
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.

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.

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...

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

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!

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!

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Private 40 Acre Cottage with Hot Tub

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Charlie the Cottage | Hot Tub | Trail | Hike/Run

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

Stylish Log Chalet w/ Hot tub Minutes to Village

The Upper Deck

Utopia villa and spa

Stunning Lakefront Cottage Hot Tub & Sauna
Family- and pet-friendly home rentals

Deerleap Glamping Dome

Scenic Retreat in Essa's 7 Acres of Natural Beauty

Chalet Retreat Sleeps 14 Near Snow Valley

Cozy Riverfront Cottage with Dock

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Glass Dome - Sleep Under The Stars- Free Sundays

❤️ Charming Cottage/Lake View/10PPL/5BDR/3BATH

Resort-Style Luxury Waterfront Cottage
Family-friendly home rentals with a pool

Circle Pine Getaway Private Modern Cottage Living

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

The Trails Retreat (Private Cabin)

Your Peaceful Santuary in Nature

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Beautiful Basement apartment with swimming pool

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath

Studio at Blue-KingBed/Pool/HotTub/Shuttle
When is the best time to visit Essa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°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 $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!
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- Rentals with outdoor seating Essa
- Rentals with a patio Essa
- Rentals with a fireplace Essa
- House rentals Essa
- Pet-friendly rentals Essa
- Rentals with a firepit Essa
- Rentals with a washing machine and dryer Essa
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Downsview Park
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- York University
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Yorkdale Shopping Centre
- Sheppard–Yonge Station
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Rouge National Urban Park
- Dagmar Ski Resort
- The International Centre
- Toronto Congress Centre
- Georgian Bay Islands National Park
- Fairview Mall
- Torrance Barrens Dark Sky Conservation Area
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Mount Chinguacousy
- Vaughan Mills
- Bramalea City Centre





