Cottage vacation rentals in Tobermory

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Top-rated cottage rentals in Tobermory

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Guest favorite

A serene outdoor area features a patio with comfortable seating and a red umbrella providing shade. A small table is set with refreshments, and smooth stones line the shore of Georgian Bay. Lush greenery and tranquil water create a restful atmosphere.

Cottage in Meaford

4.93 out of 5 average rating, 170 reviews

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favorite

Cottage in Miller Lake

4.94 out of 5 average rating, 102 reviews

Lake Front Cottage with Private Sandy Beach

This spacious waterfront cottage is privately nestled among cedar and birch trees. The extra large front lawn expands to a beautiful waterfront with your own sandy beach and 100 foot pier! This cottage features vaulted pine ceilings, hard wood & slate flooring. Sit on the large deck and watch the sun rise as you relax and take in an amazing 180-degree view of Pine Tree Harbour and Lake Huron. The walkout basement includes a third bedroom, sauna, washroom, recreation room, wet bar and laundry.

Superhost

The cottage, designed in a farmhouse style, is nestled among lush greenery, surrounded by towering trees. The sloped roof and spacious deck can be seen from above, while a gravel pathway provides access to the retreat. The serene atmosphere is enhanced by the natural landscape.

Cottage in Tobermory

4.87 out of 5 average rating, 114 reviews

7BR near Tobermory w/Golf Sim, Game Room & Hot Tub

Escape to a world of peace and tranquility at our private and secluded farmhouse-style cottage located in Wiarton. Surrounded by lush trees, this cottage offers the perfect retreat for families or friends. It's the ideal place for making memories. Great entertainment space, hot tub, NEW GOLF SIMULATOR and a cozy fireplace to gather around. On warm nights, relax on the large patio deck and gaze at the stars. This is a place you won't forget and will want to return to again and again.

Guest favorite

Cottage in Tobermory

4.88 out of 5 average rating, 128 reviews

Whispering Cedars

Our cottage is located on Larry's Lake in Dorcas Bay. The cottage is quiet, private, on a shallow inland lake with dock. Relax in the evening by the fire pit and enjoy the beautiful sunsets from our westerly view. The Bruce Peninsula is renown for it's unique orchids and 1000 year old dwarf cedars. We hope that you enjoy our cottage's beautiful surroundings. You are located 15 minutes from downtown Tobermory and all amenities as well as minutes from entrance to both National Parks.

Guest favorite

A white lighthouse stands on a rocky pier, overlooking clear turquoise waters. The sky is partly cloudy, and the shoreline extends into the distance, framed by trees. A picnic table is positioned beside the lighthouse, providing a scenic spot for relaxation.

Cottage in Lion's Head

4.91 out of 5 average rating, 146 reviews

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs. Available for full weeks, Sat-Sat, July & August (check in/out day is Saturday). Permit: STA-2024-283

Guest favorite

A serene lakeside view is presented as the sun sets, casting vibrant orange and pink hues across the sky and reflecting on the water. A small dock is visible, with several red Adirondack chairs arranged on the grassy area, inviting relaxation.

Cottage in Flesherton

4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

Guest favorite

A wooden deck offers a serene view of the water, with a round table and a single chair positioned for relaxation. Potted flowers add a touch of color, while the trees surrounding the area provide a natural frame to the calming scenery.

Cottage in Lion's Head

4.87 out of 5 average rating, 101 reviews

Cape Chin Cottage

A cute 2 bedroom cottage on the shores of Georgian Bay awaits you. Explore The Bruce Peninsula while staying at this cosy beach front property. Cottage has 2 decks for your relaxation and getaway from city life. Close to the Bruce Peninsula National Park, Tobermory and Lions Head. Please note that only accepting one week rentals for July and August. Saturday to Saturday rentals only. Weekends with minimum 3 night stay for June, September and October.

Guest favorite

A waterfall cascades over a stone ledge, creating a gentle flow of water that spills into a rocky pool below. Surrounding greenery includes dense trees, enhancing the natural setting. The area is tranquil, with stones lining the water's edge, offering a serene escape.

Cottage in Grey Highlands

4.92 out of 5 average rating, 158 reviews

Hilltop garden cottage

enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.

Superhost

Cottage in Tobermory

4.95 out of 5 average rating, 120 reviews

The Kickback 3 BR Waterfront Cottage with Beach

Booking 2025! Scenic, tranquil waterfront cottage located on the shores of Lake Huron near Tobermory. Unique property features a mix of sand & rock & over 120 ft of shoreline. 7-10 minutes to town & popular attractions: Bruce Peninsula National Park (Grotto), Little Cove, Singing Sands & Flower Pot (by boat). 2 night off-season min 7 night (Friday check-ins) high-season end of June to early Sept Max occupancy 6 (4 adults 2 kids)

Superhost

A newly renovated cottage is presented, surrounded by trees in a serene outdoor setting. The building features a spacious front deck, accessed by wooden steps. A gravel path leads to the entrance, with a natural stone border outlining the yard, enhancing the peaceful atmosphere.

Cottage in Tiny

4.81 out of 5 average rating, 154 reviews

Tiny Beach Cottage

Beautiful, newly-renovated 3 bedroom cottage. All of the modern comforts of a home while maintaining the cottage feel you expect when trying to escape the busy city life. Situated on a "no exit" road resulting in a peaceful and quite area. Cottage has a central air conditioning and furnace ideal for all seasons. Featuring two large decks, perfect for outdoor dining or relaxing. Licence STRTT-2025-103

Superhost

Aerial view of the shoreline reveals a lush, forested peninsula surrounded by clear waters. The rocky beach contrasts with the vibrant colors of the trees, showcasing autumn foliage. The tranquil scene invites exploration along the water's edge and highlights the natural beauty of the surrounding landscape.

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Our private two-acre gated beach at Marks Point, the western tip of Thunder Beach, is ten minutes by car from the cottage. The second beach option (public) is the unsurpassed 3km sand Thunder Beach, 5 minutes by foot! The cottage is on our private 100 acres.