Family-friendly vacation rentals in Owen Sound

4.98 out of 5 average rating, 252 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.

KitchenFamilyHeating

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.

4.97 out of 5 average rating, 174 reviews

Beach & Hiking Nearby • Large Private Fenced Yard

Whether you’re looking to rest and recharge or head out on an adventure in the hills, this cozy century home is the perfect base. Located in the heart of Meaford, you’re walking distance to shops, restaurants, and the waterfront. Enjoy a large fenced backyard, fire pit, patios, two living rooms, laundry, and a fully stocked kitchen. Recently updated while keeping its original charm, it’s a great spot for families, groups, kids, and pets to relax and unwind. Perfect for making lasting memories :)

FamilyKitchenLayout

4.91 out of 5 average rating, 219 reviews

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

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.

KitchenFamilyGrill

4.91 out of 5 average rating, 127 reviews

Cottage in Wiarton

Sunsets & Lake Views in a Spacious Modern Cottage

Escape to a bright, spacious cottage with stunning sunsets and panoramic views of Colpoy’s Bay just outside Wiarton! Perfect for year-round group getaways featuring: 4 king bedrooms, a queen Murphy bed and 3 full bathrooms including a spa-like master ensuite. Enjoy an open-concept layout with a fully stocked kitchen, two large family rooms with Smart TVs, two expansive patios, and a spacious campfire area. Experience the natural beauty of the Bruce Peninsula while relaxing in comfort and style.

KitchenIndoor spacesValue

4.98 out of 5 average rating, 193 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.

KitchenIndoor spacesHospitality

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, 144 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.

Indoor spacesFamilyHiking

4.97 out of 5 average rating, 137 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

Indoor spacesFamilyBeach

4.98 out of 5 average rating, 150 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.

Indoor spacesKitchenLayout

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.

Cottage in Meaford

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

KitchenIndoor spacesHeating

4.96 out of 5 average rating, 132 reviews

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, 194 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.

FamilyIndoor spacesBackyard

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, 345 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

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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

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.

4.87 out of 5 average rating, 549 reviews

Beach House Hideaway by Post Office Motel *HOT TUB

KitchenIndoor spacesWalkability

4.86 out of 5 average rating, 110 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)

FamilyIndoor spacesCheckout

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

KitchenFamilyComfort

4.91 out of 5 average rating, 138 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

FamilyKitchenNearby

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.

Pine Villa-Mediterranean Cottage with Hot Tub

KitchenIndoor spacesHospitality

4.95 out of 5 average rating, 117 reviews

4.97 out of 5 average rating, 114 reviews

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

KitchenIndoor spacesView

4.97 out of 5 average rating, 175 reviews

A welcoming entryway features dark wood paneling and a rustic wooden bench. A framed sign labeled 'Yellow Brick' is displayed prominently on the wall. Decorative plants are placed in woven baskets, adding natural elements to the space.

Home in Mount Forest

The Yellow Brick Guest House

KitchenIndoor spacesAccess

An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.

4.98 out of 5 average rating, 116 reviews

Birdsong, the perfect Blue Mountains getaway

Indoor spacesFamilyBiking

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 140 reviews

The log home is set against a backdrop of trees, featuring a wrap-around porch. Sunlight streams through the trees, creating a warm glow. The ground is partially covered with snow, highlighting the rustic wooden structure.

Cabin in Hepworth

Cozy Log Cabin

Indoor spacesFamilyHospitality

4.99 out of 5 average rating, 142 reviews

A serene view is captured at sunset, showcasing vibrant hues of orange and pink in the sky. The foreground includes a well-maintained yard with various greenery and a winding driveway leading towards a distant landscape featuring trees and a body of water.

Bungalow in Wiarton

Escarpment Escape With Bay Views

Indoor spacesKitchenLaundry

4.87 out of 5 average rating, 451 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

KitchenFamilyRiver

4.84 out of 5 average rating, 105 reviews

The cottage exterior features a light-colored façade with a welcoming porch. Two red Adirondack chairs are placed on a concrete step, surrounded by potted pink flowers. A large window alongside the door provides natural light, and wooden steps lead up to the entrance.

Cottage in Sauble Beach

Sauble Beach Sandy Bungalow

FamilyKitchenBackyard

4.94 out of 5 average rating, 230 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

FamilyIndoor spacesAccuracy

4.98 out of 5 average rating, 174 reviews

A vibrant red cabin is surrounded by lush greenery, featuring a spacious elevated deck. A dining table with six chairs is set under a large umbrella, while a barbecue grill is positioned nearby. Large windows invite natural light into the interior.

Cottage in Elmwood

Little Red Cabin on the River

KitchenIndoor spacesGrill

4.94 out of 5 average rating, 155 reviews

A light-filled living area features a comfortable gray sofa and two rattan chairs with cushions. A flat-screen TV is mounted on the wall, and a natural fiber rug lies beneath a white coffee table. Elements of greenery can be seen, adding a refreshing touch.

Cottage in Sauble Beach

COMPLETELY RENOVATED cottage -steps from the Beach

Indoor spacesKitchenWalkability

4.96 out of 5 average rating, 177 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

KitchenFamilyPool

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 140 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

FamilyKitchenAccess

Apartment in Blue Mountain Resort Area

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

Evergreen Studio | King Bed/Pool/Hot Tub/Shuttle

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 259 reviews

Townhouse in Blue Mountain Resort Area

A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 372 reviews

Condo in Blue Mountain Resort Area

A cozy living area is presented with two sofas and a fabric armchair, arranged around a wooden coffee table. A gas fireplace sits beneath a wall-mounted television. Large windows allow natural light, offering views of the surrounding landscape.

The Blue Mountain's Dream Escape | Pool | Hot Tub

FamilyIndoor spacesWalkability

4.93 out of 5 average rating, 313 reviews

Chalet in Blue Mountain Resort Area

A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.

Little Blue Spruce (Pool & Free Village Shuttle)

KitchenIndoor spacesBeach

4.97 out of 5 average rating, 348 reviews

Condo in Blue Mountain Resort Area

The living room is designed with a cozy sectional sofa and a coffee table placed centrally. A mounted flat-screen TV is positioned above a white-brick fireplace. Natural light filters through sheer curtains, enhancing the welcoming feel of the space.

Cozy & Charming Retreat at Blue Mountain

KitchenFamilyBathroom

4.93 out of 5 average rating, 409 reviews

Condo in Blue Mountain Resort Area

The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.

Ski in/out @ North Creek W King bed! New Hot Tub

KitchenIndoor spacesAccess

4.83 out of 5 average rating, 475 reviews