Family-friendly vacation rentals in Oro-Medonte

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Indoor spacesFamilyGetting around

4.97 out of 5 average rating, 503 reviews

4.99 out of 5 average rating, 103 reviews

A small, wooden bunkie stands among tall trees, featuring a welcoming front porch with two chairs and a table. Decorative elements, including tiki torches and a floral wreath, add charm to the natural setting. The ground is covered with soft pine needles.

Cabin in Oro-Medonte

Bunkie in the Pines

Take it easy at this unique and tranquil getaway. This bunkie is an off grind glamping experience. It is quietly nestled in the pines at a beautiful lookout, over looking Pretty Valley. This bunkie offers a double bed, mini kitchenette with basic kitchen supplies, sitting area and various board games. Outside there is a bbq, a grill for cooking on an open fire. Large campfire to enjoy roasting marshmallows and unplug yourself under the stars. Close to many beaches, trails, markets and breweries.

Indoor spacesKitchenLocation

The living area features a modern design with a large flat-screen TV mounted above a stone fireplace. A cozy gray sofa is paired with a rustic coffee table and a comfortable orange armchair. Natural light enters through double glass doors leading outside.

4.98 out of 5 average rating, 125 reviews

Resort Condo (2 suites) near Horseshoe Valley

Enjoy a stylish experience in this spacious and serene space at Carriage Country Club Resort. A completely equipped designer condo with 2 suites for families looking for perfect vacation. Enjoy a peaceful night in your private Jacuzzi , prepare your own meal in the fully equipped kitchen. Few minutes drive to Horseshoe Valley Resort, and walkable to Vettä Nordic Spa. For Mount St. Louis Moonstone, only about 15 minutes drive away. Our heated indoor/outdoor swiming pool, available year-round.

FamilyIndoor spacesHospitality

4.95 out of 5 average rating, 290 reviews

A geodesic dome is nestled among vibrant fall foliage, showcasing a combination of green coniferous trees and orange and yellow deciduous leaves. The transparent windows of the dome reveal a glimpse of the interior, enhancing the connection to the surrounding nature.

Dome in Utopia

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

FamilyIndoor spacesAccuracy

4.87 out of 5 average rating, 142 reviews

A spacious kitchen is highlighted by a large central island with seating. Natural light fills the common area, showcasing a dining table with yellow chairs. Large windows adorned with sheer curtains allow for a view of the inviting living room, featuring soft seating and decorative plants.

Home in Minesing

Sleeps 14 Family Retreat Near Barrie & SnowValley

Enjoy your stay in this spacious 2023-built 4BR, 3.5BA chalet in Springwater near Barrie, featuring an open living area, stocked kitchen & 4 free parking spaces in a peaceful, safe neighborhood. Just 10 mins to Snow Valley Ski Resort, golf & sports centres, and 15–20 mins to Vetta Nordic Spa, parks & Barrie Hill Farms. After skiing or exploring, relax with family & friends. BBQ in summer; washer/dryer included. Perfect for group getaways all year round! Up to 14 guests. License #STR-004-2025

KitchenFamilyBeach

The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.

4.85 out of 5 average rating, 238 reviews

2BR Horseshoe Condo · Pool · Pet‑Friendly

🌲 Your private base for family adventures in Horseshoe Valley – with pool, hot tub, sauna, and pet‑friendly comfort all in one place. 🌲 This fully private 2‑bedroom Highland Estate condo offers 4 beds total (2 king beds + 2 pullout couches), making it ideal for two families, couples travelling together, or a small group getaway. Enjoy two king‑bed suites, two balconies, in‑suite laundry, and full access to resort‑style amenities just minutes from Horseshoe Resort and Vettä Nordic Spa.

Indoor spacesFamilyCheckout

A spacious bedroom is highlighted by a large bed with crisp white linens and a decorative throw pillow. A cozy seating area features a light-colored sofa and lamps, adding to the calm ambiance. Framed artwork and a neutral color palette create an inviting atmosphere.

