Cottage holiday rentals in Lion&#x27;s Head

A sunlit deck is furnished with a small round table and two white chairs, offering a view of shimmering water in the distance. The wooden railing surrounds the space, while green grass and trees are visible beyond.

4.79 out of 5 average rating, 214 reviews

Lookabout Bay Waterview Cottage - The Lakehouse

The Lakehouse Cottage 2 night minimum stays 3 nights minimum stays on Holiday Weekends Four Guests Only Not Suitable for young children Come enjoy the beautiful Bruce Peninsula at the Lakehouse! The waterview cottage is an upper unit residence with a private entrance, steps from a Municipal dock located at Lookabout Bay. The Lakehouse cottage is located at a quiet family campground across the road from Lake Huron. Spend some time on the lake in the canoe and kayak provided for our guests.

4.92 out of 5 average rating, 109 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.

4.95 out of 5 average rating, 107 reviews

The exterior of a two-story cottage is visible against a bright blue sky, positioned near the shoreline of Lake Huron. A red roof complements the gray-blue siding. A flagpole displays a Canadian flag to the right, while a drive leads to an outdoor space surrounded by greenery.

Cottage in Miller Lake

Lakefront, sauna, sunsets: Alvar Garden Lakehouse

Waterfront cottage located halfway between Tobermory and Lion’s Head, on the shores of Lake Huron. Enjoy a spacious lakefront retreat with shallow, warm waters and spectacular sunsets. This cottage is the perfect gateway for hiking, kayaking, sightseeing, fireside evenings, stargazing, and year-round relaxation — including rejuvenating time in the outdoor sauna. Bruce Peninsula at its best, with major attractions within a 30-minute drive. The perfect base for adventure, water, and sunsets.

4.99 out of 5 average rating, 163 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. ✨

An aerial view captures the spacious black cottage surrounded by lush trees. A large deck is adorned with several red outdoor chairs, providing a welcoming space for relaxation. The private setting emphasizes the natural surroundings of the property.

4.99 out of 5 average rating, 109 reviews

Fairwinds Lake House

Fairwinds Lake House is a waterfront luxury cottage built in 2020. With its private water access, large deck and amazing sunset views it is the perfect location for your family vacation. Fairwinds looks out on Lake Huron and is a 10 min. drive to Tobermory. ***Guest limit is 10. Max. 8 adults(age 13+) plus 2 guests under age 12 according to local STA Licensing of North Bruce Check-in is 4pm, check-out is 11am NO PETS. NO SMOKING. July/Aug. min. 4 night. Aug30-June28 min. 2 night min.

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, 236 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 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, 331 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.

4.98 out of 5 average rating, 131 reviews

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

Waterfront Cottage with Steam Sauna 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, 112 reviews

Cottage in Mar

Waterfront Lakehouse | + EV Charger | AC |

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

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

Popular amenities for cottage rentals in Lion's Head

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.93 out of 5 average rating, 128 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

4.96 out of 5 average rating, 137 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

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, 225 reviews

Glamping Cabin Nature Retreat

4.94 out of 5 average rating, 107 reviews

Cottage in Tiny

Lafontaine Beach Rustic Chalet- New HOT TUB.

The cottage exterior features a green wood and stone facade, with large windows and an inviting porch. A spacious deck is furnished with chairs and a table, surrounded by natural greenery. An outdoor umbrella provides shade for relaxation.

4.84 out of 5 average rating, 120 reviews

Custom Built Craftsman Cottage on Lake Huron

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

Superhost

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

4.89 out of 5 average rating, 104 reviews

Gobles Grove Retreat with 4 bedrooms, hottub&sauna

4.94 out of 5 average rating, 275 reviews

A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.

Cottage in Wasaga Beach

Charming riverside cottage, B&B license

Pet-friendly cottage rentals

4.86 out of 5 average rating, 108 reviews

Cottage in Walkerton

Historic Tudor Manor | Saugeen River & Rail Trail

4.99 out of 5 average rating, 121 reviews

The exterior of the modern home is shown at dusk, with warm light glowing from windows. A circular fire pit is surrounded by wooden Adirondack chairs, and the lawn is well-maintained. The covered patio is visible, providing ample space for outdoor seating.

Cottage in Kincardine

Kinloft Cottage!

4.88 out of 5 average rating, 304 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

Superhost

A wooden dock extends over calm waters, bordered by trees. Four classic Adirondack chairs are positioned invitingly along the edge, offering a serene spot to enjoy the waterfront view. The soft natural colors of the surroundings enhance the peaceful ambiance.

4.83 out of 5 average rating, 109 reviews

Stella by Starlight

4.91 out of 5 average rating, 135 reviews

An open kitchen features modern stainless steel appliances, including an oven and refrigerator. A large window allows natural light to fill the space, with a dining table set for four. Greenery in a vase adds a touch of nature to the countertop.

Cottage in Meaford

New and Cozy Cottage Minutes to Georgian Bay!

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

peace ("Peace" in Gaelic) Waterfront Chalet

4.84 out of 5 average rating, 272 reviews

Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

4.89 out of 5 average rating, 125 reviews

A charming beach house features a sloped roof and inviting front porch. Steps lead up to the door, flanked by chairs on either side. Large windows allow natural light into the cottage, while sandy grounds create a seamless connection to the surrounding beach.

Cottage in Tiny

Cozy beach house on Georgian Bay

Private cottage rentals

A spacious wooden deck is situated by the water, featuring a picnic table with an umbrella, several Adirondack chairs, and a red storage container. The serene landscape includes views of the rocky shoreline and gentle waves, framed by trees providing natural shade.

4.96 out of 5 average rating, 51 reviews

Waterfront and woods, 3 bedroom, clean and bright

4.95 out of 5 average rating, 19 reviews

My Lake isle of Innisfree

A cottage is nestled among lush greenery overlooking the calm waters of Georgian Bay. A stone boathouse sits to the left, accompanied by kayaks on the shore. The cottage features a wooden deck and rustic stone architecture, easily accessible via stone steps.

4.9 out of 5 average rating, 29 reviews

Quaint Ontario Stone Cottage on Georgian Bay

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

Superhost

An aerial view captures a serene waterfront scene along a lush shoreline. The turquoise waters reflect the clear sky, while nearby homes are surrounded by dense greenery. A private dock is visible, enabling easy access to the lake.

4.73 out of 5 average rating, 44 reviews

Bruce Peninsula Lake Huron Waterfront Log Home

4.84 out of 5 average rating, 171 reviews

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

Georgian Bay Waterfront Oasis

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.