House holiday rentals in Owen Sound

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Top-rated house rentals in Owen Sound

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Guest favourite
The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.
Home in Meaford
4.88 out of 5 average rating, 468 reviews

Decked in Old Hollywood Glam @ The Beachhouse POM

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Top Guest favourite
The entrance showcases intricate woodwork and architectural details, with a grand staircase leading to the upper level. A large door opens to the outside, and a vintage chandelier illuminates the inviting foyer, highlighting the craftsmanship of the historic home.
Home in Owen Sound
4.98 out of 5 average rating, 242 reviews

Butchart Estate: Breathtaking Victorian mansion

Give them a holiday to remember.  Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days.  Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore.  Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay.  But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door. 

Top Guest favourite
A charming century home features a blend of red brick and light siding. The entryway is highlighted by a covered porch and decorative star. Lush greenery surrounds the property, adding to its inviting appeal under clear blue skies.
Home in Meaford
4.97 out of 5 average rating, 161 reviews

Close to Beach & Hiking with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure in the hills, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & medium sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

Top Guest favourite
The modern two-story home presents a sleek exterior with dark cladding and large glass windows. A spacious deck features green chairs, offering panoramic views of the surrounding landscape. The manicured lawn extends gently toward the home, creating an inviting outdoor space.
Home in Kemble
4.98 out of 5 average rating, 112 reviews

Contemporary Million Dollar View Getaway

This four-season home offers you majestic views of Georgian Bay from all main living areas and accommodates up to 14 guests. It is your ideal base for exploring the Bruce Peninsula. Enjoy walking trails, golfing, boating, fishing, national parks, the Grotto and beaches. After a day of adventure, unwind by the firepit or watch a movie in the theater room. You have two fully stocked kitchens to prepare your feast. It's the perfect retreat for groups looking to relax and create memories together!

Top Guest favourite
Home in Wiarton
4.97 out of 5 average rating, 178 reviews

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

Top Guest favourite
The exterior of the cottage showcases a welcoming covered front deck framed by vibrant greenery. A sturdy wooden staircase leads to glass doors. The space features modern outdoor seating with bright yellow accents, surrounded by well-maintained gravel and flower arrangements.
Home in Wiarton
4.99 out of 5 average rating, 130 reviews

Huckleberry’s Hideaway (Sauna, Starlink Internet)

Relax and enjoy the true cottage lifestyle with a clean, restful and modern feel. Perfect spot to enjoy a peaceful getaway warming up in the Sauna or around the fireplace. Centrally located on the Bruce Peninsula to Tobermory and Sauble Beach. Lovely views of Berford Lake with a public beach only 10 min drive away. Family friendly or couples getaway - we’ve got you covered. Cozy interior, with lots of parking, beautiful covered front decking. BBQ, campfires, Sauna you name it - it’s here.

Guest favourite
Home in Tobermory
4.9 out of 5 average rating, 101 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.

Guest favourite
The entrance of a charming house features a welcoming porch with a red front door. Flanking the entrance, bright orange lilies bloom alongside well-maintained greenery. Sunlight filters through the surrounding trees, casting a warm glow on the home's exterior.
Home in Meaford
4.94 out of 5 average rating, 195 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

Guest favourite
The entrance features a dark door adorned with a decorative wreath, framed by red brick walls. A mailbox is positioned next to the door, while a small bush adds a touch of greenery beside the entryway.
Home in Owen Sound
4.86 out of 5 average rating, 115 reviews

Harbour Veiw 2 bedrooms/ Den

Great central location, across from Harbor (like fishing?) and Marine Rail Museum. Walking distance to Kelso Beach, Marina, Salmon Spectacular, downtown, stores, and restaurants. Stroll along Harbor or walk to Kelso Beach ( home of Summer Folk music festival) a few minutes from Harrison Park, visit our local water falls, . Cozy home with 2 bedrooms and den 1 1/2 bath and walk-in shower. Linens and towels provided. A place to call home away from home.

Top Guest favourite
A cozy living area includes a navy blue sofa and a light armchair positioned on a patterned area rug. Decorative wall mirrors and plates are displayed above the seating. A lamp and a small table add to the brightness, while bar stools are positioned near the kitchen counter.
Home in Barrie
4.99 out of 5 average rating, 102 reviews

Bright basement apt with private entrance, Barrie

Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Top Guest favourite
A well-lit living area features two comfortable gray sofas adorned with patterned throw pillows. Warm wooden floors complement the neutral wall tones. A staircase with wooden steps leads to the upper level, while large windows allow natural light to brighten the space.
Home in Williamsford
4.94 out of 5 average rating, 179 reviews

Williamsford Blacksmith Shop

Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.

Top Guest favourite
The bungalow features a modern exterior with a sloped roof and stone-like walls. Large windows invite natural light, and potted plants are positioned at the entrance. A gravel path leads up to the porch, surrounded by trees, creating a serene and natural setting.
Home in Meaford
4.97 out of 5 average rating, 126 reviews

Modern Country Getaway by the Bay

Enjoy relaxing in our bungalow near Georgian Bay only a 30 min drive to Blue Mountain Village. A perfect base for a family holiday or couples retreat. Beach access is located only 300m from the house. Spend an evening by the fire at our large fire pit. Meaford is nestled in between some of the best fresh water beaches of Sauble and Wasaga.

Popular amenities for Owen Sound house rentals

Quick stats about house rentals in Owen Sound

  • Total holiday rentals

    Explore 20 holiday rentals in Owen Sound

  • Nightly prices starting at

    Owen Sound holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Owen Sound holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Owen Sound rentals

  • 4.9 Average rating

    Owen Sound stays are highly rated by guests—averaging 4.9 out of 5!

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