
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.

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...

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

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.

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.

Cozy main floor apartment with backyard in Barrie
Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

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.

Granny's Cottage
Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Luxury Home Mins to Lake & Beach
Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

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.
Popular amenities for Essa family-friendly rentals
Family-friendly home rentals with a hot tub

Private 40 Acre Cottage with Hot Tub

Yurt in Mono

Cozy HotTub & Fireplace-Headwaters Spring Retreat

Pine River Bunkies: Owl’s Roost Off Grid Cabin

Lakefront Cozy Cottage w Hot Tub!

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

Luxury Guest House with Private Hot Tub and Trails

Spacious family cottage 45 mins from GTA!
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres

Beautiful Riverside Country Apartment

Spacious 4BR Chalet | Sleeps 14 | Near Ski

The Guesthouse on the North Shore Trail

Lakefront Cottage with Gorgeous Sunset Views

Resort-Style Luxury Waterfront Cottage

The Chieftain Suite

Modern 2BR Apt | Near Lake + Playground + Fire Pit
Family-friendly home rentals with a pool

Cozy Stays – Your Winter Getaway at Friday Harbour

Après Blue- 2bed2bath w/Pool 6 min walk to village

The Hilton BnB Adult Luxury Suite

Lovely 2-bedroom at Friday Harbour

GATED RESORT COTTAGE

The Trails Retreat (Private Cabin)

Your Peaceful Santuary in Nature

Beautiful Basement apartment with swimming pool
When is the best time to visit Essa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $196 AUD | $196 AUD | $196 AUD | $190 AUD | $206 AUD | $212 AUD | $213 AUD | $244 AUD | $206 AUD | $197 AUD | $195 AUD | $197 AUD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°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 $43 AUD per night before taxes and fees

Verified guest reviews
Over 1,980 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Essa holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Essa rentals

4.9 Average rating
Essa stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Essa
- Rentals with a washing machine and dryer Essa
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- House rentals Essa
- Rentals with a fire pit Essa
- Rentals with a patio Essa
- Pet-friendly rentals Essa
- Family-friendly rentals Simcoe County
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- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Downsview Park
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- York University
- Wasaga Beach Area
- Osler Bluff Ski Club
- Scarborough Town Center
- Rouge National Urban Park
- Devil's Glen Country Club
- Yorkdale Shopping Centre
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Sheppard–Yonge Station
- Mount Chinguacousy
- The International Centre
- Toronto Congress Centre
- Scandinave Spa Blue Mountain
- Fairview Mall
- Wet'n'Wild Toronto
- Bramalea City Centre




