Family-friendly holiday rentals in Essa

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

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.

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.