Family-friendly vacation rentals in Owen Sound

4.98 out of 5 average rating, 251 reviews

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

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.

Indoor spacesFamilyBackyard

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.

4.91 out of 5 average rating, 217 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.

Indoor spacesKitchenLong stay

4.86 out of 5 average rating, 109 reviews

An open living area showcases a cozy sectional sofa with decorative pillows, complemented by a soft area rug. Natural light fills the space through large windows, and a wooden staircase leads to an upper level. A fully equipped kitchen with bar seating is visible in the background.

Cabin in Owen Sound

Cozy Cabin Inn & Spa (HotTub, Sauna, Chalet Vibe)

Welcome to the Cozy Cabin Inn! Your peaceful hideaway nestled in the serene nature surrounding Meaford and Georgian Bay. Unwind after a day of hiking & skiing in our private hot tub and woodfired sauna or around the camp fire. 35 mins to Blue Mountain. Sleeps 8 - 10ppl. A Nordic, boho inspired, lux log cabin on 1.3 acres of private pine forest. Offers 4 bedrooms, loft, fully equipped lower level suite, chefs kitchen, and farm house table. Enjoy a complimentary robes, slippers, coffee and more!

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 191 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.

FamilyKitchenLaundry

4.87 out of 5 average rating, 226 reviews

A serene waterfront scene captures a vibrant sunrise over the calm waters of Georgian Bay. Silhouettes of trees frame the image, while soft waves reflect hues of orange and yellow in the sky. The shoreline is visible, enhancing the tranquil atmosphere.

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.

FamilyKitchenDecor

A cozy seating area is presented with a soft beige couch featuring two textured white throw pillows. The backdrop is adorned with a vibrant tapestry depicting intricate patterns in blue, red, and black colors, adding a decorative touch to the space.

4.86 out of 5 average rating, 142 reviews

One bedroom apartment on the river, with hot tub

WINTER SPECIAL Keep it simple at this peaceful and centrally located place. 30 to 40 minutes to Port Elgin and Southampton, and 75 minute drive to Tobermory. The hot tub is always waiting. Full kitchen and bathroom available for your own use. New queen size bed replacing the queen sized pull out couch. In the warmer weather there is two kayaks and a canoe available for guests use plus four adult life jackets. Also close to Harrison park and the mill dam and you can go by river.

FamilyKitchenHiking

4.98 out of 5 average rating, 143 reviews

Private Suite • Near Bruce Trail • Modern & Bright

License: STR2025-9250261010 Welcome to our bright, private one-bedroom suite — a perfect basecamp for exploring the Bruce Peninsula. Minutes from the Bruce Trail, this clean and modern space is ideal for couples seeking a quiet, comfortable getaway with easy access to hiking, beaches, and Tobermory. Relax after a day outdoors with a comfortable queen bed, quality linens, a fully equipped kitchen, modern bathroom, and high-speed internet with streaming. Free parking & self check-in.

FamilyIndoor spacesBathroom

4.91 out of 5 average rating, 133 reviews

The spacious upper deck features a hot tub, dining table with umbrella, and comfortable seating. A grill is positioned in the corner. Surrounding greenery and open fields create a peaceful setting, with a clear blue sky overhead enhancing the outdoor experience.

Loft in Owen Sound

Brand New Country View Loft with Hot Tub

Conveniently located between Owen Sound and Meaford on a beautiful 7 acre property surrounded by fields and trees, this brand new bright and open loft has endless attractions within a 50 km radius. Whether you are a skier going to Blue Mountain or want to enjoy the beach at Sauble, this place can be your home base while you explore our wonderful area. Coffin Ridge Winery:5 mins, Blue Moutains:30mins, Bruce Trail:5mins, Sauble:30mins, Bruce Penninsula:45mins.

Indoor spacesKitchenSleep quality

A cozy living room features a teal sofa, a brown armchair, and a wooden television stand. A flat-screen TV is mounted on the wall. A patterned area rug covers the hardwood floor, while a coffee table with a geometric design sits in the center. Natural light enters through a window.

4.95 out of 5 average rating, 190 reviews

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.

KitchenFamilyParking

Place to stay in Kenilworth

The log cabin is framed by a covered porch, featuring wooden beams and a stone pathway leading to the entrance. Adjacent to the porch, potted flowers add a touch of colour, set against a backdrop of lush greenery under a clear blue sky.

5.0 out of 5 average rating, 101 reviews

Smokey Creek Reminisce & Sauna

Discover the perfect getaway at our charming, 100-year-old log cabin, ideally situated on 100 acres of breathtaking countryside. This enchanting retreat is perfect for couples, families, or friends looking to escape the hustle and bustle of everyday life. Surrounded by rolling fields and a serene hardwood maple bush, the cabin offers a tranquil setting where you can reconnect with nature and each other.

Indoor spacesFamilyOutdoor spaces

4.88 out of 5 average rating, 352 reviews

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

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.

FamilyKitchenAccuracy

The entrance to the townhome features a covered porch with a stone facade. A pair of large windows flank the front door, allowing natural light to enter. Neatly arranged flower beds reflect well-maintained landscaping. A driveway is visible on the left, leading to a garage.

