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Cottage vacation rentals in Lion's Head

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Top-rated cottage rentals in Lion's Head

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Top guest favorite

A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.

Cottage in Southgate

4.98 out of 5 average rating, 128 reviews

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.

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

Cottage in Tiny

4.97 out of 5 average rating, 129 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Top guest favorite

A cozy cottage exterior features a gray siding with a welcoming front deck. Sunlight reflects off large windows, offering views of the surrounding landscape. The property is accented by a landscaped area with stones and plants, emphasizing a well-maintained appearance.

Cottage in Lion's Head

4.94 out of 5 average rating, 170 reviews

Trails End Family Friendly Beach House

Inviting couples and families looking for a relaxing vacation, enjoying beach days, scenic hikes, and stargazing nights. This 3-bedroom beach house is just one street from the sandy beach and playground. Sip your morning coffee on the deck, BBQ in the evenings, and end your day roasting marshmallows at the backyard fire pit under magical dark skies. Hike to the famous lookout. Walk to shops, restaurants, and groceries in minutes. Perfect location for daytripping around the Bruce Peninsula. ✨

The interior living area features natural wood walls and a vaulted ceiling with large windows allowing ample natural light. A comfortable seating arrangement includes a cozy sofa and armchairs, centered around a rustic coffee table. A modern wood stove is positioned alongside a television.

Cottage in Miller Lake

4.94 out of 5 average rating, 218 reviews

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.

The image captures a serene sunset over the water, with vibrant colors reflecting off the lake surface. Two trees silhouette against the backdrop, and gentle waves can be seen lapping at the shore, creating a tranquil atmosphere.

Cottage in Kemble

4.84 out of 5 average rating, 164 reviews

Georgian Bay Waterfront Oasis

Waterfront Cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. We have 150 feet of private shoreline. Enjoy the east facing view and stunning sunrises, relax on a lounger, go for a swim, fish off the shore or in the small row boat, have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

Top guest favorite

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 Tobermory

5 out of 5 average rating, 226 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.

A spacious living area features large floor-to-ceiling windows offering unobstructed views of Lake Huron. Natural light fills the room, highlighting a mix of seating options and decorative elements. Outside, a private deck and dock can be seen, surrounded by trees and garden space.

Cottage in Lion's Head

4.9 out of 5 average rating, 158 reviews

Prime Lakefront Tamarack Island Sta-2024-297

Beachfront property on Lake Huron. Great view of sunrise over the lake as cottage is facing east. At night there are amazing reflections of a full moon over the lake as well. Has a large deck and dock. Beautiful garden. This property is in a prime area on Tamarac Island in Stokes Bay. 1500 square feet with loft and windowed porch. Loft has huge desk and pull out bed if needed. Excellent swimming as on the main bay area with deep and warm waters. Back door camera in tree by parking.

Top guest favorite

A cottage elevated on a wooden deck is surrounded by tall trees under a starry night sky. Warm light spills from the windows, creating a cozy ambiance. A staircase leads up to the entrance, while a pathway and gathering area with seating are visible in the foreground.

Cottage in Tobermory

5 out of 5 average rating, 101 reviews

Blue Feather Lake House - Tobermory

Welcome to Blue Feather Lake House. On our first day here we found a blue jay feather under the trees and “Blue Feather” was born. We are located on Larry’s Lake in Dorcas Bay on the Lake Huron side of the peninsula. This means beautiful sunsets, a family friendly lake, peace and tranquility. We are a short drive from Johnson’s Harbour, Singing Sands beach and Bruce Peninsula National Park and 20 min to downtown Tobermory. We hope you enjoy our space and the area as much as we do!

Top guest favorite

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 Tobermory

4.98 out of 5 average rating, 304 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 favorite

A wooden deck features several red Adirondack chairs facing the water, offering scenic views of Colpoy's Bay. Surrounding trees display vibrant autumn colors, complementing the calm blue water. Sunlight casts a warm glow on the deck, enhancing the serene atmosphere of the outdoor space.

