Family-friendly vacation rentals in Oro-Medonte

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, 122 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.

FamilyKitchenParking

4.95 out of 5 average rating, 283 reviews

A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.

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.

KitchenIndoor spacesBathroom

An outdoor pool area is featured, surrounded by lounge chairs and picnic tables. A large building with expansive glass windows serves as a backdrop, while bright blue umbrellas provide shade. The surrounding greenery enhances the tranquil ambiance of the resort.

4.81 out of 5 average rating, 176 reviews

Hillside Haven: Serene Studio Retreat for 4

Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

KitchenFamilyOutdoor spaces

4.91 out of 5 average rating, 301 reviews

Cottage in Georgina

Lakefront | Hot Tub, Private Dock & Sandy Beach

Luxury lakefront cottage on Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub—perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQs, and a fire pit. Ideal for family vacations, holiday getaways, and group retreats near Toronto, minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and an open-concept living area. Private, peaceful, and perfect for unforgettable memories year-round.

FamilyKitchenComfort

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

The lake Simcoe region is a favourite year round holiday destination with any area events and attraction. This is family waterfront cottage with a beautiful spacious open concept kitchen,dining & living room. Another separated of the house room with pool table,sauna, TV& 2 sofa beds. (4 sofa beds all in total). Perfect place to enjoy the sunshine, sky nearby Horseshoe Valley or MT.St. Louise. 2 minutes walk to boat lounge, 7 minutes walk to the park with a beautiful beach and playground

Indoor spacesFamilyView

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.

4.84 out of 5 average rating, 232 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.

FamilyKitchenCheck-in

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.

4.78 out of 5 average rating, 129 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.

KitchenFamilyGrill

4.97 out of 5 average rating, 158 reviews

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

Home in Barrie

Waterfront Home, City/Sunset View & Steps to Beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

KitchenFamilyWifi

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.

4.98 out of 5 average rating, 132 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.

Indoor spacesKitchenValue

A bright studio space features a comfortable bed with a cozy bedding arrangement. A kitchenette equipped with essential appliances is visible, along with a small dining table for two. A lounge area includes a pull-out couch and decorative accents, with natural light streaming through the windows.

4.79 out of 5 average rating, 106 reviews

Stunning Studio in Horseshoe Valley

Sitting on top of Horseshoe Valley, this stunning and unique condo sets the stage for a memorable and cozy trip. This studio has it all! - Comfortable king-size bed - Kitchenette - 2-person dining table - Pull-out couch + lounge chair with footrest - Gorgeous bathroom with 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!

Indoor spacesFamilyLocation

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.

4.84 out of 5 average rating, 125 reviews

Spacious Hideaway in Nature

Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

Indoor spacesKitchenComfort

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, 205 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!

Indoor spacesKitchenGrill

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

4.95 out of 5 average rating, 178 reviews

A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.

Cottage in Severn Bridge

CARL in Muskoka: Waterfront Cottage with Hot Tub

KitchenIndoor spacesBathroom

4.93 out of 5 average rating, 191 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 spacesLong stay

4.97 out of 5 average rating, 196 reviews

A charming cottage sits by a serene waterfront, surrounded by lush trees. The sandy beach leads to calm water, with lounging spaces and two docks visible. Muskoka chairs are positioned on the lawn, inviting relaxation amid nature. The cottage's structure offers multiple outdoor seating options.

Cottage in Washago

Mistywood Cottage

KitchenFamilyOutdoor spaces

4.96 out of 5 average rating, 178 reviews

Condo in Innisfil

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse

Indoor spacesKitchenView

4.98 out of 5 average rating, 125 reviews

Condo in Innisfil

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

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 202 reviews

Dome in Utopia

Glamping Dome Riverview Utopia

Indoor spacesKitchenSleep quality

4.85 out of 5 average rating, 109 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

KitchenFamilyHot tub

4.96 out of 5 average rating, 110 reviews

Home in Barrie

HotTub PoolTable Poker BBQ 10MinsToLakeSimcoe Luxe

Indoor spacesKitchenWalkability

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 170 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 spacesFamilyNearby

4.86 out of 5 average rating, 136 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

KitchenIndoor spacesNearby

4.92 out of 5 average rating, 204 reviews

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.

Cottage in Georgina

Pearl by Lake Simcoe - with sauna and steam room

FamilyIndoor spacesWifi

4.82 out of 5 average rating, 317 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

FamilyIndoor spacesNearby

4.96 out of 5 average rating, 137 reviews

Cottage in Georgina

Resort-Style Luxury Waterfront Cottage

FamilyIndoor spacesHeating

4.96 out of 5 average rating, 175 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

KitchenIndoor spacesAccess

4.87 out of 5 average rating, 149 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

FamilyKitchenQuiet

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

FamilyKitchenHeating

Family-friendly home rentals with a pool

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.

4.97 out of 5 average rating, 498 reviews

Four season glamping dome under the stars

Indoor spacesFamilyHeating

4.89 out of 5 average rating, 112 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

KitchenFamilyBathroom

4.89 out of 5 average rating, 140 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

FamilyKitchenAmenities

4.99 out of 5 average rating, 231 reviews

Townhouse in Port Severn

Pool, Wifi, Free parking, Golf, Laundry, BBQ

Indoor spacesFamilyGetting around

4.92 out of 5 average rating, 236 reviews

Condo in Innisfil

The Friday Flat | Sunny Escape by the Marina

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 99 reviews

Highland Grand Retreat Studio

FamilyIndoor spacesWalkability

The living area displays comfortable seating, featuring a dark blue tufted sofa and a black sofa. A wooden coffee table is centered on a light area rug, while a stone fireplace adds warmth. Large windows with light-colored curtains allow for natural light.

4.86 out of 5 average rating, 44 reviews

Elegant 2Suite Condo,Jacuzzi,pool,Horseshoe valley

FamilyIndoor spacesGrill