Cottage vacation rentals in Lion's Head

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Top-rated cottage rentals in Lion's Head

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Guest favorite

A charming modern cottage is set against a backdrop of lush greenery and clear blue skies. The exterior features large glass windows and a sloped roof. A patio area with natural stone and comfortable outdoor seating is highlighted, providing a welcoming space to enjoy the views.

Cottage in Meaford

4.92 out of 5 average rating, 184 reviews

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

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, 124 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.

Guest favorite

A serene waterfront pier is visible, featuring two dark wooden adirondack chairs positioned towards the sunset. The calm water reflects warm orange and yellow hues, creating a peaceful ambiance. The silhouette of trees can be seen lining the far shore under a clear sky.

Cottage in Miller Lake

4.92 out of 5 average rating, 113 reviews

Lake Front Cottage with Private Sandy Beach

This spacious waterfront cottage is privately nestled among cedar and birch trees. The extra large front lawn expands to a beautiful waterfront with your own sandy beach and 100 foot pier! This cottage features vaulted pine ceilings, hard wood & slate flooring. Sit on the large deck and watch the sun rise as you relax and take in an amazing 180-degree view of Pine Tree Harbour and Lake Huron. The walkout basement includes a third bedroom, sauna, washroom, recreation room, wet bar and laundry.

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, 167 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. ✨

Guest favorite

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, 213 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.

Guest favorite

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

4.84 out of 5 average rating, 121 reviews

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

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, 223 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.

Guest favorite

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, 155 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.

Superhost

A cottage set in a private wooded area features a well-maintained exterior, surrounded by greenery and a gravel pathway. Brightly colored outdoor seating can be seen in the distance, offering a space for relaxation. A Canadian flag is prominently displayed, adding a local touch.

Cottage in Lion's Head

4.88 out of 5 average rating, 171 reviews

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs. Available for full weeks, Sat-Sat, July & August (check in/out day is Saturday). Permit: STA-2024-283

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, 295 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, 119 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!!!

Guest favorite

A serene lakeside setting features two Muskoka chairs facing a vibrant sunset over the water. The shoreline is lined with smooth stones, and a wooden dock extends into the lake, framed by trees in the background. The warm colors of the sunset create a peaceful atmosphere.

Cottage in Mar

4.95 out of 5 average rating, 102 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.