4.77 out of 5 average rating, 132 reviews

Lovely king size room with kitchenette

An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

FamilyKitchenCondition

An open living space is displayed, featuring a comfortable sofa adorned with throw pillows. A central coffee table rests atop a patterned area rug, while a wooden dining table with seating for six is visible. The kitchen area is positioned at the back, showcasing modern appliances.

4.85 out of 5 average rating, 117 reviews

Stunning Suite in Horseshoe Valley

Sitting on top of Horseshoe Valley, this stunning and unique condo sets the stage for a memorable and cozy trip. This suite has it all! - Fully stocked kitchen - 6-person dining table - Pull-out couch + loveseat + lounge chair - Cozy fireplace - Comfortable king-size bed - 2-person soaker tub + shower - Private Balcony - Year-round indoor/outdoor pool with hot tub and sauna - Fully equipped gym Minutes away from Vetta Spa, Horseshoe Valley, golf courses and more!

KitchenFamilyGrill

4.91 out of 5 average rating, 302 reviews

Lakefront | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.

Indoor spacesFamilyPets

A cozy living area features a spacious sectional sofa adorned with soft pillows, complemented by a minimalist coffee table. Natural elements are highlighted by an accent wall showcasing a scenic forest mural. The nearby sleeping area includes a neatly made bed with fresh linens.

4.99 out of 5 average rating, 136 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.

KitchenFamilyHiking

A living room features a flat-screen television mounted on a stone accent wall above a small fireplace. A cozy armchair and a wooden dining table with matching chairs are visible. Natural light filters in through a window adorned with soft curtains.

4.96 out of 5 average rating, 208 reviews

Pet-friendly, 1 BR condo in Horseshoe Valley

All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

KitchenFamilyBiking

4.75 out of 5 average rating, 495 reviews

The exterior of the studio apartment is shown, featuring a combination of white and gray siding. A modern garage door and a front door are visible, framed by a small patio area. Trees provide a natural backdrop, with Lake Simcoe glimpsed in the distance.

Cottage in Barrie

The Guesthouse on the North Shore Trail

No Cleaning Fee for this well-appointed studio apartment just off the North Shore Trail that includes everything you’ll need for a comfortable and cozy stay. Newly renovated, this fully private unit includes a large screen TV, a queen size bed with a luxurious mattress, a pull-out double-sized sofa, a full kitchen with all the amenities; and a calming view of Lake Simcoe in any season.

KitchenIndoor spacesOutdoor spaces

Popular amenities for Oro-Medonte family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 207 reviews

Dome in Utopia

Glamping Dome Riverview Utopia

Indoor spacesKitchenHeating

4.97 out of 5 average rating, 110 reviews

A dock extends over calm waters, featuring two red Adirondack chairs facing the horizon. The sky above is clear, with soft clouds drifting in the distance. A ladder is positioned at one end of the dock, providing easy access to the lake.

Bungalow in Hawkestone

Water front Cottage Lake Simcoe Sauna Hot Tub

KitchenFamilyAccuracy

4.85 out of 5 average rating, 112 reviews

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

KitchenFamilyBathroom

4.98 out of 5 average rating, 131 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

KitchenIndoor spacesQuiet

A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.

4.96 out of 5 average rating, 106 reviews

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

FamilyKitchenBathroom

Apartment in Horseshoe Valley

The spacious living area features a comfortable couch and an additional patterned armchair. Two side tables with lamps are present, providing soft lighting. Large windows with sheer curtains allow natural light to fill the room, while a flat-screen TV is mounted on the wall.

Spacious Hideaway in Nature

KitchenFamilyGrill

4.84 out of 5 average rating, 128 reviews

4.93 out of 5 average rating, 194 reviews

The cabin features a cozy exterior with a textured roof and large windows, surrounded by colorful fall leaves. Outdoor furniture is positioned on the deck, and a hot tub is visible. The setting is enhanced by the backdrop of vibrant autumn foliage.

Cabin in Innisfil

Lakefront Cozy Cottage w Hot Tub!

