Holiday rentals in Lion's Head

From A to Zen - a refined glamp

A unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook

The Morhaven-Luxe Meets Nature. Sauna/Hot tub/Dogs

Tucked away across from the shore of Lake Huron, nestled within a serene conservation area, The Morhaven provides a private, quiet, & nurturing space to unwind. Begin your day with a peaceful hike through our serene forest. Head to the beach (2 min drive) for a swim. Unwind with a soothing sauna & saltwater spa. As evening falls, paddle the tranquil waters, watching our world-class sunsets. End your night by the crackling campfire, under a starlit sky. Perfectly situated to explore The Bruce.

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

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.

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

Rosewood Parlour AFrame - by The Post Office Motel

Where treehouse dreams grew up, got a glow-up, and ordered champagne. Perched in the treetops on the escarpment’s edge, this A-Frame proves the best kind of luxury is a little wild. The primary suite shower and stone soaker tub deliver panoramic views of the valley. Every bedroom offers stunning views. Soak in the hot tub under a glittering blanket of stars, sweat it out in the sauna with views so good they deserve a toast. Cozy, chic, and a little extra—because basic was never the plan!

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.

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

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.

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.

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

Private 3BR Waterfront Escape

Nestled on Isthmus Bay, Baycrest is a breathtaking 3-bedroom waterfront property offering panoramic views of Georgian Bay and private water access. This 4-season retreat features a spacious open-concept design, cathedral ceilings, a fully equipped kitchen, and a luxurious master suite with deck access. Relax on the expansive deck, enjoy manicured gardens, or explore nearby attractions like Lion’s Head and Bruce Peninsula National Park. Book your getaway today.