relax by the outdoor firepit at night!