FamilyIndoor spacesLocation

4.84 out of 5 average rating, 191 reviews

The cottage is situated on a well-maintained lawn, framed by trees, with a spacious deck accessible via a stone pathway. Colorful kayaks and a paddle boat are visible by the water, and the sky displays a warm sunset with varying shades of orange and purple.

Cottage in Waubaushene

Waterfront Paradise on the Georgian Bay

Indoor spacesKitchenView

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 173 reviews

A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.

Home in Orillia

Orillia TwnHse Oasis w King Bed

Indoor spacesKitchenHiking

4.83 out of 5 average rating, 320 reviews

A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.

Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

KitchenIndoor spacesShared spaces

4.95 out of 5 average rating, 504 reviews

An open living area showcases a compact yet functional layout. A spacious sofa is positioned beside a wooden dining table. Two lofts with skylights are seen above, while the kitchen features modern appliances and a contemporary design.

Tiny home in Waubaushene

Unique TinyHome

KitchenIndoor spacesAmenities

4.93 out of 5 average rating, 216 reviews

An aerial view of the farmhouse is displayed, showcasing its spacious layout. The house features a two-tone exterior with a large front porch and multiple trees nearby. Expansive green fields and a country road are visible in the background.

Farm stay in Coldwater

Horseshoe Valley Fieldview Farm

KitchenFamilyWifi

4.96 out of 5 average rating, 144 reviews

Resort-Style Luxury Waterfront Cottage

Indoor spacesFamilyAmenities

The exterior of the house displays a stone facade, framed by trees and greenery. A large deck extends from the structure, featuring outdoor seating and a BBQ setup. Nearby, a driveway accommodates several vehicles, with spacious lawn surrounding the property.

4.92 out of 5 average rating, 209 reviews

Pearl by Lake Simcoe - with sauna and steam room

KitchenFamilyView

4.9 out of 5 average rating, 191 reviews

Bungalow in Orillia

Waterfront cottage on beautiful bass lake

FamilyIndoor spacesSleep quality

4.86 out of 5 average rating, 152 reviews

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

Lakefront detached house on the little lake

FamilyKitchenSleep quality

Family-friendly home rentals with a pool

4.77 out of 5 average rating, 106 reviews

An indoor pool is framed by large windows that allow natural light to fill the space. The ceiling features wooden beams that create an airy atmosphere. Two chairs are positioned nearby, and vibrant yellow flowers are visible through an adjacent window.

Home in Orillia

Casa ~ Pool ~ Fire Pit ~ BBQ

FamilyKitchenBathroom

4.96 out of 5 average rating, 182 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

FamilyIndoor spacesPets

4.98 out of 5 average rating, 105 reviews

An aerial view of the rustic chalet reveals a warm wooden exterior complemented by brick accents. A fenced-in yard features a heated, welcoming saltwater pool. Two cars are parked in the driveway, and greenery from surrounding trees enhances the serene atmosphere.

Guesthouse in Barrie

Warm rustic luxury chalet near lake and trails

Indoor spacesFamilyLocation

4.89 out of 5 average rating, 113 reviews

A spacious cottage is surrounded by neatly manicured lawns and lush greenery. The exterior features a large deck with railings, offering views of the landscape. Tall trees and shrubs contribute to a serene outdoor environment.

Cottage in Midhurst

Circle Pine Getaway Private Modern Cottage Living

KitchenFamilyHot tub

4.93 out of 5 average rating, 242 reviews

The Friday Flat | Sunny Escape by the Marina

FamilyKitchenAccuracy

A modern living area features a spacious sectional sofa complemented by decorative pillows and a large coffee table. Natural light floods in through expansive glass windows, revealing a view of the private patio. Minimalist decor includes a geometric wall design and a stylish light fixture.

4.89 out of 5 average rating, 145 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

FamilyIndoor spacesHospitality

4.9 out of 5 average rating, 145 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Indoor spacesFamilyComfort

The living area features a light-colored sofa paired with a stylish armchair, placed on a neutral-toned area rug. Large glass doors provide access to the private patio, allowing natural light to fill the space. An elegant coffee table is centered in the area, complemented by modern decor.