Vacation rentals in Owen Sound

An indoor pool glistens under natural light filtering through large windows. The area is surrounded by a patterned brick deck and features comfortable seating. A wet bar is visible in the background, contributing to the inviting retreat atmosphere.

4.98 out of 5 average rating, 230 reviews

The Butchart Estate: your perfect family retreat!

Give them a holiday to remember. With fresh air & freshwater beaches. Escarpment views, grottos & waterfalls. It's a great time to get yourself a little more Canada in beautiful Grey-Bruce. Settle in to our beautiful and well-equipped heritage home. Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, play board games galore. Outdoors, we're famous for our hills, forests, lakes and rivers. But don't miss the music, museums, and amazing foodie scene.

4.93 out of 5 average rating, 178 reviews

Two lounge chairs with a light-colored cushion are positioned on a stone patio overlooking Georgian Bay. The shoreline is lined with smooth, rounded stones, and plants are present in the foreground. The warm glow of the sunset reflects over the tranquil water surface.

Cottage in Meaford

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.

4.98 out of 5 average rating, 114 reviews

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.

4.99 out of 5 average rating, 123 reviews

The interior of the yurt is viewed from below, highlighting a circular skylight at the center. Colorful patterns adorn the wooden beams, and a metal flue extends downwards, blending traditional and modern elements in the design.

Yurt in Meaford

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

4.85 out of 5 average rating, 181 reviews

Large windows frame a serene view of Georgian Bay, showcasing calm waters and grassy shoreline. A natural wooden table is positioned in front, with decorative items placed on the window sills. The scene is complemented by a distant view of the opposite shore.

Guesthouse in Kemble

Waterfront Sunrise Cottage

Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

4.96 out of 5 average rating, 255 reviews

A charming log cabin features a wooden porch framed by greenery. The stone chimney sits atop the roof, while windows allow light to filter into the interior. A stack of firewood is neatly arranged beside the entrance, enhancing the rustic appeal of the home.

Cabin in Owen Sound

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

4.93 out of 5 average rating, 379 reviews

Stone steps ascend toward a wooden archway, framed by a garden of seasonal flowers and decorative stones. Green grass surrounds the path, while a sunset casts warm light across the scene, highlighting the lush landscape.

Guesthouse in Neustadt

Bunkie in the Country

Now open! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. We have 1 large dog on site (lives in the house). For allergenic reasons and safety of other animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

Bungalow in Georgian Bluffs

A serene garden area is depicted, featuring a curved flowerbed lined with various colorful flowers and green plants. Two wooden chairs are positioned nearby, offering a tranquil spot for relaxation. Lush greenery and trees surround the space, enhancing its natural appeal.

4.98 out of 5 average rating, 130 reviews

A Naturalist's Paradise - Shepard Lake waterfront

Located on a tranquil, private, inland lake-base of the Bruce Peninsula. Spacious apartment (lower level of bungalow-one unit, no shared spaces), perfect getaway for outdoor enthusiasts. Very private location with secluded sitting area, yard & dock. Paddle boats are exclusive for your use. Enjoy fishing/bird watching. Close to hiking trails, golf courses & there are beautiful beaches for swimming just minutes away. Relax on the dock, read, BBQ & enjoy campfires.

4.96 out of 5 average rating, 133 reviews

A rustic wooden bridge is seen leading through lush greenery, with moss covering the path. Surrounding trees add to the natural ambiance, creating a tranquil passageway that invites exploration of the area beyond.

Apartment in Owen Sound

Suite on the Creek

Keep it simple at this peaceful and centrally located walkout apartment. The suite backs onto the Niagara escarpment and sections of the Bruce Trail. Though you’ll feel secluded in nature, head out front and you can walk downtown in less than 15 minutes. Rest well in the king-sized bed that looks out onto the walking bridge in the back yard. Enjoy cozy evenings in with a movie and a fire, or relax with a book in your private backyard sitting area.

4.96 out of 5 average rating, 113 reviews

An outdoor terrace features bright blue umbrellas over a stylish dining set and a comfortable hanging chair. Colorful area rugs are placed on the wooden deck, creating a vibrant atmosphere. A barbecue grill is situated nearby, enhancing the space for outdoor gatherings.

