
Family-friendly vacation 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.

Boho Vintage Box Car Utopia
Come cozy up in winter wonderland at this 2 bedroom Vintage Boxcar (newly renovated) with private hot tub. Located on Rustic Roots Farm and Eco-Retreat 1hour north of Toronto. Come experience peace in nature with fresh air, water, organically grown food, the winding Nottawasaga River, and spring fed ponds. Enjoy 64 acres to explore hiking trails, go fishing, take a swim in the pond, and bird watch. We strive to create a retreat experience to relax and unwind in nature. Please No smoking or pets.

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...

Lovely one bedroom guest suite in the country
Looking for a quiet, country get away? We offer 1 bed, 1 bath guest suite with fireplace. Furnished, attached to host house, separate entrance Equipped with books, games, TV, semi-stocked kitchen, coffee/hot chocolate bar, deck, gazebo and field for walking Simcoe County/Bruce Trails close to hike, x-country ski, bike, dirt bike, ATV. Beaches within driving distance. 15 min to Barrie/Alliston for all amenities, Snow Valley Ski. 45 min in any direction to TO, Blue Mt, Mt St Louis, Wasaga, Muskoka

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

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.

Spacious Apartment 5 Minute Walk to Innisfil Beach
Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in this beautiful space with high ceilings and lots of natural light. It's perfect for all seasons, and both long & short stays. We are an hour from Toronto, 20 minutes from Barrie, 30 minutes from Vetta Nordic Spa, 15 minutes from Three Feathers Terrace Event Venue &15 minutes from Friday Harbour Resort! NO CLEANING FEES!

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.

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.

Spacious Barrie Basement with Separate Entrance
This newly renovated 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.

Private Basement Suite in a family neighborhood
Its a clean & spacious private Basement suite in a family neighborhood with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

Modern, Private and Luxurious!
Welcome to our bright and stylish lower level unit in a friendly new development! You'll enjoy all the comforts of home in this cozy space. Located near Base Borden, the Honda Plant and Baxter Labs. 5 mins from Nottawasaga Inn. 30 mins to skiing at Snow Valley Ski Resort, Hockley Valley Resort, and Mansfield Ski Club. Right around the corner is an awesome community park that features a summer splash pad and a great winter tobogganing hill.
Popular amenities for Essa family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Stays – Your Fall Getaway at Friday Harbour

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Farmhouse GUEST SUITE; Year round hot tub

HotTub & Cozy Fireplace - Headwaters Retreat

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Cozy getaway for two with hot tub!

Spacious family cottage 45 mins from GTA!

Hillside Haven: Serene Studio Retreat for 4
Family- and pet-friendly home rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Lakeside Simcoe Fisher's apartment

Beautiful Riverside Country Apartment

All-Season Chalet Retreat | Sleeps 14 | Ski & Spa

Cozy Beeton Retreat - Gas Fireplace

Glass Dome - Sleep Under The Stars- Free Sundays

The Chieftain Suite

King Bed*Pool*Fireplace*BBQ*Smart TV
Family-friendly home rentals with a pool

GATED RESORT COTTAGE

The Trails Retreat (Private Cabin)

Utopia villa and spa

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Fox Ridge - Ski-In-Out, Hot Tub & Shuttle

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

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 | G$28,889 GYD | G$28,889 GYD | G$28,889 GYD | G$28,051 GYD | G$30,354 GYD | G$31,191 GYD | G$31,401 GYD | G$36,006 GYD | G$30,354 GYD | G$29,098 GYD | G$29,098 GYD | G$28,260 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 |
Quick stats about vacation rentals that are family-friendly in Essa

Total vacation rentals
Explore 50 vacation rentals in Essa

Nightly prices starting at
Essa vacation rentals start at G$4,187 GYD per night before taxes and fees

Verified guest reviews
Over 1,890 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
50 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!
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