
Family-friendly vacation rentals in Essa
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Essa

Total vacation rentals
Explore 60 vacation rentals in Essa

Nightly prices starting at
Essa vacation rentals start at G$6,278 GYD per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Essa vacation rentals include wi-fi 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!
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...

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. 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. You must have a minimum of 2 reviews and a 4.7 rating to book a stay

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

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.

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.

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

The Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

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.

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.

The Chieftain Suite
New basement apartment in the heart of Barrie! A short 5 minute drive to the beach, fantastic restaurants, and shopping at Park Place. Features a full kitchen with stainless steel appliances, large TV with Prime, and a fireplace outside for those chilly evenings. Perfect for business trips, romantic getaways, or relaxing nights away from home. Pull out couch that turns into a bed for extra guests! ** Lower-level suite. Some upstairs footstep noise is possible**

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.

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

Private 40 Acre Cottage with Hot Tub

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Brand New - A-frame w Hot Tub!

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

Pine River Bunkies: Owl’s Roost Off Grid Cabin

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

Stunning Lakefront Cottage Hot Tub & Sauna

Lakefront | Hot Tub, Private Dock & Sandy Bottom
Family- and pet-friendly home rentals

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Whispering Pines Cabin in Woodland Acres

RAVEN CABIN(rustic, 'off-the-grid')

Beautiful Riverside Country Apartment

Scenic Retreat in Essa's 7 Acres of Natural Beauty

Luxurious and Beautiful, Barrie

3BR Spacious Home - KING BED

1850 Settler's Cabin in Private Forest
Family-friendly home rentals with a pool

Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue

Blue Mountain condo in Historic Snowbridge

Circle Pine Getaway Private Modern Cottage Living

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

White Cedar Chalet (Pool & Free Village Shuttle)

Ravine Paradise ! heated pool and hot tub!

Your Peaceful Santuary in Nature

Sunny Pines Farm Studio Tennis Court/Bruce Trail
When is the best time to visit Essa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,505 GYD | G$29,715 GYD | G$25,320 GYD | G$28,459 GYD | G$28,040 GYD | G$28,250 GYD | G$31,389 GYD | G$35,992 GYD | G$30,342 GYD | G$29,087 GYD | G$28,668 GYD | G$29,087 GYD |
| 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 |
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