Family-friendly vacation rentals in Essa

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

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 spacesFamilyParks

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.

4.89 out of 5 average rating, 140 reviews

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

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Indoor spacesFamilyHospitality

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.

KitchenFamilyComfort

4.95 out of 5 average rating, 180 reviews

Modern 5-bedroom house close to Ardagh Bluffs

Enjoy this new, modern and spacious house with open concept living room, dining room, 5 bedrooms and stylish kitchen with brand new modern appliances. Get together with your family and friends around the indoor gas fireplace watching your favorite movie. Relax in the spa like bathroom, and enjoy your sleep in the comfortable bedrooms .Go for a walk in the nearby forest at Ardagh Bluffs or take a short drive to the shopping centre or picturesque lakefront park. You will enjoy your stay in full!

Indoor spacesKitchenQuiet

4.91 out of 5 average rating, 287 reviews

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 138 reviews

Cottage in Georgina

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Indoor spacesKitchenEV charging

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.

4.97 out of 5 average rating, 158 reviews

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

FamilyKitchenWifi

A spacious wooden deck features a glass-top dining table surrounded by six chairs, set under a pergola. A gas barbecue is positioned nearby, with views of the lush greenery beyond the deck.

4.79 out of 5 average rating, 182 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, Shopping, or planning a trip, this house is exactly the spot for your Barrie stay! Perfect for a family vacay, a wedding trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

Indoor spacesKitchenQuiet

4.79 out of 5 average rating, 390 reviews

Spacious Barrie Basement with Separate Entrance

This 2-bedroom basement unit is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Cookware/Bath Accessories/One Free Parking Spot on the driveway and free street parking (ONLY Available Apr-Nov). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Indoor spacesFamilyCleanliness

4.96 out of 5 average rating, 105 reviews

The open-concept living area is furnished with a spacious sofa and patterned armchairs. A circular coffee table is centered on a soft area rug, while a flat-screen television is mounted on a dark media console. Natural light enters from a window, complemented by modern decor.

Apartment in Alliston

The Oake Room: Modern Suite

The Oake Room - your premier destination for modern, professional living. Ideal for those visiting Honda, Alliston Hospital, or attending events at Nottawasaga Conference Centre, our 1-bedroom lower level suite is a haven of style and convenience. Our clean, quiet suite is specially designed with open-concept living space to create a comfortable home base while away, equipped with modern amenities, ideal for work or relaxation.

Indoor spacesKitchenLocation

4.96 out of 5 average rating, 110 reviews

HotTub PoolTable Poker BBQ 10MinsToLakeSimcoe Luxe

Welcome to Prima, a thoughtfully curated 6-bedroom luxury escape built for entertaining and relaxing. Unwind in the private hot tub, fire up the BBQ, play pool or poker, enjoy games, immersive sound and a 75" Smart TV, or cook in the gourmet kitchen beneath soaring 10' ceilings. Minutes from restaurants, shopping, golf, Lake Simcoe and beach access, plus just 25 mins from Snow Valley and Horseshoe Valley Resort.

KitchenIndoor spacesParking

4.96 out of 5 average rating, 203 reviews

Dome in Utopia

Glamping Dome Riverview Utopia

Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

KitchenIndoor spacesTV

Popular amenities for Essa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 309 reviews

A cozy sleeping area features a spacious bed adorned with soft linens. A neutral color palette is complemented by light streaming from a nearby window. A modern TV and comfortable seating area are visible in the background, providing a relaxed space for entertainment.

Guesthouse in Angus

Serene Comfort. Hot Tub, Full Suite with Kitchen

Indoor spacesKitchenValue

4.86 out of 5 average rating, 146 reviews

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

The Bubble Glamping Dome

FamilyKitchenHiking

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!

FamilyKitchenWalkability

Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.

4.87 out of 5 average rating, 219 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

FamilyKitchenView

4.94 out of 5 average rating, 298 reviews

A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.

Cottage in Wasaga Beach

Charming riverside cottage, B&B license

Indoor spacesFamilySleep quality

The exterior of the cottage displays a modern architectural design with large floor-to-ceiling windows, allowing for ample natural light. A spacious wooden deck surrounds the front, featuring lush greenery and vibrant flowers, creating an inviting atmosphere for relaxation.

4.87 out of 5 average rating, 370 reviews

Crystal Beach Cottage & Spa

KitchenIndoor spacesAccess

A spacious lake house exterior is set against a cloudy sky, featuring large windows that allow natural light to enter. The surrounding yard is adorned with fallen leaves, while a deck with outdoor furniture and a hot tub enhances the outdoor space.

4.88 out of 5 average rating, 164 reviews

Spacious family cottage 45 mins from GTA!

Indoor spacesFamilyAir conditioning

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

FamilyIndoor spacesHospitality

Family- and pet-friendly home rentals

4.86 out of 5 average rating, 139 reviews

A modern living space features a comfortable couch positioned in front of a wall-mounted television. A dining area with sleek white chairs is visible, along with a cozy bed beyond a sliding door. Natural light is softly illuminated by recessed lighting.

Apartment in Barrie

The Chieftain Suite

KitchenIndoor spacesGetting around

4.92 out of 5 average rating, 205 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

Indoor spacesFamilyTV

A dining table is set with decorative blue and white dishware. In the background, a fire pit is surrounded by red chairs, with vibrant greenery and a wooden swing adding to the outdoor ambiance. A flower arrangement and candles enhance the table setting.

4.96 out of 5 average rating, 101 reviews

Greystone cottage in Innisfil

Indoor spacesFamilyTV

4.94 out of 5 average rating, 182 reviews

Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

Indoor spacesFamilyWifi

Apartment in Horning's Mills

A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.

4.96 out of 5 average rating, 344 reviews

Beautiful Riverside Country Apartment

FamilyKitchenQuiet

4.86 out of 5 average rating, 266 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

KitchenIndoor spacesGrill

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

Indoor spacesFamilyCheckout

4.88 out of 5 average rating, 99 reviews

An outdoor seating area features a circular arrangement of comfortable furniture, including a low table and spacious couches with light-colored cushions. Black wooden chairs provide additional seating. The background shows a grassy area leading to the water, with trees and a trampoline visible in the distance.

Cottage in Gilford

Lake Side Manor With Games Room

FamilyIndoor spacesAmenities

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 104 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

Chalet w/ yard & pool, walk to beach & playground

FamilyKitchenParking

4.96 out of 5 average rating, 103 reviews

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.

Condo in Innisfil

Cozy Residence with Walkout to Courtyard

Indoor spacesKitchenCheckout

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.96 out of 5 average rating, 404 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

FamilyIndoor spacesOutdoor spaces

Condo in Horseshoe Valley

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

Indoor spacesKitchenOutdoor spaces

Condo in Horseshoe Valley

4.92 out of 5 average rating, 99 reviews

Highland Grand Retreat Studio

KitchenIndoor spacesShared spaces

4.99 out of 5 average rating, 231 reviews

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.

Condo in Blue Mountain

Lovely 3 Bedroom Condo with Stunning View and Pool

Indoor spacesKitchenCheck-in

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)

Indoor spacesFamilyHospitality