
Tiny house holiday rentals in Simcoe County
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Simcoe County
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simcoe County tiny house rentals
Family-friendly tiny house rentals

3 Sun Angel Court, large family cabin 3
overall good experience. 🙏

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

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

Waterfront Cabin on private trout Lake
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!

Mountain Side Studio in Blue Mountains Sleeps 4
We celebrated our daughters 13th birthday here and we loved it. Definitely returning!

Amazing BOATHOUSE LAKEVIEW
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.

Great Family Get Away - Wasaga Beach (4) wifi
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.

Cabin 9, a 1 Bedroom Muskoka Lakefront Cabin
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 house rentals with a patio

A-Frame in the Woods of GeorgianBay, Muskoka
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!

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! ☺️

Hockley Valley Cozy Cottage
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!

The Blue Cottage
Perfect weekend get away. Close to the city. Lots of outdoor space for the kids to play.

Waterfront cottage.
Place was great. Beautiful spot on the lake with a beach fire

Muskoka cabin near the beach
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.

The Cozy Coop - Tiny Cottage
Peaceful and cute little place to relax in. Never stayed in a tiny home before, and was definitely a fun experience. Really neat to see how they fit everything in.

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
We absolutely loved our stay at this beautiful cabin! It felt cozy, secluded, and the perfect escape from everyday life. The sauna, hot tub, and gym were such a bonus and really added to the experience. Everything was clean, comfortable, and thoughtfully set up. Would definitely recommend to anyone looking for a peaceful, rejuvenating weekend getaway!
Tiny house rentals with outdoor seating

Cozy Off-Grid Bunkie on a Horse Farm
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.

Kempenhaus- Lake Simcoe Cottage & Spa
Our stay at the cottage was exactly what we were looking and hoping for. It had everything we needed and even some things we didn't realize we needed (love the smiley-face pancake pan). Katrina was very helpful and quick to respond. Highly recommend and would definitely be a place we would re-book!

Joes Lookout Bunkie near Bruce Trail!
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!

Nordic Spa- Sauna: Spring Getaway
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!

Boho Vintage Box Car Utopia
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

Cottage on the Noisy River/Blue Mountain/Wasaga
Cute as a button. Perfect for a couple to have a romantic getaway including outdoor activities. Very easy to get to. Quite surroundings. Love the river a stones throw away. We would definitely go back. Everything you need is there.

Waterfront cottage at Muskoka
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!

Romantic Cabin N the Woods just 80km from CN Tower
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
- Rentals with beach access Simcoe County
- Kid-friendly rentals Simcoe County
- Rentals with a kayak Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Guesthouse rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Bed and breakfasts Simcoe County
- Boutique hotel rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with a sauna Simcoe County
- Villa rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Farmstay rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Luxury rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with a patio Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Fitness-friendly rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Cottage rentals Simcoe County
- Loft rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Private suite rentals Simcoe County
- House rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Apartment rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Family-friendly rentals Simcoe County
- Tiny house rentals Ontario
- Tiny house rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Muskoka Lakes Golf and Country Club
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- Alpine Ski Club
- Lake Joseph Golf Club
- National Pines Golf Club
- Muskoka Bay Resort
- Angus Glen Golf Club
- The Georgian Peaks Club
- Windermere Golf & Country Club
- Summit Golf & Country Club
- South Muskoka Curling and Golf Club
- The Georgian Bay Club
- Craigleith Ski Club
- Things to do Simcoe County
- Things to do Ontario
- Wellness Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Sports activities Ontario
- Art and culture Ontario
- Food and drink Ontario
- Tours Ontario
- Things to do Canada
- Sports activities Canada
- Food and drink Canada
- Nature and outdoors Canada
- Sightseeing Canada
- Art and culture Canada
- Tours Canada
- Entertainment Canada
- Wellness Canada