Cottage in Wiarton

4.98 out of 5 average rating, 122 reviews

Waterfront Cottage by Bruce Trail

Welcome to this stunning waterfront , cozy ,4 season cottage located on the edge of a cliff surrounded by the lake on one side and Bruce trail on the other. This private oasis is perfect for couples or families w. older kids where you can connect to nature but still stay close to the city. Walking distance to Bruce trail, short drive to Sauble Beach or Wiarton for shopping and dining, 25 min drive to Lions Head, 45 min to Tobermory. It's time to plan your visit to Bruce!!!

4.94 out of 5 average rating, 106 reviews

Whiskey Harbour Lakehouse - Lake Huron Getaway

Escape to Whiskey Harbour Lakehouse—your dream waterfront retreat on the Bruce Peninsula. This luxurious timberframe cottage on Lake Huron blends rustic charm with modern comforts: vaulted ceilings, a stunning Muskoka room, lakefront views, and space for couples, families & nature lovers. Explore turquoise waters, star-filled skies & cozy up fireside after a day of adventure. Ideal for romantic getaways, family escapes & unplugged stays in every season.

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

4.88 out of 5 average rating, 112 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.

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Popular amenities for Lion's Head cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

An indoor hot tub is surrounded by wooden paneling and large windows that allow sunlight to fill the space. Natural stone accents and a serene greenery image on the wall enhance the calming atmosphere. Two wooden chairs are positioned nearby for relaxation.

Cottage in Kimberley

4.85 out of 5 average rating, 353 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

The cottage exterior is presented with a welcoming front porch and charming double doors. Soft lighting highlights the staircase and surroundings, while landscaped greenery enhances the appeal. A combination of large windows and a gable roof contribute to the inviting architectural design.

Cottage in Southampton

4.96 out of 5 average rating, 127 reviews

Spa cottage: hot tub, sauna, cold plunge & firepit

A hot tub sits in the foreground, featuring bubbling water. Colorful life jackets hang on a wooden structure nearby. Tall trees frame the background, with a view of the water and a structure visible in the distance under a partly cloudy sky.

Cottage in MacTier

4.91 out of 5 average rating, 117 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

Top guest favorite

A serene lakeside view captures a sunset as it reflects on Lake Huron. Four wooden Adirondack chairs surround a fire pit, set against a backdrop of smooth stones and grassy areas, inviting relaxation and conversation as day transitions to night.

Cottage in Tobermory

4.96 out of 5 average rating, 25 reviews

300ft Modern Luxury Lakefront +Hot tub Steam bath

An aerial view captures a spacious outdoor deck surrounded by tall trees. Seating under a striped umbrella is visible on the deck. A winding stone path leads to a landscaped area featuring vibrant green plants and seating arranged in a circle, inviting relaxation.

Cottage in Tiny

4.95 out of 5 average rating, 101 reviews

Lafontaine Beach Rustic Chalet- New HOT TUB.

A charming cottage exterior is surrounded by vibrant flower beds and lush greenery. The entrance features a set of stairs leading to a spacious deck, where colorful furniture is positioned. A garage with a dark door complements the inviting atmosphere of the property.

Cottage in Grey Highlands

4.92 out of 5 average rating, 174 reviews

Hilltop garden cottage

Top guest favorite

A welcoming two-story cottage features wooden siding and a balcony overlooking the front yard. The entrance is adorned with colorful flowers and a spacious deck with seating. Large windows provide ample natural light, complemented by a peaceful wooded backdrop.

Cottage in Meaford

4.9 out of 5 average rating, 247 reviews

Birch Meadow Acres

Top guest favorite

A wood-burning hot tub is illuminated under soft, warm lighting, creating a tranquil ambiance. Steam gently rises from the tub, while a chimney protrudes, adding to the rustic charm. Surrounding string lights provide a cozy glow, enhancing the nighttime setting.

Cottage in Tobermory

4.95 out of 5 average rating, 62 reviews

UpNØRD Wellness: Hot Tub, Sauna & Cold Plunge

Pet-friendly cottage rentals

A cottage is set amidst a snowy landscape, surrounded by tall trees. The exterior features a combination of dark wood and stone, with multiple large windows. A spacious deck, adorned with several picnic tables, is visible in front, while a light dusting of snow blankets the ground.

