Cottage holiday rentals in Lion&#x27;s Head

4.91 out of 5 average rating, 104 reviews

Cottage in Wiarton

Sunsets & Lake Views in a Spacious Modern Cottage

Escape to a bright, spacious cottage with stunning sunsets and panoramic views of Colpoy’s Bay just outside Wiarton! Perfect for year-round group getaways featuring: 4 king bedrooms, a queen Murphy bed and 3 full bathrooms including a spa-like master ensuite. Enjoy an open-concept layout with a fully stocked kitchen, two large family rooms with Smart TVs, two expansive patios, and a spacious campfire area. Experience the natural beauty of the Bruce Peninsula while relaxing in comfort and style.

4.91 out of 5 average rating, 351 reviews

Cottage in Kimberley

Vintage School House ~Hiking, Skiing, Pet Friendly

Gather with family or friends in this vintage 5 bedroom School House in the Beaver Valley. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach. -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

4.99 out of 5 average rating, 145 reviews

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

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 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.

4.94 out of 5 average rating, 172 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. ✨

4.95 out of 5 average rating, 224 reviews

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

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.

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.

5 out of 5 average rating, 234 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.

4.9 out of 5 average rating, 160 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.

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.

5 out of 5 average rating, 113 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!

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.

4.98 out of 5 average rating, 319 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.

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.

4.88 out of 5 average rating, 113 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.

A wooden deck features a propane BBQ and a table surrounded by four bright pink lounge chairs. The space offers a relaxing atmosphere, complemented by greenery in the background and a clear blue sky filled with clouds.

4.84 out of 5 average rating, 189 reviews

The Almost Waterfront - Lions Head Cottage

Lake view cottage only steps to the Sandy Lions Head Beach with Central air conditioning! The cottage is extremely clean, comfortable and well equipped with 3 bedrooms on the upper floor and 2 bedrooms on the ground floor with 3 full-size washrooms, a full kitchen and a large living area. Propane BBQ and fire pit on site. Within 5 min walk to Restaurants , Grocery & Ice Cream 8 Adults Maximum + 2 Children NBP-2022-274

4.84 out of 5 average rating, 270 reviews

Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Popular amenities for Lion's Head cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.85 out of 5 average rating, 360 reviews

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

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

4.96 out of 5 average rating, 132 reviews

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

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

4.88 out of 5 average rating, 112 reviews

Cottage in Kimberley

Coziest Fall Getaway- BBQ, Hot Tub, Sauna, Firepit

Cottage in Northern Bruce Peninsula

A peaceful outdoor area is showcased, featuring a hot tub and a cedar barrel sauna set among tall trees. The patio is furnished with stylish black wire chairs, creating an inviting space for relaxation.

4.95 out of 5 average rating, 224 reviews

Glamping Cabin Nature Retreat

4.95 out of 5 average rating, 106 reviews

Cottage in Tiny

Lafontaine Beach Rustic Chalet- New HOT TUB.

4.78 out of 5 average rating, 223 reviews

A waterfront deck is visible, featuring a hammock, lounge chairs, and umbrella-covered seating. Natural stone and a small stack of wood provide a rustic touch, while the calm water and distant trees create a serene setting.

Cottage in Owen Sound

Balmy Breezes - Waterfront Cottage with Hot Tub

4.9 out of 5 average rating, 101 reviews

A cozy living area features a stone fireplace and a large flat-screen TV. Seating includes a grey sofa and two orange patterned chairs. A vibrant area rug covers the floor, and natural light is welcomed through the windows, creating a comfortable space for relaxation.

Cottage in Port Elgin

Gobles Grove Retreat with 4 bedrooms, hottub&sauna

4.82 out of 5 average rating, 114 reviews

A private cedar hot tub is surrounded by tall trees, providing a secluded retreat. Bubbles rise from the water's surface, with a rubber duck floating peacefully. Snow is visible on the ground, creating a serene winter atmosphere.

