Cottage holiday rentals in Lion&#x27;s Head

4.97 out of 5 average rating, 101 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

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.

4.99 out of 5 average rating, 161 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. ✨

4.85 out of 5 average rating, 129 reviews

A charming cottage is nestled among vibrant autumn trees, showcasing hues of orange, yellow, and green. The cottage features a modest porch and seating area, surrounded by an open lawn that gently slopes toward the foreground, creating a serene and inviting outdoor space.

Cottage in Miller Lake

Cozy 1 Bedroom Cottage with Lake View

*Towels and bedsheets are not provided. We apologize in advanced for any inconvenience. * Looking for a neat little escape for your summer vacation close to The Grotto, Tobermory, Lions Head, and great hiking? You'll be right in the middle of all your activities, but in the quietest area for your relaxation. This cute well maintained cottage, with a waterview of Miller Lake is the perfect place to make your memories. Beach and water access just down the street. NBP STA #STA-2024-304

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 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, 115 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, 330 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.

The cottage features a welcoming exterior with green siding and a front porch. A propane BBQ is positioned on the deck, surrounded by lush greenery and tall trees. The entrance is marked by a white door and window, allowing natural light to illuminate the interior.

4.87 out of 5 average rating, 199 reviews

Harbour Rox Cottage- In the Village of Tobermory

Great location one street from Little Tub Harbour 2 adults only Walking distance to the best Tobermory has to offer: Boat tours Restaurants, pubs Grocery store, laundry Hiking Bruce trail Swimming, snorkeling, diving in Georgian Bay Tourist information Public baseball field Driving: Cyprus National Park (15 min) Singing Sands Beach (15 min) Professionally managed by Vibe Getaways Inc. @tobermoryvibes STA #: NBP - 2021- 605

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 & Lion’s Head on the shores of Lake Huron. Enjoy spacious lakefront cottage, shallow warm waters & spectacular sunsets. Our cottage is a perfect gateway for hiking, kayaking, sightseeing, sitting by the fire, stargazing & rejuvenating in outdoor sauna at any time of the year! Bruce Peninsula at its best with all attractions within 30 min drive.

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, 127 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

Red Adirondack chairs are positioned on the dock, overlooking a sandy beach area and a lake. The cottage is visible in the background, surrounded by trees, with colorful kayaks resting on the shoreline. A welcoming atmosphere is created by the spacious outdoor setting.

Cottage in Flesherton

4.88 out of 5 average rating, 123 reviews

Sunset Cottage on Lake Eugenia -Hot Tub-4 Seasons

4.85 out of 5 average rating, 147 reviews

The cottage is nestled among tall trees, surrounded by lush greenery and vibrant flowers. Soft lighting from the windows casts a warm glow, emphasizing the inviting atmosphere. Stone pathways and landscaping create a harmonious blend with the natural setting.

Cottage in Tiny

The Bay View Cottage w/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

4.8 out of 5 average rating, 123 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

4.89 out of 5 average rating, 104 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

4.94 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

4.99 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

5 out of 5 average rating, 102 reviews

A circular fire pit surrounded by stone provides warmth and ambiance. The modern building with large windows is illuminated in the evening, showcasing its architectural features. Trees are visible in the background, contributing to the serene outdoor setting.

Cottage in Parry Sound

Taradise on Otter Lake

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!

4.95 out of 5 average rating, 150 reviews

A two-story cottage is set beneath a large tree with autumn-colored leaves. The exterior features a mix of large windows and a white railing leading up to an entrance, surrounded by grass and shrubbery.

Cottage in Flesherton

All-Season Cottage on the Lake

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

4.94 out of 5 average rating, 142 reviews

A light-filled living area features a comfortable gray sofa and two rattan chairs with cushions. A flat-screen TV is mounted on the wall, and a natural fiber rug lies beneath a white coffee table. Elements of greenery can be seen, adding a refreshing touch.

Cottage in Sauble Beach

COMPLETELY RENOVATED cottage -steps from the Beach

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

The exterior of the property is shown at dusk, highlighting a brick building adorned with large windows. The terrain features rugged rocks leading to the water's edge, while trees and shrubs surround the home, contributing to a serene and natural setting.

4.96 out of 5 average rating, 27 reviews

Private Waterfront Escape

4.5 out of 5 average rating, 4 reviews

Waterfront on Georgian Bay- Private Deck and Yard

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

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.

4.79 out of 5 average rating, 52 reviews

The Aida, Luxury Lakefront Retreat - Serene & Chic

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, 27 reviews

Wishbone Retreat Waterfront Log Home.