Cottage in Tobermory

4.96 out of 5 average rating, 47 reviews

Waterfront and woods, 3 bedroom, clean and bright

Cottage in Meaford

4.93 out of 5 average rating, 114 reviews

Woodski Retreat w/Heated Pool on 3+ Private Acres

Tall windows fill the room with natural light, showcasing a spacious interior. An antler chandelier hangs from the ceiling, adding a unique touch. The white-paneled walls enhance the bright atmosphere, while a comfortable couch invites relaxation.

Cottage in Tobermory

4.83 out of 5 average rating, 36 reviews

The Whispering Dune • Kayak + Firepit + Beach

Top guest favorite

Cottage in Wiarton

5 out of 5 average rating, 36 reviews

Stepping Stones

Top guest favorite

The cottage exterior features a large wrap-around deck furnished with outdoor tables and umbrellas. Lush greenery surrounds the area, contributing to a peaceful atmosphere. A stone pathway leads to the entrance, and firewood is neatly stacked underneath the deck.

Cottage in Tiny

4.95 out of 5 average rating, 167 reviews

Cozy 4 Season Family Cottage

Cottage in Wasaga Beach

4.88 out of 5 average rating, 286 reviews

Cozy Riverfront Cottage Retreat with Dock / Ski

A large cottage is surrounded by trees, featuring a green roof and wooden siding. A wrap-around deck with a railing is visible in front, furnished with outdoor seating. A dirt road leads up to the cottage, providing access to the welcoming entryway.

Cottage in Miller Lake

4.88 out of 5 average rating, 16 reviews

Lexi Cottage - Lakefront Campground near Tobermory

Cottage in Meaford

4.93 out of 5 average rating, 107 reviews

New and Cozy Cottage Minutes to Georgian Bay!

Private cottage rentals

A peaceful outdoor area is seen alongside a calm river. A small dock provides seating with views of the water, while trees and greenery surround the space. An umbrella-shaded table and benches offer additional seating on the grassy shore. The cottage is visible in the background.

Cottage in Lion's Head

4.83 out of 5 average rating, 59 reviews

The Cottage at 31 River Lane

Cottage in Georgian Bluffs

4.76 out of 5 average rating, 25 reviews

Lake it or Leave it: A Waterfront Georgian Gem

Top guest favorite

A spacious living area features a large dining table extending towards a window wall, which allows natural light to fill the space. A surfboard is mounted above the seating area, which includes a comfortable leather couch and unique lighting fixtures, enhancing the relaxed ambiance.

Cottage in Southampton

5 out of 5 average rating, 55 reviews

Surfhütte on Chantry Beach in Southampton Ontario.

The cottage exterior is framed by a wooden deck with ample seating, surrounded by landscaped gardens featuring rocks and greenery. A wooden pathway leads to the entrance, while a charming lamp illuminates the area, enhancing the inviting atmosphere.

Cottage in Stokes Bay

4.97 out of 5 average rating, 37 reviews

The Northern Escape- Stoke's Bay

The living area features large glass sliding doors that provide a view of a vibrant sunset over Lake Huron. Plush seating is arranged around a coffee table, while warm lamps illuminate the cozy interior. A relaxed atmosphere is created by the soft textile decor.

Cottage in Tobermory

4.91 out of 5 average rating, 70 reviews

Fleetwood Cottage

Top guest favorite

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

4.98 out of 5 average rating, 80 reviews

Fall for a Cabin-Permit# NBP-2022-642

The A-frame cottage features a sloped roof and large windows, allowing for ample natural light. A spacious deck with patio furniture overlooks a serene landscape, surrounded by trees. A winding path leads to a gravel area with seating, offering a welcoming outdoor space.

Cottage in Tobermory

4.98 out of 5 average rating, 41 reviews

Lake Huron Haven

A dining table is elegantly set with floral-themed plates and utensils, surrounded by glasses in varying colors. A spacious hot tub is visible nearby, encased in a wooden deck, with greenery creating a private ambiance. A vibrant sign adds a pop of color to the scene.

Cottage in Meaford

4.75 out of 5 average rating, 532 reviews

The Surf Shack - Hot Tub, Bay Views & Beach Access

Quick stats about cottage rentals in Lion's Head

Total rentals
10 properties
Nightly prices starting at
G$20,917 GYD before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore