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.

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Guest favourite

Tiny home in Mulmur

4.98 out of 5 average rating, 120 reviews

Paradise 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.

25 Jul – 1 Aug

$216 NZD per night

Guest favourite

Tiny home in Mono

4.94 out of 5 average rating, 152 reviews

Tiny home Soaring Heart Wellness Spa

A clean, bright space with high ceilings, privacy, and charm overlooking our Herbal Tea Garden. You can hike the Bruce Trail, relax by our pond or cycle through the Dufferin County Forest. Relax in the hot tub, book a massage, or enjoy a campfire under the stars. Check services online: Soaring Heart Wellness Inside is a bed, kitchenette, writing desk and sitting area. Outdoor is barbecue , firepit, and attached outhouse. Short walk to indoor bath Great local food and restaurants close by.

27 Jun – 4 Jul

$118 NZD per night

Guest favourite

Guesthouse in Aurora

4.92 out of 5 average rating, 115 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

15–22 Sep

$177 NZD per night

Guest favourite

Tiny home in Waubaushene

5.0 out of 5 average rating, 113 reviews

Escape North to Saltbox by the Bay | Tiny House

Welcome to your 4-season, bayside escape. Relax & unwind to swaying reeds & water views, in this vintage cabin, upcycled with luxe amenities. Make gourmet meals, listen to classic albums & play boardgames, as you watch sunsets over the bay. Plan an excursion...visit the local brewery, trek Wye Marsh & bike ride the Tay Shore Trail, to a quaint cottage town. Swim at one of the beaches or pamper yourself at Vetta Nordic Spa. Or, just hideaway...with many comforts, you may not want to leave.

11–18 Sep

$420 NZD per night

Guest favourite

Tiny home in Horning's Mills

4.88 out of 5 average rating, 125 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.

1–8 Aug

$202 NZD per night

Guest favourite

Cabin in Washago

4.95 out of 5 average rating, 204 reviews

Black River Haus - Scandi Riverfront Cabin Muskoka

Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (15 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

18–25 Jul

$698 NZD per night

Guest favourite

Dome in Hawkestone

4.94 out of 5 average rating, 241 reviews

Glen Oro Eco-Retreat Glamping Stargazer Dome

Leave the noise and rush of the modern world behind, unplug from your normal routine and immerse yourself in a beautiful old growth hardwood forest. Our Eco-Retreat focuses on providing a luxurious platform for you to stay in all the comforts of a boutique hotel amidst the raw and natural beauty of our Canadian wilderness. Here at Glen Oro we have over 200 acres of rolling fields and forests, horseback riding, hiking trails, and an incredible starry night sky.

28 Nov – 5 Dec

$640 NZD per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 206 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-2024-017

29 Nov – 6 Dec

$321 NZD per night

Guest favourite

Cabin in Innisfil

4.9 out of 5 average rating, 316 reviews

Lake Simcoe Cottage & Hot Tub

Only 5 minutes walk to the beach with a panoramic view! Enjoy 2 bedroom cottage at Lake Simcoe all year round. HOT TUB, Natural Wood Fireplace, 65" TV with Netflix (Wi-Fi is fast), backyard facing the forest, front yard facing the conservation area. BBQ, fire pit, and table games will be waiting for you at our cottage. The famous Friday Harbour is only 5 minutes drive. Allandale Golf Course is 3 minutes drive INSTA: lake_simcoe_cottage

10–17 Jun

$404 NZD per night

Superhost

Tiny home in Schomberg

4.88 out of 5 average rating, 242 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!

31 Dec – 7 Jan

$244 NZD per night

Superhost

Cabin in Gravenhurst

4.89 out of 5 average rating, 296 reviews

Woodwind Cabin in Muskoka

Modern, tiny home inspired, self contained Woodwind cabin is located at the gateway to Muskoka, 90 minutes from Toronto. Large private deck, outdoor firepit (with Muskoka chairs), BBQ, 2 hammocks, outdoor dining space, kitchenette, ensuite bathroom and queen bed. Surrounded by towering pines and granite slopes. 50 steps to community beach, and marina. My second cabin and my house is right next door.

18–25 Aug

$212 NZD per night

Guest favourite

Tiny home in Waubaushene

4.97 out of 5 average rating, 289 reviews

Unique Tiny Home

This truly is a unique space with great attention placed on details. I design and build unique livable spaces catered to the individual needs of my clients. I invite you to come experience high quality living in a modern tiny home and experience sustainable, affordable living in just 275 square ft.

8–15 Jun

$213 NZD per night