Tiny house holiday rentals in Greater Toronto Area

Boho Vintage Box Car Utopia

Escape to a one-of-a-kind summer retreat in a beautifully renovated 2-bedroom vintage boxcar with a private hot tub under the stars. Located on Rustic Roots Farm & Eco-Retreat just 1 hour north of Toronto, this peaceful getaway is surrounded by fresh air and nature. Explore 64 acres of trails, relax by the spring-fed pond, enjoy bonfires, or fish along the winding Nottawasaga River. With organic gardens, wildlife, and birdwatching all around, it’s the perfect place to slow down and reconnect.

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

The PearTree Hilltop Cabin

Set on the highest hill of our beautiful farm, The PearTree Hilltop Cabin awaits you. A stylish little cabin with a loft can comfortably sleep 2 guests with 1 double bed. Equipped with all that you would need for a luxurious off grid experience. Including an eco-toilet. Enjoy a meal overlooking the farm view, curl up with a book & tea, enjoy a restful sleep, embrace the outdoors by your personal fire pit, meet our alpacas and explore our flower farm! @augusttreeflowerfarm

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.

The Pond House - A Cozy Getaway

Sitting on a beautiful spring fed pond, The Pond House is the perfect peaceful getaway in nature during all seasons! Experience the private wood fired sauna, beautiful sunsets, sit beneath the glistening stars, have a bonfire as the water trickles by, cuddle up and watch awesome movies, swing in the outdoor hammock, make a memorable meal, enjoy the private screened in log cabin pavilion, and much more! Book now and make some memories with a loved one or friend!

The Carriage House in the heart of Wine Country

Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

Cozy Cottage in Kawartha Lakes

This cozy cottage will have you enjoying a tranquil experience with plenty of gorgeous views. Sitting on the edge of Lake Scugog. A plethora of opportunities await the adventurous, with trails minutes away. Historical Port Perry and Lindsay for all your dining and shopping experiences. Additionally, there is an amazing casino and an 18 hole golf course conveniently located.

Timber Haven

Reconnect with nature at this unforgettable timber frame tiny home. Nestled along the edge of the forest, and overlooking a pond, this newly constructed home features a full kitchen, bathroom, private deck, hot tub, and stone patio with fire pit. Sleeping loft accessible by ladder comfortably sleeps four with expansive views of nature.

Cabin Diamond – Cozy Tiny Forest Retreat

Hidden in a quiet stretch of forest, Cabin Diamond offers a peaceful way to experience nature through every season—lush in summer, colorful in fall, serene in winter. It’s a cozy retreat designed for slowing down, recharging, and reconnecting with the earth. The driveway is maintained year-round for easy access in all seasons.

Impressive & Rustic White Oak Log Cabin

You won’t forget the peaceful surroundings of this rustic country setting in a beautiful log cabin on private farm property on the Grimsby escarpment. It is a short drive to multiple local wineries and has access to the QEW or local groceries and shopping within 10 minutes