Family-friendly vacation rentals in Owen Sound

4.98 out of 5 average rating, 254 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.

FamilyIndoor spacesGrill

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, 175 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 :)

FamilyIndoor spacesTV

4.91 out of 5 average rating, 220 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.

KitchenFamilyLocation

4.91 out of 5 average rating, 130 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 spacesEV charging

4.98 out of 5 average rating, 198 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.

Indoor spacesFamilyAmenities

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)

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!

FamilyIndoor spacesBathroom

4.98 out of 5 average rating, 132 reviews

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

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!

Indoor spacesFamilyLayout

4.86 out of 5 average rating, 146 reviews

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.

Apartment in Owen Sound

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.

FamilyIndoor spacesEV charging

4.98 out of 5 average rating, 154 reviews

Apartment in Owen Sound

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 spacesKitchenGetting around

4.91 out of 5 average rating, 141 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 spacesFamilyCheckout

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.

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 134 reviews

4.95 out of 5 average rating, 198 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.

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.

FamilyIndoor spacesHiking

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

4.98 out of 5 average rating, 250 reviews

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

Bruce Peninsula Country Loft on 17

FamilyKitchenAccess

4.97 out of 5 average rating, 138 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Indoor spacesKitchenCheck-in

Superhost

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, 553 reviews

Beach House Hideaway by Post Office Motel *HOT TUB

Indoor spacesKitchenAir conditioning

4.97 out of 5 average rating, 114 reviews

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

Indoor spacesFamilyCleanliness

4.96 out of 5 average rating, 170 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

Indoor spacesKitchenBeach

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

Indoor spacesKitchenDecor

4.95 out of 5 average rating, 120 reviews

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.

4.94 out of 5 average rating, 221 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Indoor spacesFamilyDecor

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, 117 reviews

Birdsong, the perfect Blue Mountains getaway

FamilyKitchenTV

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 172 reviews

A cozy bedroom features a spacious bed adorned with a white and blue floral duvet. Warm lighting is provided by bedside lamps on either side of the bed. A tasteful horse artwork is displayed on the wall, complementing the calming blue walls.

Home in Chatsworth

Stonehaven - large country retreat, with pool*

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 142 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

KitchenIndoor spacesPets

4.86 out of 5 average rating, 456 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

KitchenFamilyGetting around

4.94 out of 5 average rating, 157 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

FamilyIndoor spacesLayout

4.93 out of 5 average rating, 244 reviews

An outdoor space features a picnic table with an umbrella, set near a tranquil pond. A stack of firewood is positioned beside a large tree, with a fire pit nearby. Lush greenery surrounds the area, creating a peaceful atmosphere.

Guesthouse in Southgate

Cozy, quiet, clean cabin with wi-fi and fire pit.

Indoor spacesFamilyBackyard

4.93 out of 5 average rating, 241 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 spacesWifi

4.92 out of 5 average rating, 163 reviews

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.

Cottage in Meaford

New and Cozy Cottage Minutes to Georgian Bay!

FamilyKitchenNearby

Superhost

Cottage in Northern Bruce Peninsula

Tobermory 7-Bed Retreat Golf Sim • Hot Tub • Games

Indoor spacesFamilyValue

4.83 out of 5 average rating, 162 reviews

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 162 reviews

Farm stay in Markdale

Experience Country Living at Firefly Ridge

Indoor spacesFamilyAmenities

A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 235 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

KitchenFamilyCheckout

The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.

4.96 out of 5 average rating, 1027 reviews

Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue

Indoor spacesFamilyDecor

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.

4.93 out of 5 average rating, 319 reviews

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

Indoor spacesFamilyLocation

Superhost

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.

4.83 out of 5 average rating, 479 reviews

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

KitchenFamilyCondition

4.88 out of 5 average rating, 147 reviews

A charming beach house features a sloped roof and inviting front porch. Steps lead up to the door, flanked by chairs on either side. Large windows allow natural light into the cottage, while sandy grounds create a seamless connection to the surrounding beach.

Cottage in Tiny

Cozy beach house on Georgian Bay

FamilyKitchenSleep quality

A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.

4.94 out of 5 average rating, 659 reviews

Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue

Indoor spacesKitchenValue