
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$6,277 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...
4.97 out of 5 average rating, 503 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
4.9 out of 5 average rating, 145 reviews
Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games
Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!
4.96 out of 5 average rating, 106 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.
4.95 out of 5 average rating, 290 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!
4.95 out of 5 average rating, 182 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.
4.95 out of 5 average rating, 165 reviews
Warm rustic luxury chalet near lake and trails
Barrie's comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious privacy with heated floors, gas fireplace, gourmet kitchen and covered porch. Short walk to trails, park, beach and playground on Lake Simcoe. Perfect for work or relaxing with fast WiFi and lots of channels on large TV. A welcoming, fully equipped home away from home for families, couples, friends and travelers in a beautiful and quiet mature neighbourhood.
4.98 out of 5 average rating, 105 reviews
Beautiful 2BR Apt | Playground + Fire Pit + BBQ
Stay in a modern, newly renovated 2-bedroom, 1-bath lower-level basement apartment with a private entrance in the heart of Alcona. Just 5 minutes from Innisfil Beach Park and close to Friday Harbour, Gateway Casino, and Tanger Outlets, this cozy retreat is perfect for families, friends, or business travelers. Outside, enjoy a custom-built playground designed for both little ones and big kids, plus a fire pit for evenings under the stars. Please note the backyard is a shared space.
4.94 out of 5 average rating, 187 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
4.98 out of 5 average rating, 162 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.
4.96 out of 5 average rating, 162 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.
4.79 out of 5 average rating, 395 reviews
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.
4.96 out of 5 average rating, 207 reviewsPopular amenities for Essa family-friendly rentals
Family-friendly home rentals with a hot tub

Charming riverside cottage, B&B license
4.94 out of 5 average rating, 302 reviews
Serene Comfort. Hot Tub, Full Suite with Kitchen
4.97 out of 5 average rating, 313 reviews
Stunning Lakefront Cottage Hot Tub & Sauna
4.87 out of 5 average rating, 222 reviews
The Bubble Glamping Dome
4.86 out of 5 average rating, 156 reviews
Crystal Beach Cottage & Spa
4.87 out of 5 average rating, 372 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
4.98 out of 5 average rating, 131 reviews
The Boutique Retreat
4.93 out of 5 average rating, 99 reviews
Spacious family cottage 45 mins from GTA!
4.88 out of 5 average rating, 166 reviewsFamily- and pet-friendly home rentals

3BR Spacious Home - KING BED
4.97 out of 5 average rating, 116 reviews
Resort-Style Luxury Waterfront Cottage
4.96 out of 5 average rating, 144 reviews
3BR on Lake Simcoe | Gorgeous Views 1hr From City
4.86 out of 5 average rating, 270 reviews
Whispering Pines Cabin in Woodland Acres
4.91 out of 5 average rating, 175 reviews
Sleeps 14 Family Retreat Near Barrie & SnowValley
4.87 out of 5 average rating, 142 reviews
Greystone cottage in Innisfil
4.96 out of 5 average rating, 103 reviews
Deerleap Glamping Dome
4.89 out of 5 average rating, 277 reviews
Pearl by Lake Simcoe - with sauna and steam room
4.92 out of 5 average rating, 209 reviewsFamily-friendly home rentals with a pool

The Trails Retreat (Private Cabin)
4.95 out of 5 average rating, 356 reviews
Sunny Pines Farm Studio Tennis Court/Bruce Trail
4.96 out of 5 average rating, 404 reviews
Highland Grand Retreat Studio
4.93 out of 5 average rating, 111 reviews
Ski, Swim, Soak, Boat & Golf
4.85 out of 5 average rating, 112 reviews
The Friday Flat | Sunny Escape by the Marina
4.93 out of 5 average rating, 242 reviews
Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
4.96 out of 5 average rating, 1028 reviews
Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
4.99 out of 5 average rating, 136 reviews
Cozy Residence with Walkout to Courtyard
4.96 out of 5 average rating, 106 reviewsWhen is the best time to visit Essa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,500 GYD | G$29,709 GYD | G$25,316 GYD | G$28,454 GYD | G$28,036 GYD | G$28,245 GYD | G$31,383 GYD | G$35,986 GYD | G$30,337 GYD | G$29,082 GYD | G$28,663 GYD | G$29,082 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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- Blue Mountain Village
- Downsview Park
- Scarborough Town Center
- Toronto Zoo
- Wasaga Beach Area
- Yorkdale Shopping Centre
- Torrance Barrens Dark Sky Conservation Area
- Sheppard–Yonge Station
- Mount St. Louis Moonstone
- York University
- The International Centre
- Beaver Valley Ski Club
- Vaughan Mills
- Fairview Mall
- Awenda Provincial Park
- Lakeridge Ski Resort
- Eglinton Station
- Bramalea City Centre
- Scandinave Spa Blue Mountain
- Toronto Congress Centre
- Dagmar Ski Resort
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park





