
Tiny house holiday rentals in Greater Toronto and Hamilton Area
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Top-rated tiny house rentals in Greater Toronto and Hamilton Area
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Popular amenities for Greater Toronto and Hamilton Area tiny house rentals
Family-friendly tiny house rentals

Charming Garden Cottage in Town
I really enjoyed my stay in this little gem of a cottage. Beautiful inside and out with the surrounding garden. Thank you very, very much!

GcLittle Tourist Cabin on the Marsh
We had a fantastic stay! Beautiful property& great hosts✨ we will for sure be back!

The Carriage House @ Mingle Hill
I am an owner of a B&B and this spot is the best place I’ve stayed. Emily and Randy are phenomenal hosts!!! The space has everything you could think of including a first aid kit and Tylenol which comes in handy in wine country. The down pillows were very comfy and so was the bed. The bathroom area has a heat lamp to keep you extra warm after a shower. The place has beautiful curated antiques and lovely lavender products from the lavender farm. The farm fresh eggs and bacon add to the whole experience. The hosts have a beautiful store that sells amazing lavender products from their farm. We walked the grounds also which were very a great example of all of Emily’s and Randy’s hard work!

Suite Sherry's - Your home away from home!
Sherry's place is perfect for us. Very comfortable, clean, and located in a quiet area, yet close to anything we need. We will stay frequently as we visit the area. So happy at Suite Sherry's!!

1950's Romantic & Whimsical cottage on Gull River
Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!

Cozy Rustic Cabin in Wine Country
We had a great stay here, it was nice an peaceful and the surroundings were beautiful even in the colder months(mid November). Location was exactly what we wanted, very peaceful and literally right beside the Bruce trail and a wonderful vineyard. The host Joe was responsive to Al questions and our stay was exactly as advertised.

Jordan Wine Country Escape
Suzanne’s place is an entire guest suite attached to the house and is in a nice and peaceful place. It has many wineries nearby. Acceptable driving distance to Outlets and the Falls. Nice place to stay if you are looking for a place which is not far away from all attractions!

SNAKE CABIN(rustic, 'off-the-grid')
Exactly as advertised - Beautiful property, cozy and comfortable off-grid cabin and super friendly hosts. Would absolutely come back and recommend to a friend!
Tiny house rentals with a patio

Wildwood Tiny Home ‘NEW’ Wood fired barrel sauna!
My husband and I had the most amazing stay at Mike’s Airbnb! From the moment we arrived, we felt welcomed—Mike truly went above and beyond to make sure we had everything we needed for a perfect getaway. The firewood sauna was an absolute highlight! Sitting back, unwinding, and feeling the warmth while surrounded by nothing but nature was an experience we’ll never forget. It was the perfect way to relax and reset. The peaceful surroundings, fresh air, and cozy atmosphere made it feel like a true escape from the busyness of everyday life. Mike was incredibly thoughtful and accommodating during our stay, making sure everything was just right for us. We would love to return to see what nature has to offer in different seasons. A huge thank you to Mike for welcoming us to his awesome property. We truly believe it is a hidden gem!

Hockley Valley Cozy Cottage
I just returned from the most incredible stay at Derek's Airbnb, and I'm already counting down the days until I can return! This place is truly a hidden gem! From the moment I arrived, I was struck by the beauty and serenity of the surroundings. The river in the back is simply breathtaking - listening to the gentle flow of the water while enjoying the peacefulness of the area was exactly what I needed to unwind. Derek's place is not only stunning, but also incredibly comfortable. The amenities are top-notch, and the attention to detail is evident throughout. I felt right at home from the moment I arrived. What really made my stay stand out, however, was Derek's exceptional hospitality. He was accommodating and responsive to all my requests, and went above and beyond to ensure I had everything I needed. One of the things that initially drew me to this listing was its secluded location, but I was pleasantly surprised to find that there were still plenty to order from Uber Eats. LOVE!

Hidden Cabin with hot tub
Loved our stay here! The cabin was super cute, private and very unique. Would absolutely stay again. Thanks for hosting us!

Fraser's Ridge- Small Cabin in resort with a pool
Stayed here in late September with my daughter. Loved the deck

Barn on the Bench
Vanessa has been an above and beyond host. Would definitely come back and stay here for a week and also she has been very helpful with cute date night spots which helped a lot. Thanks vanessa for everything and for making our stay extra special

Kitchener Family Fun! 5BRs, Game Room, Fast Wifi
Andre was a great and responsive host. The home is amazing and was located in a great spot for our needs. I left an important item behind and Andrew allowed me to go back and get it. I’m super thankful for that. Overall, great stay and great host.

