
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.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

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.

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.

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.

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.

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

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Yurt in Mono

HotTub & Cozy Fireplace - Headwaters Retreat

Cozy Lakeside Couples Spa Getaway *seasonal*

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Pine River Bunkies: Owl’s Roost Off Grid Cabin

Oasis Spa w/ Private Sauna!

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Family- and pet-friendly home rentals

Private 40 Acre Cottage with Hot Tub

Lakeside Simcoe Fisher's apartment

Beautiful Riverside Country Apartment

Studio Apartment

Country Cabin Escape | King Bed | Pet Friendly

Your Peaceful Santuary in Nature

Glass Dome - Sleep Under The Stars- Free Sundays

The Chieftain Suite
Family-friendly home rentals with a pool

Blue Escape | Ski-In-Out, Hot Tub & Shuttle

GATED RESORT COTTAGE

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

The Trails Retreat (Private Cabin)

Utopia villa and spa

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

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 | $240 NZD | $240 NZD | $240 NZD | $233 NZD | $252 NZD | $259 NZD | $261 NZD | $299 NZD | $252 NZD | $242 NZD | $242 NZD | $235 NZD |
| 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 $52 NZD 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, Wi-Fi and Pool across Essa rentals

4.9 Average rating
Essa stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Mont-Tremblant Holiday rentals
- Detroit Holiday rentals
- Rentals with a washing machine and dryer Essa
- Rentals with a patio Essa
- Rentals with outdoor seating Essa
- Pet-friendly rentals Essa
- Rentals with a fire pit Essa
- Rentals with a fireplace Essa
- House rentals Essa
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Rouge National Urban Park
- Osler Bluff Ski Club
- Downsview Park
- Devil's Glen Country Club
- Scarborough Town Center
- Dagmar Ski Resort
- Mount Chinguacousy
- Georgian Bay Islands National Park
- Wet'n'Wild Toronto
- York University
- LEGOLAND Discovery Centre Toronto
- Torrance Barrens Dark Sky Conservation Area
- Yorkdale Shopping Centre
- Scandinave Spa Blue Mountain
- Caledon Ski Club LTD
- Bramalea City Centre
- Centennial Beach




