Holiday rentals in Cape Chin South

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Top-rated holiday rentals in Cape Chin South

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy fireside scene features a person seated in an outdoor chair, gazing at the tranquil waterfront illuminated by a rising moon. The area is shaded by trees with autumn leaves, creating a warm and inviting atmosphere for evening relaxation.
Cottage in Miller Lake
4.97 out of 5 average rating, 121 reviews

Gaze from the Cabin-Permit# NBP-2022-642

Relax with the whole family or romantic quiet getaway surrounded by the beauty of the peninsula and Georgian Bay. The Bruce Trail is only 5 minutes away. The view of the turquoise water is spectacular and inspiring sunrises viewed from a private porch make for great mornings. The cabin is filled with warmth and has all the amenities. With 2 bedrooms and a large loft with 2 sofa beds it sleeps a maximum of 6 adults, and 2 children ages 2-12! Come up to Dyers Bay, a beautiful place all year-round.

Guest favourite
An inviting living area features a large stone fireplace beneath an open wooden ceiling. Comfortable seating, including two sofas and a chair, surrounds a coffee table, while a dining table sits in the corner. Large windows provide views of Georgian Bay and allow natural light to fill the space.
Cottage in Lion's Head
4.94 out of 5 average rating, 17 reviews

Georgian Bay | Dock, Hot Tub & Pizza Oven

Wake up to a Georgian Bay sunrise through soaring waterfront windows, then linger over coffee and a book on the screened-in porch. Spend the day swimming from our seasonal dock or relaxing in waterside Muskoka chairs and loungers. Dinner from wood-fired pizza al fresco, then unwind in the hot tub. As night falls, gather around the waterside firepit, gaze up at the stars with our telescope, or settle in by the huge stone fireplace. Sleeps 8 (6 adults maximum), just 8 minutes from Lion’s Head.

Top guest favourite
A charming barn conversion is pictured, with a unique stone exterior and a distinct blue and gray metal roof. A welcoming entrance is highlighted by a red door and a covered porch. The surrounding yard is adorned with greenery and autumn leaves.
Barn in Lion's Head
4.96 out of 5 average rating, 224 reviews

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

Top guest favourite
Home in Lion's Head
5.0 out of 5 average rating, 8 reviews

Georgian Sunrise Chalet

Discover Georgian Sunrise, an opulent A-frame private getaway perched majestically on the eastern edge of Cape Chin, Bruce Peninsula, on the shore of Georgian Bay. Framed by soaring vaulted ceilings and generous floor-to-ceiling glass, this architectural masterpiece offers panoramic vistas of Georgian Bay's turquoise waters lapping against rugged limestone shores—perfectly aligned with sunrise, ensuring every morning begins in luminous wonder. This tranquil setting is a perfect escape.

Top guest favourite
An open deck features comfortable seating arrangements with white frames and blue cushions, overlooking the tranquil waters. A round wooden dining table sits adjacent to the lounge area, with views of the natural landscape and distant islands enhancing the outdoor space.
Cottage in Northern Bruce Peninsula
4.99 out of 5 average rating, 253 reviews

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.

Top guest favourite
A serene view of Little Lake is presented, featuring a calm surface reflecting the evening light. A grassy area is framed by a black fence, while a dog gazes toward the water. A sandy beach and dock are visible along the lake’s edge, surrounded by greenery.
Cabin in Lion's Head
4.93 out of 5 average rating, 314 reviews

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

Top guest favourite
A spacious waterfront cottage is set against a backdrop of lush greenery and clear blue skies. The structure features multiple large windows, allowing for ample natural light. A rocky shoreline runs along the water's edge, providing a beautiful view of the surrounding nature.
Cottage in Northern Bruce Peninsula
4.98 out of 5 average rating, 367 reviews

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.

Top guest favourite
Cottage in Northern Bruce Peninsula
5.0 out of 5 average rating, 98 reviews

Casolena Panoramic Waterfront Cottage in Tobermory

Update: Next availability in Sep, two remaining slots before kayak season ends (Sep 7-10 and Sep 26-30). Casolena is an elevated lakefront retreat in Tobermory, curated for guests who value nature, privacy and thoughtful design. Its distinctive architecture features expansive lake & sky windows, creating an open and immersive space filled with natural lights from sunrise to sunset, and making every moment here an experience that can’t be truly captured in words.

Top guest favourite
The cottage exterior showcases a modern design with a sloping roof and large glass windows. A spacious deck is accessed by wooden stairs, surrounded by trees, offering a sense of privacy and connection to nature.
Cottage in Lion's Head
5.0 out of 5 average rating, 74 reviews

Windy Pines Full Cottage Hot Tub, Wood fired Sauna

We’ve put our hearts into creating the ideal space for you to experience the essence of cottage life-rest, relax & disconnect. Nature has taken care of the rest, offering crystal clear waters of Georgian Bay & Niagara escarpment views. Whether you're here to unplug & play, have a camp fire, cook a snack in the wood pizza oven or even slip in some work, we've got you covered. Newly renovated w/modern amenities. 1,625sf. 4bdrm. 20 min N of Wiarton. LIC#STA-2024-317

Luxe
The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.
Cottage in Meaford
4.96 out of 5 average rating, 132 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Guest favourite
A cottage is situated on a rocky elevation, surrounded by dense greenery. A wooden deck extends from the front, offering outdoor seating for relaxation. Large glass doors provide views of the landscape, enhancing the connection to nature.
Cottage in Lion's Head
4.89 out of 5 average rating, 119 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 favourite
Cabin in Lion's Head
4.91 out of 5 average rating, 11 reviews

Stonewood | Waterfront | Log Cabin | StarLink |

Escape to this cozy, all-season cottage located in a peaceful, nature-rich corner of the Bruce Peninsula where rugged shoreline meets forested trails. Perfect for couples, solo travelers, and small families seeking a peaceful, nature-filled getaway. This cottage offers a rare combination: private beach access, vintage charm, a quiet restorative atmosphere, and direct proximity to the Bruce Trail and Smokey Head White Bluff Provincial Park.

Popular amenities for Cape Chin South holiday rentals