Some info has been automatically translated. Show original language

Tiny house holiday rentals in Simcoe County

Find and book unique tiny home rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for tiny home rentals in Simcoe County

Family-friendly tiny home rentals

Guest favourite
Guest house in Wasaga Beach
4.85 out of 5 average rating, 100 reviews

3 Sun Angel Court, large family cabin 3

SunilRating, 5 stars8 months ago
overall good experience. 🙏
Top guest favourite
Tiny home in Schomberg
4.99 out of 5 average rating, 298 reviews

RAVEN CABIN(rustic, 'off-the-grid')

AndrewRating, 5 stars1 month ago
This is a perfect rustic wood Cabin. It is so nice, so private. It has everything we were looking for, It feels like you're in the middle of nowhere, while you're only 1 hour from downtown Toronto. Emma and Brett are so wonderful and responsive and welcoming. I've been to this Cabin twice now, and can't wait to go again!!
Top guest favourite
Tiny home in Schomberg
4.93 out of 5 average rating, 185 reviews

BEAR CABIN (rustic, 'off-the-grid')

Nishant JayvantRating, 5 stars6 months ago
We had the most wonderful stay at Emma & Brett’s beautiful cabin — yet again! This was our second visit, and we loved it so much the first time that we brought our parents along this time, who fell in love with the place as well. From the serene location to the cozy ambiance, everything was just perfect for unwinding and escaping the hustle and bustle of Toronto. It’s a hidden gem — peaceful and secluded, yet still close enough to the city to feel like the perfect weekend getaway. Emma is an exceptional host, always making sure we’re comfortable and have everything we need. We truly appreciated her attention to detail and her warm hospitality. We’ll definitely be back again! Thank you for another amazing stay!
Place to stay in Maxwell
4.76 out of 5 average rating, 149 reviews

Waterfront Cabin on private trout Lake

KristenRating, 5 stars8 months ago
Alec’s property was just what I needed. A peaceful stay away from it all. I appreciated the east check in and your around the property when I arrived. All anemeties were available, as described in the listing. A perfect, laid back place to bring your pups and enjoy the outdoors, water and local hikes on the Bruce trail. I will definitely be back!
Superhost
Apartment in The Blue Mountains
4.49 out of 5 average rating, 725 reviews

Mountain Side Studio in Blue Mountains Sleeps 4

Izz GhanaaRating, 5 stars1 week ago
Great stay. Jeff is a good host with clear instructions and always responsive. It has everything for a good weekend. Kitchen has all appliances and sufficient pots/pans. The other homes are really close so you really need to be quiet to not disturb others. The home has a direct view of the hills and that is beautiful.
Houseboat in Hawkestone
4.73 out of 5 average rating, 188 reviews

Amazing BOATHOUSE LAKEVIEW

ParidhiRating, 5 stars7 months ago
It was such a beautiful stay. We loved the cute cabin experience right next to water. Everything was dreamy. I would recommend my friends and family for a stay here.
Superhost
Cabin in Wasaga Beach
4.55 out of 5 average rating, 11 reviews

Great Family Get Away - Wasaga Beach (4) wifi

ErikaRating, 5 stars58 months ago
We had a great time at Rocco’s place. Luckily it wasn’t busy during the middle of the week so Rocco upgraded us to a cottage with AC which we really appreciated during the heat wave this July. The location couldn’t be better, we were a five minute walk to one section of New Wasaga beach. It was like we had our own private beach at times, and never crowded like the main Wasaga beach (an extra plus during the covid pandemic). Rocco was an excellent host who made us feel very welcome and gave some great restaurant recommendations. Cottages have a rustic feel. Great value for the place, we would definitely stay again.
Superhost
Cabin in Port Severn
4.68 out of 5 average rating, 22 reviews

Cabin 9, a 1 Bedroom Muskoka Lakefront Cabin

JoshRating, 5 stars23 months ago
Cabin #9 was amazing! Perfect size for 2 people! Amazing balcony with a table and chairs and a BBQ. So much to do close by! Paddleboats, Kayaks, Canoes, a pool and more! Larger yard area to play some sports. Host was very responsive and super friendly! I would definitely come back again!

Tiny home rentals with a patio

Top guest favourite
Home in Georgian Bay
5 out of 5 average rating, 79 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

MeezanRating, 5 stars1 week ago
We had a wonderful stay here. From the moment we arrived, we were impressed by the cozy charm, peaceful surroundings, and thoughtful touches throughout the cabin. It's exactly as shown in the pictures. The interior is beautifully designed, modern and incredibly comfortable. Every detail, from the amenities in the kitchen to the ambient lighting and wood-burning fireplace, made us feel right at home. A special shoutout to our host, Jennifer, who was absolutely excellent—always quick to respond to any questions and incredibly helpful throughout our stay. Her warm hospitality made the experience even better. This A-frame is a perfect sanctuary. We left feeling recharged, inspired, and already planning our next visit. Highly recommend!
Guest favourite
Tiny home in Wasaga Beach
4.9 out of 5 average rating, 20 reviews

TinyHome | Watercrafts+FirePit+BBQ

Anthony,StephenRating, 5 stars6 months ago
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! ☺️
Top guest favourite
Cabin in Orangeville
4.96 out of 5 average rating, 140 reviews

Hockley Valley Cozy Cottage

JenniferRating, 5 stars1 week ago
High quality stay! Clean home, comfortable beds and sofa, easily accessible and private. Available games, and plenty selection on the tv. This was a genuinely relaxing stay; everything is taken care of here. We enjoyed having breakfast on the river and saw a steelhead swimming upstream. We will absolutely be back! Thank you!
Guest favourite
Cabin in Elmvale
4.93 out of 5 average rating, 28 reviews

The Blue Cottage

MichaelRating, 5 stars6 months ago
Perfect weekend get away. Close to the city. Lots of outdoor space for the kids to play.
Superhost
Cabin in Port McNicoll
4.59 out of 5 average rating, 29 reviews

Waterfront cottage.

