Family-friendly holiday rentals in Essa

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Essa

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A winding path is framed by tall trees, leading to a rustic cabin nestled among the forest. Lush greenery flanks the path, creating a serene and secluded ambiance, inviting exploration into the natural surroundings.
Tiny home in MONO
4.93 out of 5 average rating, 160 reviews

Whispering Pines Cabin in Woodland Acres

Experience this nature retreat just 60 km from Toronto and feel like you’re thousands of miles away. The perfect glamping experience for any nature lover looking for a relaxing getaway. There is power in the bunkie which offers the convenience of lighting, cell phone charging, an electric fireplace, a kuerig coffee maker and mini fridge with freezer. Pursue your favourite outdoor activities during the day and then return to your cozy queen size bed and sofa bed just steps away from the bonfire.

Top guest favourite
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.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 476 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...

Top guest favourite
A spacious living area is illuminated by recessed ceiling lights. A comfortable sofa faces a flat-screen television, while a neutral-toned area rug adds warmth. A kitchenette with modern cabinetry includes coffee-making facilities, and a dining table with chairs invites relaxed meals.
Flat in Barrie
4.94 out of 5 average rating, 120 reviews

Spacious very clean, Entire Private Guest Suite

Come and enjoy our private, spacious, and bright 1 bedroom guest suite located in the West Barrie. Enjoy the private entrance and the entire basement unit. Walking distance to Ardagh Bluffs, trails, and bus stop. 10 min drive to HWY 400, shopping areas, and Lake Simcoe. 15 min drive to Snow Valley Ski Resort. - Free parking spot - Free 200 mbps Wifi - Private entrance Kitchenette, Fridge/Freezer, Stove/Oven, Microwave, Toaster, Dishwasher, Laundry, Flat iron, closets - No Smoking - No Pet

Top guest favourite
A bright living area features a comfortable sectional sofa adorned with patterned cushions. A natural wood dining bar with stools is positioned next to a modern kitchen. Large windows invite natural light, revealing a fenced outdoor space with greenery.
Home in Barrie
4.94 out of 5 average rating, 105 reviews

Cozy Barrie Getaway①New 3BR Private Backyard 2car

Cozy 3-Bedroom Townhouse Bright, warm, and filled with natural light, perfect for family trips and short getaways! Free parking for 2 cars. Fully stocked kitchen with island-style dining. Large smart TV and High-speed WiFi. Short drive to the beach and skiing. 👇 Please expand to see full details! 👇 ✔️ Suitable for family and business travel ✔️ Safe, quiet neighbourhood with nature view ✔️ Easy access to highway, shopping and restaurants ✔️Near golf and spa 👉Book now and enjoy a cozy stay!

Top guest favourite
A spacious living area features a comfortable gray sectional sofa and a decorative accent chair. A modern television is mounted on the wall, while a coffee table sits atop a patterned rug. Large windows allow natural light to illuminate the room, providing views of the greenery outside.
Flat in Minesing
4.98 out of 5 average rating, 114 reviews

The Loft at Bryn Mawr House

Welcome to your ideal Ontario getaway! Our full luxury suite offers a king-size bed, living room with a pull-out , fully-equipped kitchen, and ample parking . Enjoy our 11 acres, a fire pit, pond, and horseshoe area. Explore numerous provincial snowmobile trails, hiking, kayaking and canoeing in the Minesing Wetlands We're central to Blue Mountain, Horseshoe Valley and Snow Valley ski resorts. And Wasaga Beach is just around the corner! Your unforgettable Ontario adventure awaits – book now!

Guest favourite
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.
Guest house in Angus
4.97 out of 5 average rating, 289 reviews

Serene Comfort. Hot Tub, Full Suite with Kitchen

Welcome to Centre Street Studio! Our 600 sq/ft bachelor suite offers a private, clean and cozy retreat. Enjoy access to a private 2 person hot tub and/or explore our local trail system. Beautiful Scandinavia Spa or Vetta Nordic Spa, both within 40-min. Barrie, Creemore, & Wasaga Beach are all within 30-mins, while Collingwood & Blue Mountain are just 40 min. A 2-min drive to town amenities. NOTE: We don't host guests new to AirBNB or who have no previous reviews attached to their profile.

Guest favourite
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
4.95 out of 5 average rating, 269 reviews

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.

Top guest favourite
The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.
Guest house in Barrie
5 out of 5 average rating, 269 reviews

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Top guest favourite
An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.
Cottage in Mono
4.95 out of 5 average rating, 151 reviews

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Top guest favourite
A cozy sleeping area features a spacious bed with plush bedding, accompanied by a stylish side table and lamp. A comfortable armchair is placed nearby against a softly colored wall, contributing to the room's inviting atmosphere.
Guest suite in Barrie
4.9 out of 5 average rating, 106 reviews

Casa Crystal a spotless private studio SW Barrie

Coming to Barrie for skiing, a wedding, work or an event? You will be close to everything when you stay at this gem in SW Barrie. Casa Crystal is a beautiful, clean private space overlooking a beautiful backyard. Completely private bed and bath unit, with its own private entrance. Bathrobes, coffee, and snacks. 1 driveway parking spot is available or lots of free street parking. 20 minute walk to Tim Horton, Starbucks, restaurants. Quick drive to hwy and lots of attractions.

Guest favourite
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
4.85 out of 5 average rating, 108 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Guest favourite
A cozy living area includes a navy blue sofa and a light armchair positioned on a patterned area rug. Decorative wall mirrors and plates are displayed above the seating. A lamp and a small table add to the brightness, while bar stools are positioned near the kitchen counter.
Home in Barrie
4.96 out of 5 average rating, 130 reviews

Bright basement apt with private entrance, Barrie

Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Popular amenities for Essa family-friendly rentals

When is the best time to visit Essa?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$180 SGD$181 SGD$155 SGD$171 SGD$185 SGD$190 SGD$192 SGD$220 SGD$185 SGD$178 SGD$175 SGD$178 SGD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Quick stats about holiday rentals that are family-friendly in Essa

  • Total holiday rentals

    Explore 50 holiday rentals in Essa

  • Nightly prices starting at

    Essa holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,230 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Essa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Essa rentals

  • 4.8 Average rating

    Essa stays are highly rated by guests – averaging 4.8 out of 5!

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Essa
  6. Family-friendly rentals