Luxury Tiny Home at the Farm - Botanical Oasis
Very nice stay at this cute and well decorated tiny house. Inside you have everything you need. The patio is a great place to sit and relax when the weather is nice. Perfect for those looking for a private cozy getaway. Pretty trails are a short drive away. Otherwise not much to do in the area. There are chickens and goats on the property which adds to the feeling of a remote farm getaway. The host was easy to communicate with and offered a flexible checkout which I appreciate. Flexible check in was available for extra cost. I appreciated being allowed to bring my dog and she enjoyed sitting by the windows and meeting the goats. Overall a good stay.

Turkey Point Tiny Home w/ Jacuzzi Hot Tub
Great place, well designed and at an amazing location. Mix of beach & farmhouse design - it looks as good as the pics. I'd say give it a go even in winters, not just summer. The location is next to many ice fishing spots.
Tiny house rentals with outdoor seating

Farm + winery glamping suite for adventure seekers
Had a lovely stay here... quiet, beautiful views.. winery tasting room was on the property and was a quick 5 minute walk (through a lovely farm field). Bed was comfortable and with the large windows, we fell asleep looking at the stars. The property is perfect for a semi-rustic, romantic stay and all of the wines we tasted at the winery on site were fantastic. We bought a few bottles to take home with us! Would highly recommend for a couples getaway for those who appreciate nature, farm stays, wine tasting, campfires and star gazing.

TinyHome | Watercrafts+FirePit+BBQ
Thia was an amazing host! Very responsive and great communication. Thia communicated great with ensuring we checked in with no problems. The property was exactly what we expected from photos, clean, organized, and lots of extras you may need for your stay! The location was private and a very short walk to the beach and town with everything we needed! Overall Thia provided us with an excellent experience as first time air b n b users! Kind, approachable and caring of the guests! Most definitely will be back in the future! ☺️

Cabin at the vineyard glamping experience!
Thank you for the wonderful stay! We weren't sure how we would feel about it, but we will most definitely be back next year (for more nights). Being able to head up to the winery for a tasting was a wonderful touch! We loved the cozy, comfy cabin and enjoyed a fire on a perfect evening!

Pinecrest Forest Cabin
if you are at all picky, this IS the place for you. super clean. You will feel very comfortable enjoying this space. Everything you need. relaxing, serene, nature. The cabin was so thoughtfully designed. It has many many big and small windows so you do not feel claustrophobic. the surroundings are totally private. you will see no one. I went with the kids and they loved it. so many climable trees for them. Do bring some DVDs to watch from home. Next time I will return with the husband for some "alone time" The queen bed was amazing. I enjoyed the linens a lot as well as the matress. BEST SLEEP! Also the heating was terrific. it was ultra cozy and there are tons of soft blankets to curl up in on the couch.

Pine River Bunkies: Owl’s Roost Off Grid Cabin
My girlfriend & I showed up to the Pine River Bunky hoping for a peaceful, scenic & remote stay for our anniversary. Turns out we got exactly what we hoped for. Weather & snow made getting in a little bit difficult but other than that we had an amazing stay & plan to return later in the year. The bunky is very cozy & warm especially in the winter time. Hosts are very accommodating & helpful, many occasions coming over to replace propane tanks for the heater & BBQ. At night we had the pleasure of hearing coyotes & the blissful sound of birds early in the morning. 10/10 would recommend to anyone!

The Little Lost A-Frame -Cabin in the Pines
We had a great weekend at this beautiful little A frame in the woods. It is clean, cozy and comfortable. Exactly as advertised. Karla was easy to communicate with and helped us when we needed some extra wood for the fire burning stove- which she discreetly left by the back door- helping us maintain a sense of respectful privacy. We enjoyed coffee on the front porch, even drinks at the look out and a hike in the area based on a recommended list of things to do. We would definitely come back to this little magical place. You’ll love it!

The Cozy Coop - Tiny Cottage
This was such a fun getaway. Hosts were super responsive and helpful. Quick drive into town for anything that you'd need but we stayed inside enjoying the rain and down time. Definitely recommend as a spot to unwind.

Bright and Cozy Tiny Pine House
Had a great stay at Emily’s cabin. Great location, cute farm dog. Gets you back to basics to enjoy the area. Everything is as described. Would recommend!
Destinations to explore
- Niagara Falls Holiday rentals
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