Cottage in Tiverton

Lake Huron Sunsets at the A-Frame | Cedar Hot tub

Pet-friendly cottage rentals

4.92 out of 5 average rating, 119 reviews

Cottage in Meaford

Woodski Winter Haven: Mountain Cottage Near Skiing

5 out of 5 average rating, 36 reviews

Two dark wooden Adirondack chairs are positioned on a wooden deck overlooking rocky shoreline. The bright blue sky and sunlight create a vivid contrast against the waves crashing on the rocks and the subtle movement of the sea.

Cottage in Wiarton

Stepping Stones

4.97 out of 5 average rating, 38 reviews

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

The Northern Escape- Stoke's Bay

4.88 out of 5 average rating, 299 reviews

An inviting exterior of a single-story cottage is depicted, featuring a patio area with a table and chairs. A green umbrella provides shade, while landscaped garden beds and a pathway enhance the setting amidst lush greenery and a clear sky.

Cottage in Wasaga Beach

Cozy Riverfront Cottage with Dock

The exterior of a log home showcases a spacious deck adorned with elegant seating. The structure features a distinctive gabled roof and expansive glass windows, providing a glimpse of warm interior lighting. Surrounding foliage adds a natural touch, complementing the rustic charm of the setting.

5 out of 5 average rating, 26 reviews

Wishbone Retreat Waterfront Log Home.

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.

4.97 out of 5 average rating, 34 reviews

300ft Lake front - All Season, Hot tub, Steam bath

A sandy area is bordered by trees, providing a serene backdrop to the private shoreline. A canoe rests on the ground, alongside two wooden chairs positioned around a firepit, with the sparkling waters of Lake Huron visible in the distance.

4.9 out of 5 average rating, 61 reviews

síocháin ("Peace" in Gaelic) Waterfront Chalet

A selection of watercraft is neatly stored on a rack by the shoreline at Coup's Haven. Two kayaks in bright green and blue are positioned alongside a red canoe. A cornhole game board is set up on the gravel area, near the water's edge and surrounded by greenery.

4.95 out of 5 average rating, 201 reviews

Coup's Haven Lakefront Cottage

Private cottage rentals

A spacious lake house is viewed from across Miller Lake, nestled among lush green trees. Large windows reflect the surrounding nature, while a deck extends from the home, providing a welcoming embrace to the outdoor environment.

4.89 out of 5 average rating, 76 reviews

The Lake House

4.88 out of 5 average rating, 24 reviews

A cottage exterior is seen, featuring a spacious deck with colorful Adirondack chairs and a dining table. An umbrella provides shade, while a barbecue grill is positioned nearby. The cottage is surrounded by green grass and trees, creating a relaxed outdoor setting.

Cottage in Mar

Lovely Little Cottage

4.88 out of 5 average rating, 75 reviews

A rustic log home is nestled among tall trees, approached by a dirt driveway lined with grass. The warm exterior of the home is complemented by a blue sky and scattered clouds, indicating a serene setting in the woods.

Cottage in Berkeley

Fortress of Solitude

A serene outdoor space features five red Adirondack chairs arranged around a fire pit, situated on a sandy area bordered by rocks. The spacious retreat stands in the background, illuminated by warm light from large windows, with trees lining the property for added privacy.

4.78 out of 5 average rating, 50 reviews

The Aida, Luxury Lakefront Retreat - Serene a Chic

A wooden deck features two lounge chairs facing the clear blue water of Warner Bay. Surrounding greenery offers a natural frame, enhancing the peaceful outdoor setting. The calm water reflects the blue sky, creating a serene environment for relaxation.

4.94 out of 5 average rating, 139 reviews

Elsa’s Waterfront | Rustic Lakefront Cottage

4.91 out of 5 average rating, 96 reviews

The rustic exterior of the cottage features a sloped metal roof and a covered porch with wooden railing. A central front door, surrounded by large windows, invites natural light. Lush greenery frames the property, enhancing the peaceful setting.

Cottage in Mar

Relax in Red Bay - Cottage Rental

4.98 out of 5 average rating, 94 reviews

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

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

The cottage exterior is presented with a wooden deck and steps leading to the entrance. Lush greenery surrounds the structure, enhancing its natural setting. The facade features a combination of gray siding and warm wood accents, providing a welcoming appearance among the trees.