Holiday houses in Pike Bay

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Top-rated holiday rentals in Pike Bay

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Top Guest favourite
The exterior of a green-grey one-story apartment is visible, featuring a private entrance and wooden steps. Large windows allow natural light to illuminate the space, while fallen leaves frame the walkway. A small shrub is positioned beside the entrance, enhancing the inviting appearance.
Apartment in Owen Sound
4.97 out of 5 average rating, 102 reviews

Private with Self Check-in Bright & Modern Comfort

License: STR2025-9250261010 Welcome to our bright and clean one-bedroom suite ideal for singles, couples, or small families. Walking distance to the Bruce Trail, a short drive to parks, beaches, and lakes; and a good home base to explore the Bruce Peninsula and Tobermory. A comfortable queen size bed in the bedroom with a selection of bedding and pillows. Fully equipped kitchen, modern bathroom, full suite of TV streaming with high-speed internet. Residential area on the west side of town.

Guest favourite
A cozy living area features a large television atop a wood and white media console, alongside a gas fireplace that emits a warm glow. A compact kitchen setup is visible in the background, creating an inviting space for relaxation.
Cabin in Southampton
4.84 out of 5 average rating, 114 reviews

Cabin Suite #6 at Driftwood Haus

Pet Friendly! Listen to the waves steps away! All newly renovated with brand new beds and furnishings. Enjoy the freedom. With the second best sunsets in the world according to National Geographic, Southampton is a community on the shores of Lake Huron in Bruce County, Ontario, Canada and close to Port Elgin. It is located at the mouth of the Saugeen River next to the Saugeen Ojibway Nation Territory. We have the most beautiful public beach in Ontario, a natural harbour and 3 lighthouses!

Top Guest favourite
A charming barn conversion is pictured, with a unique stone exterior and a distinct blue and gray metal roof. A welcoming entrance is highlighted by a red door and a covered porch. The surrounding yard is adorned with greenery and autumn leaves.
Barn in Lion's Head
4.95 out of 5 average rating, 185 reviews

The Stone Barn @ Lion's Head

Explore winter on The Bruce Peninsula! Discover our charming 1920s barn conversion, nestled in the heart of the Bruce Peninsula. This cozy retreat accommodates up to 5 guests in 3 spacious bedrooms. Unwind in the inviting living room, prepare meals in the fully-equipped kitchen, and gather around the outdoor fire pit. Explore nearby attractions, including Georgian Bay, Bruce Trail, Lion's Head, Tobermory, and Bruce Peninsula National Park. Book now for a memorable stay! Permit #STA-2024-248

Top Guest favourite
A spacious cedar deck features three red Adirondack chairs positioned to overlook the serene lake. The golden hues of sunset reflect over the calm water, with silhouettes of trees framing the scene, creating a peaceful lakeside ambiance.
Cottage in Pike Bay
4.99 out of 5 average rating, 123 reviews

Red Sky Lakehouse - Waterfront Oasis On Lake Huron

Rejuvenate at Red Sky—a spectacular waterfront cottage on the shores of Lake Huron in Ontario’s remarkable Bruce Peninsula. Whatever your style of holiday, you’ll find it here. Enjoy privacy, shallow warm waters, and world-renowned sunsets—all from the comfort of this peaceful oasis. Or use Red Sky as your home base to explore national parks, sandy beaches, and legendary hiking and ski trails, all within a 30-minute drive. Experience Canadian cottage country at its finest, in every season.

Guest favourite
Home in Tobermory
4.88 out of 5 average rating, 110 reviews

Evenstar - Luxury in Nature

Winters at Evenstar are for snuggling under blankets, hot outdoor showers, and campfires in the snow. Quiet, peaceful, romantic, no neighbours in sight. 💕 Immerse yourself in two acres of untouched natural beauty, showcasing the unique ecosystems of the Northern Bruce Peninsula. With forest, alvar, and watercourse, this retreat is a haven for nature enthusiasts. 5 min walk to Lake Huron & Johnson's Harbour waterfronts. Central drive to Singing Sands, Grotto, Tobermory & Lions Head.

Top Guest favourite
The cottage is nestled among trees on a gentle slope leading down to the water, displaying a welcoming exterior. The landscape features a mix of greenery and autumn colors, with a calm body of water in the foreground reflecting the sky.
Cabin in Lion's Head
4.92 out of 5 average rating, 283 reviews

Little Lake Lookout: Sauna, Beach, Dock, Dogs!

Escape to Little Lake Lookout! This serene 2-bedroom + loft and 2-bath retreat boasts 170ft of private lakefront on Little Lake. Enjoy stunning views of the Niagara Escarpment and an abundance of nature and wildlife. With all-season amenities and a scenic drive from the GTA and London, this dog-friendly oasis (we're fenced!) is the perfect getaway for making memories. Only 7 minutes from the charming village of Lion's Head. Book now for a truly unique experience! @NorthPawProperties

Guest favourite
Cottage in Mar
4.94 out of 5 average rating, 111 reviews

Whiskey Harbour Lakehouse Waterfront

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.

Top Guest favourite
A cordwood cabin is surrounded by lush forest, featuring a green living roof. The rustic structure has a wooden door and multiple windows, with a small outdoor seating area that includes two chairs and a table. Stacked firewood is nearby.
Cabin in Chatsworth
4.99 out of 5 average rating, 145 reviews

Peaceful cabin-in-the-woods 50 acre private forest

Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

Guest favourite
A log cabin interior is showcased, featuring warm wooden walls and a cozy seating area. A fireplace is centrally positioned, with a small table nearby. A television is visible, and large windows allow natural light to flood the space, while a loft area is seen above.
Cabin in Owen Sound
4.87 out of 5 average rating, 343 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

Guest favourite
The cottage exterior features a well-maintained façade, surrounded by lush greenery and a manicured lawn. A large patio umbrella provides shade over stylish outdoor seating, while a Canadian flag gently flutters nearby, indicating a welcoming atmosphere.
Cabin in Wiarton
4.89 out of 5 average rating, 19 reviews

Cottage 'LUCA'

Escape to a cozy, updated cottage in Pike Bay with stunning Pike Bay sunset views. Enjoy 2 bedrooms, a 4-piece bath, fully stocked kitchen, lakeside dining, and water access just 250 feet away—perfect for kids or launching a paddleboard. Unwind by the fire pit under starry skies, chat in the gazebo, grill with friends, and let kids play in the open yard or enjoy board games indoors.

Guest favourite
Home in Mar
4.85 out of 5 average rating, 311 reviews

Red Bay Getaway

Waterfront house on Lake Huron in Red Bay,. On 1 acre of property, there are many ways to relax like, swimming in the lake, playing on the beach, hiking the Bruce Trail, BBQ on the patio or watch the spectacular sunsets. Open 365 days a years and ultra highspeed internet. Short Term Rental Accommodation #: 58-2025

Top Guest favourite
A covered entrance features two comfortable chairs arranged beside a small table. A decorative sign reading 'Be Our Guest' hangs above, while a potted plant sits on the table. The entrance is framed by a stone-paved pathway.
Guesthouse in Wiarton
4.98 out of 5 average rating, 215 reviews

Bruce Peninsula Country Loft on 17

This is unique in that it is adjacent to our 40X80 shop. It is also adjacent to the snowmobile and ATV trails. spectacular sunrises and sunsets all from this location the windows are huge. Hot tub is private and up and running Large deck with pergola and BBQ. private entrance.

Popular amenities for Pike Bay holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Bruce
  5. Pike Bay