Apartment in Meaford

"Paddle" at Hills | Scenic Escape Near Blue Mtn

Welcome to Hills! Once known as Hill's Dairy in Meaford, this historic building has been converted into four rental units with an adventure shop. Steps to downtown Meaford, and minutes to Georgian Bay, Georgian Trail cycling route, the infamous Trout Hollow Trail, shops and restaurants, beaches, and 25 mins from Blue Mountain. This modern suite is the perfect year-round getaway spot to unwind after a day of exploring the area.

4.94 out of 5 average rating, 267 reviews

Tall trees frame a serene view of the beach at sunset, with the sun casting a warm glow over the calm water. The sandy shore is visible, along with smooth stones and gentle waves lapping at the edge.

Guest suite in Meaford

The Beach Button

Cute as a Button, this cozy home inspired by beach house vibes is nestled in the quaint town of Meaford. This town offers some of the most amazing waterfront to explore! 2 minutes east is a spacious public beach, 2 minutes towards the west is the beautiful Harbor or step out the door and enjoy a 3min walk down to the lake! This property is also located a scenic 25min to the famous Blue Mountain Ski Resort! and Scandinave Spa!

4.88 out of 5 average rating, 140 reviews

A portable crib is set up in a well-lit living room, featuring a neutral color scheme. It includes mesh sides for visibility and airflow. A cozy armchair and a sofa with decorative cushions are positioned nearby, creating a relaxed seating area.

Bungalow in Owen Sound

Cozy Owen Sound Getaway

Welcome to your cozy Owen Sound retreat where this two bedroom home has all the amenities you will need to relax and recharge. Conveniently located close to downtown, everything the town has to offer is within walking distance and is yours to explore. Beyond the town limits, adventure awaits! Within driving distance you will find Blue Mountain, Tobermory, Sauble Beach, Provincial parks, and much more! Pet friendly.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Owen Sound vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Owen Sound

4.95 out of 5 average rating, 38 reviews

A wooden deck is visible just outside a doorway, leading into a lush green woodland. A small black metal chair sits on the deck, surrounded by dense foliage and trees, creating a serene connection to nature.

Guesthouse in Wiarton

Entire Guesthouse - Forest Retreat, Starlink WiFi

5 out of 5 average rating, 39 reviews

A rustic fire pit is surrounded by an arrangement of smooth stones, featuring a grill grate above stacked firewood. Nearby, a picnic table sits under a large umbrella, and a charcoal grill stands to the right. A vibrant blue chair adds a pop of color to the green landscape.

Cabin in Kemble

Cabin Under the Stars - Cabin #1

5 out of 5 average rating, 69 reviews

A serene outdoor area features a circular stone patio surrounded by green grass. Four comfortable blue chairs are positioned towards the flowing river, which is framed by lush foliage. Natural sunlight filters through the trees, enhancing the tranquil setting.

Home in Leith

River's Edge Retreat

Superhost

4.83 out of 5 average rating, 95 reviews

Harbour Veiw 2 bedrooms/ Den

The front of the cottage features a dark door framed by vibrant flower boxes filled with blooming plants. Windows on either side are adorned with brown shutters. Lush greenery and colorful flowers border the entrance, enhancing the home's inviting charm.

4.95 out of 5 average rating, 43 reviews

Simple Downtown Comfort

A spacious wooden deck is surrounded by lush greenery, featuring a hot tub spa, comfortable outdoor seating, and a dining area with white chairs. A grill is positioned nearby, enhancing the outdoor living experience in a tranquil setting.

4.9 out of 5 average rating, 31 reviews

Little Blue Oasis

4.92 out of 5 average rating, 92 reviews

An expansive wooden deck features a hot tub with a protective cover. Comfortable seating areas include lounge chairs and a dining table with an umbrella, surrounded by open green fields in the background, creating a serene outdoor space for relaxation.

Loft in Owen Sound

Brand New Country View Loft with Hot Tub