Tiny house vacation rentals in Simcoe County

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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 favorite

Tiny home in Horning's Mills

4.89 out of 5 average rating, 147 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 favorite

Tiny home in Waubaushene

5 out of 5 average rating, 146 reviews

Saltbox by the Bay | Tiny House | 4-Season Cottage

Welcome to your 4-season, bayside escape. Relax & unwind to swaying reeds & water views in this vintage cottage, upcycled with luxe amenities. Make gourmet meals, listen to albums & play boardgames, as you watch sunsets over the bay. Known as the Heart of Georgian Bay, explore some of the best of cottage country: swim at a local beach, trek Wye Marsh, visit beautiful Quayle's Brewery, pamper yourself at Vetta Nordic Spa, bike ride the Tay Shore Trail or visit one of the quaint nearby towns.

Guest favorite

Tiny home in Gravenhurst

4.98 out of 5 average rating, 128 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 favorite

Cabin in Georgina

4.91 out of 5 average rating, 127 reviews

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom!We 've even had 3 marriage proposals here (She said YES!! ) or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin.

Guest favorite

Cabin in Washago

4.94 out of 5 average rating, 239 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.

Guest favorite

Dome in Hawkestone

4.94 out of 5 average rating, 250 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.

Superhost

Cabin in Creemore

4.78 out of 5 average rating, 311 reviews

Cozy Cottage Bed and Breakfast. Set on 4 acres.

Set on 4 acres of wooded land, this wee Bed and Breakfast provides a relaxing country retreat. Basic breakfast provided. High speed WIFI on site !! My one bedroom B&B is complimented by a deck with BBQ and fire pit. It is a 3 min walk to the Bruce Trail and 5 to Noisy River Provincial Park. Located on county Rd 9 and ideal for biking, hiking and sleeping. The Noisy River is a fav spot hiking. Downhill & xskiing are close by. Creemore & Beer 7 minutes.

Guest favorite

Cottage in Tiny

4.94 out of 5 average rating, 237 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

Superhost

Tiny home in Schomberg

4.89 out of 5 average rating, 273 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!

Guest favorite

Cottage in Lafontaine

4.82 out of 5 average rating, 222 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 favorite

Cabin in Severn

5 out of 5 average rating, 111 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.

Guest favorite

Tiny home in Waubaushene

4.96 out of 5 average rating, 348 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 280 square ft.