4.9 out of 5 average rating, 339 reviews

Cozy Hideaway

Welcome to a cozy hideaway in the LOWER LEVEL (shared entrance)of a townhome located on Owen Sound’s east side close to shopping, popular restaurants, amenities, Georgian College and the Grey Bruce Regional Health Centre less than 5minutes away. PLEASE read all the information here so you have all the details

KitchenIndoor spacesGetting around

Popular amenities for Owen Sound family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.78 out of 5 average rating, 224 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

FamilyKitchenBiking

4.92 out of 5 average rating, 185 reviews

The exterior of a Mongolian yurt is showcased, featuring a sturdy wooden door with glass panels and a welcoming entrance mat. The yurt is surrounded by lush green grounds, indicating a serene rural setting.

Yurt in West Grey

Green Mongolian Yurt on Biodynamic Farm and Spa

Indoor spacesFamilyWalkability

Luxe

The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.

4.96 out of 5 average rating, 130 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

FamilyKitchenCondition

4.96 out of 5 average rating, 168 reviews

The exterior of a two-story house is depicted, featuring a combination of blue siding and brick. Soft illumination highlights the windows, providing a warm glow. A green lawn and a tree are visible in the foreground, alongside a vehicle parked in the driveway.

Home in Southampton

Holiday House on Huron

KitchenFamilyBathroom

Home in South Bruce Peninsula

A bright living area features a cozy corner seating with natural light filtering through large windows. A simple round coffee table sits centrally on a textured area rug, while a record player is positioned nearby on a cart, enhancing a minimalist aesthetic.

4.95 out of 5 average rating, 117 reviews

Pine Villa-Mediterranean Cottage with Hot Tub

Indoor spacesFamilySleep quality

4.98 out of 5 average rating, 135 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

FamilyIndoor spacesNearby

4.87 out of 5 average rating, 546 reviews

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

Beach House Hideaway by Post Office Motel *HOT TUB

Indoor spacesKitchenBackyard

Superhost

4.92 out of 5 average rating, 138 reviews

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Indoor spacesFamilyHeating

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 129 reviews

A cozy living area features a blue mountain mural accent wall, complemented by a dark sofa and round dining table. Soft lighting from two lamps enhances the inviting space, while blue chairs provide a touch of color. The open layout connects to a kitchen, visible through an archway.

Apartment in Meaford

"Hike" at Hills | Pet-Friendly Escape Near Blue Mt

FamilyIndoor spacesQuiet

4.87 out of 5 average rating, 446 reviews

An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.

Tiny home in Meaford

Tiny Home Nestled between Thornbury & Meaford

FamilyKitchenPets

4.84 out of 5 average rating, 200 reviews

A rustic cabin is nestled among towering trees, featuring a sloped metal roof and wooden door. A table with benches is positioned in front, accompanied by two Muskoka chairs. Gravel pathways lead to the cabin, enhancing its secluded ambiance.

Hut in Owen Sound

Harper Cabin

FamilyKitchenLocation

4.99 out of 5 average rating, 147 reviews

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

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

Indoor spacesFamilyAir conditioning

4.95 out of 5 average rating, 226 reviews

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

Williamsford Blacksmith Shop

Indoor spacesKitchenGrill

4.97 out of 5 average rating, 170 reviews

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

Beach & Hiking Nearby • Large Private Fenced Yard

KitchenIndoor spacesAmenities

Place to stay in Chatsworth

Two glasses of rosé wine sit on a decorative table, capturing sunlight against a backdrop of rolling hills. The landscape features vibrant autumn foliage in shades of orange and yellow, with a clear blue sky and wispy clouds visible above.

5.0 out of 5 average rating, 137 reviews

Secluded Cabin overlooking Valley.

Indoor spacesFamilyHot tub

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.

4.92 out of 5 average rating, 156 reviews

New and Cozy Cottage Minutes to Georgian Bay!

KitchenIndoor spacesCheck-in

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 173 reviews

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

Indoor spacesFamilyComfort

4.92 out of 5 average rating, 116 reviews

Camper/RV in Lisle

Givi’s Cozy Camper: Warm & Welcoming

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 158 reviews

Farm stay in Markdale

Experience Country Living at Firefly Ridge

FamilyKitchenCondition

4.95 out of 5 average rating, 352 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

The Trails Retreat (Private Cabin)

FamilyIndoor spacesGrill

4.99 out of 5 average rating, 180 reviews

Tiny home in Goderich

By the Lake Studio Space w/ Gardens & Hot Tub/Pool

Indoor spacesFamilyDecor

4.84 out of 5 average rating, 292 reviews

Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

Indoor spacesFamilyView

4.97 out of 5 average rating, 275 reviews

A bright, spacious dining area is illuminated by natural light from large windows. A long, rustic table is accompanied by white, spindle-back chairs. A vase with greenery is centered on the table, enhancing the inviting atmosphere of the space.

Chalet in Blue Mountain

White Cedar Chalet (Pool & Free Village Shuttle)

FamilyIndoor spacesCleanliness