Tiny house holiday rentals in Simcoe County

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Top-rated tiny home rentals in Simcoe County

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home

4.92 out of 5 average rating, 123 reviews

Whispering Pines Bunkie in Woodland Acres

Experience this nature retreat just 60 km from Toronto and feel like you’re thousands of miles away. The perfect glamping experience for any nature lover looking for a relaxing getaway. There is power in the bunkie which offers the convenience of lighting, cell phone charging, an electric fireplace, a kuerig coffee maker and mini fridge with freezer. Pursue your favourite outdoor activities during the day and then return to your cozy queen size bed and sofa bed just steps away from the bonfire.

Guest favourite

Loft

4.97 out of 5 average rating, 174 reviews

Cedar Terrace | By Lake Muskoka | Private Hot Tub

Private loft on the second story of a beautiful cottage/condo-style building. Built on a granite ridge with forest and skyline views of the Muskoka Wharf. Relax & reconnect in your private hot tub beside your crackling wood fire. You’ll enjoy convenience and luxury just steps from Lake Muskoka; without being out in the bush, with no wifi or cell signal. This is a luxurious suite for couples in the heart of it. Surrounded by lakes, trails, beaches restaurants and shops. Wine, dine, soak and play.

Guest favourite

Tiny home

5 out of 5 average rating, 160 reviews

Saltbox by Moonstone / Vetta / Horseshoe / Trails

Welcome to Saltbox by the Bay, your 4-season retreat. A couple's getaway, small family, group of friends or solo retreat, this vintage cottage is upcycled with luxe amenities. Make gourmet meals, listen to albums, play boardgames & watch sunsets over the bay. Explore the treats of cottage country: borrow our snowshoes for the Tay Shore Trail or Wye Marsh, visit Quayle's Brewery, pamper yourself at Vetta Nordic Spa, ski/snowboard Mt. St. Louis or Horseshoe & visit one of the quaint nearby towns.

Superhost

Cottage

4.79 out of 5 average rating, 174 reviews

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you might be disappointed but if you're a minimalist you're going to love it.

Guest favourite

Tiny home

4.89 out of 5 average rating, 159 reviews

Pine River Bunkies: Owl’s Roost Off Grid Cabin

Follow the forest pathway to our 2 new 'glamping bunkies'. The Owl’s Roost features a large loft and treetop deck to surround you with the beauty of nature. Just 1 hr from Pearson and 45 min. to Georgian Bay, Mulmur straddles the Niagara Escarpment, a UNESCO World Biosphere. We are next to 400 acres of conservation land in the Pine River Valley including part of the Bruce Trail. Our site can accomodate families, friends or groups. Not a camper? Please consider our 'in house' listings.

Guest favourite

Guest house

4.86 out of 5 average rating, 101 reviews

New Charming tinyhome Experience

Come spend a few days in our warm and cozy hideaway. Enjoy the winter wonderland with some Snow shoeing, cross country skiing or Snowmobiling right from your backyard! OR, perhaps you would like to go to the new Vetta Spa only mins away. Or downhill, snowboard at Horseshoe or Moonstone? OR maybe you just want to disconnect from technology for awhile and reconnect with yourself or loved one. Please inquire if you would like more than 3 guests. The options are plentiful from this location.

Superhost

Guest house

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favourite

Tiny home

4.98 out of 5 average rating, 143 reviews

Woodland Muskoka Tiny House

Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft tiny home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee in nature without being bothered by the mosquitos!

Guest favourite

Cottage

4.94 out of 5 average rating, 248 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2025-008

Guest favourite

Tiny home

4.88 out of 5 average rating, 293 reviews

HONE Retreat - An Honest Designed Tiny House

Experience a retreat to the country and a beautifully effective space. Designed as an experiment in creating the perfect get away space that could be taken off-grid. Within the space is a kitchen (stovetop, wall oven, double sink & fridge), full washroom (a beautiful cedar shower, sink, custom composting toilet & mirror), washing machine, radiant heating, AC & loft sleeping space with king bed and a skylight to view the stars!

Superhost

Cottage

4.82 out of 5 average rating, 230 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Guest favourite

Cabin

5 out of 5 average rating, 119 reviews

Private Cabin In The Woods

Are you seeking a romantic getaway nestled in the serene beauty of nature? Look no further than our secluded cabin in the forest, providing complete privacy, and a rustic charm. You’ll find everything you need to relax & unwind. At Alive Wilderness Retreat we believe that the natural beauty of the forest provides the perfect backdrop for creating lasting memories.