DonnieRating, 5 stars7 months ago
Place was great. Beautiful spot on the lake with a beach fire
Superhost
Place to stay in Gravenhurst
4.86 out of 5 average rating, 49 reviews

Muskoka cabin near the beach

SandyRating, 5 stars6 months ago
A wonderful getaway at Leslie’s place. We loved having a bbq dinner outside by the fireplace and a quick dip in the water. There is a small private beach is just across the road.
Guest favourite
Tiny home in Uxbridge
4.89 out of 5 average rating, 89 reviews

The Cozy Coop - Tiny Cottage

ChrisRating, 5 stars1 week ago
Lovely place and especially amazing if you like birds!! Saw at least 10 different species right outside the house
Top guest favourite
Cabin in Georgina
5 out of 5 average rating, 89 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

TarynRating, 5 stars1 month ago
We had a great time at Kate’s place. The cabin is thoughtfully decorated and had everything we needed. The hot tub and sauna were a perfect way to relax and unwind, especially in the snow. Kate was super responsive, helpful, and friendly. We’ll definitely be back!

Tiny home rentals with outdoor seating

Top guest favourite
Tiny home in Orillia
4.92 out of 5 average rating, 79 reviews

Cozy Off-Grid Bunkie on a Horse Farm

TanyaRating, 5 stars6 months ago
I was looking for a place to unwind and connect with nature. The off grid bunkie felt like a little oasis amongst a picturesque background. Absolute serenity. Wendi was very accommodating, friendly and helpful. Her instructions were spot on and I was well prepared for my trip. I also enjoyed the horse connection experience, from meeting the gorgeous herd and learning about equine behaviour. The entire experience was truly grounding and exactly what I was looking for. Thank you Wendi for such an enjoyable experience.
Superhost
Cabin in Innisfil
4.88 out of 5 average rating, 390 reviews

Lake Simcoe Cottage & Hot Tub

AlirezaRating, 5 stars4 days ago
Such a great experience! Perfect for some peaceful time away from the city noise. It was relaxing, quiet, and ideal for recharging. Truly a calming and restful stay.
Guest favourite
Hut in Singhampton
4.81 out of 5 average rating, 70 reviews

Joes Lookout Bunkie near Bruce Trail!

LukasRating, 5 stars7 months ago
The perfect getaway! The bunkie on the farm was charming and cozy, with everything we needed for a relaxing stay. Surrounded by picturesque fields and serene nature, it offered a peaceful escape from city life. Alex was warm and helpful, making sure we felt right at home. A unique and memorable stay—highly recommend for anyone looking to unwind in a beautiful rural setting!
Top guest favourite
Cottage in Brechin
4.98 out of 5 average rating, 119 reviews

Nordic Spa- Sauna: Spring Getaway

NavdeepRating, 5 stars1 week ago
We had a great stay! The location was nice and peaceful. The host was very responsive and made sure we had everything we needed. The place was clean, well-equipped, and exactly as described. Would definitely recommend and stay again!
Guest favourite
Tiny home in Utopia
4.95 out of 5 average rating, 65 reviews

Boho Vintage Box Car Utopia

MichaelRating, 5 stars2 days ago
Pam and I absolutely adored this unique stay, the little lake in the backyard brought peace and calmness. Loved the firepit and hot tub. Would love to stay again, Deborah was very responsive and accommodating. Thanks again! Michael
Top guest favourite
Guest suite in Coldwater
5 out of 5 average rating, 252 reviews

Romantic Private Suite & Hot Tub

VidushiRating, 5 stars1 week ago
Sandra is an exceptional host—so friendly and helpful from start to finish. Her home is incredibly cozy, beautifully organized, and stocked with everything you could possibly need. Late one night she went above and beyond to help us fire up the BBQ (even offering her convection oven), and when we arrived she’d thoughtfully decorated with fresh flowers, little notes, and chocolates. We thoroughly enjoyed our stay and can’t wait to come back!
Superhost
Cottage in Severn Bridge
4.81 out of 5 average rating, 84 reviews

Waterfront cottage at Muskoka

LindaRating, 5 stars6 months ago
Great waterfront cottage. Large windows to appreciate the view. Fire pit was great. Kayaks were also great, with life jackets (kid size too)! Lots of books/toys/dvds that were great for our 3 year old. Host was very helpful and responsive. It was a little chilly at first but the space heaters and wood stove warmed up the cottage very well! Would stay again!
Guest favourite
Cabin in Georgina
4.89 out of 5 average rating, 146 reviews

Romantic Cabin N the Woods just 80km from CN Tower

AaliyaihRating, 5 stars4 weeks ago
I found this place during the power outage, hoping to find somewhere warm to stay, I was pleasantly surprised as I have stayed in many Airbnb’s for pleasure/travel. This was the first time I have ever felt that every section of this place was so meticulous to the travelers stay! It’s dog friendly. I had my senior great day in there with my partner, and we will definitely be coming to visit again ! It’s the perfect little getaway from every day life for you and your partner. I absolutely adored staying here and the host is absolutely amazing. You can tell she really cares about that place and who stays there.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Tiny house rentals