Tiny house holiday rentals in Greater Toronto and Hamilton Area

Find and book unique tiny house rentals on Airbnb

Top-rated tiny house rentals in Greater Toronto and Hamilton Area

Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

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Top Guest favourite

The entrance of the container home is visible, featuring a wooden deck surrounded by trees. A wooden chair and small table offer a cozy seating area. The deck is enclosed by a glass railing, providing an unobstructed view of the natural surroundings.

Farm stay in Lincoln

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.

LocationFamilyWalkability

4.94 out of 5 average rating, 240 reviews

Top Guest favourite

The tiny house cabin features a rustic wooden exterior, nestled among trees. A raised deck with a small table and chairs is visible at the entrance, inviting guests to enjoy the surrounding forest. Large windows allow natural light to fill the space.

Tiny home in Millbrook

Pinecrest Forest Cabin

Relax in the solitude of the forest and the luxury of a fully-equipped tiny house that sits in a forest connected to trails on conservation lands. Reconnect with each other or yourself during quiet days among the trees and peaceful nights under the stars. Recharge with nature at this unforgettable forest escape from the city. Cyclists, hikers and skiers appreciate the beauty of Millbrook Valley trails accessed directly from the property. Water lovers visit nearby beaches rivers, lakes.

ValueLocationIndoor spaces

4.99 out of 5 average rating, 113 reviews

Top Guest favourite

The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.

Shipping container in Puslinch

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!

FamilyLocationLong stay

4.99 out of 5 average rating, 128 reviews

Guest favourite

The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.

Tiny home in Arthur

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.

LocationValueNearby

4.96 out of 5 average rating, 418 reviews

Guest favourite

A cozy wooden bunkie is illuminated by string lights, surrounded by trees, creating a serene outdoor setting. A small firepit is visible on a wooden deck, with a few chairs arranged nearby, inviting relaxation and outdoor enjoyment.

Tiny home in Belwood

Uniquely Pure Cozy Bunkie - 10 min to Elora Gorge

Stay in a cozy Bunkie, with outdoor shower (seasonal), and Uniquely Pure Studio on sight. Pack for winter❄️; propaine heated, blankets, and water provided. Dishes taken care of in winter. Let me know if you want separate sleeping arrangements if your'e a group of 2 in advance. PACK YOUR OWN WOOD PLEASE DO NOT USE ANY OF THE WOOD ON PROPERTY. There is a pull out double bed couch with bedding provided all underneath the couch in bags and sheets underneath the coffee table lid.

FamilyLocationAmenities

4.9 out of 5 average rating, 293 reviews

Top Guest favourite

A vintage boxcar exterior is framed by trees, with string lights adding a warm glow. A private hot tub situated nearby invites relaxation, while a barbecue grill is positioned on the patio. A light dusting of snow covers the ground, complementing the natural surroundings.

Tiny home in Utopia

Boho Vintage Box Car Utopia

Escape to a one-of-a-kind retreat in a beautifully renovated 2-bedroom vintage boxcar with a private hot tub. High speed internet available for entertainment or a work vacation. Located on Rustic Roots Farm & Eco-Retreat just 1 hr north of Toronto. 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.

FamilyValueOutdoor spaces

4.96 out of 5 average rating, 140 reviews

Superhost

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

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.

FamilyValueLayout

4.86 out of 5 average rating, 156 reviews

Top Guest favourite

Guesthouse in Halton Hills

The Clayhill Bunkie

Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.

LocationFamilyHospitality

4.92 out of 5 average rating, 197 reviews

Top Guest favourite

A vibrant sunflower garden showcases tall, bright yellow blooms surrounded by lush green leaves. In the background, a serene landscape is visible. The figure stands among the flowers, partially obscured by the sunflowers, creating a peaceful outdoor scene.

Guesthouse in Saint Anns

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.

LocationFamilyKitchen

4.98 out of 5 average rating, 230 reviews

Top Guest favourite

A rustic cabin with a wooden exterior is positioned in a lush green yard. Warm string lights are hung across a porch, enhancing the cozy ambiance. A hammock invites relaxation, while a grill is visible on the porch, overlooking the garden and surrounding greenery.

Tiny home in Lincoln

Ironwood Cabin - cozy retreat in wine country

Our cabin is located in the quiet hamlet of Campden in Niagara wine country and within easy reach of wineries, hiking trails and bike routes. Look at my Guidebook for lots of local accesses to the Bruce Trail and be sure to chat with me about some of our favourite spots. Some fantastic local wineries are within walking distance and we have bike and e-bike rentals on property available to you as well!

LocationValueWi-Fi

4.98 out of 5 average rating, 470 reviews

Top Guest favourite

A wooden deck features two red adirondack chairs and a sun umbrella, providing a scenic view of Lake Scugog. Lush greenery surrounds the area, with a grill visible to the left. The sky is clear with a few clouds, enhancing the tranquil atmosphere.

Guesthouse in Janetville

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.

FamilyLocationPool

4.95 out of 5 average rating, 128 reviews

Guest favourite

A charming wooden Bunkie is nestled among lush greenery. The front porch features a small wooden deck with two red chairs and a round table. Large windows allow natural light to illuminate the interior while the door is framed by a welcoming entry.

Cabin in Caledon East

Bunkie in the Forest

Welcome to Bunkie in the Forest. We are a fully insulated and heated Bunkie. The perfect place if you want to relax, recharge, have some fun while exploring our property in the forest, hiking nearby trails or enjoying the beauty of nature. Our Bunkie is perfect for 2 people. It is comfortable and cozy, it is everything you want for a perfect weekend getaway!

ValueFamilyDecor

4.86 out of 5 average rating, 164 reviews