Cabin vacation rentals in Grey Highlands

Find and book unique cabins on Airbnb

Top-rated cabin rentals in Grey Highlands

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Top guest favorite

Cabin in Arthur

4.98 out of 5 average rating, 374 reviews

The Stone Heron

Welcome to the Stone Heron, a diamond in the country side! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly

Guest favorite

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

4.95 out of 5 average rating, 303 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Superhost

Cabin in The Blue Mountains

4.87 out of 5 average rating, 361 reviews

"Tequila Sunrise" Big Space-Lots of Fun-HotTub

** Multi night Discounts! **Book for 3 Days or More and get 10% Discount** **Minimum 2 Night Stay** - Hot Tub is PRIVATE NOT shared and available all year - Perfectly equipped for a fun filled stay with a large groups of friends - 15 min walk to the Village at Blue Mountain - Fully stocked kitchen - Natural Gas BBQ ( No need to bring Propane Tanks) - Foosball, ping pong, board games, chalk board, huge kitchen table - - Fire pit is PRIVATE - No kids, No pets, Strictly No Smoking inside.

Guest favorite

The cabin features a cozy exterior with a textured roof and large windows, surrounded by colorful fall leaves. Outdoor furniture is positioned on the deck, and a hot tub is visible. The setting is enhanced by the backdrop of vibrant autumn foliage.

Cabin in Innisfil

4.94 out of 5 average rating, 127 reviews

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Top guest favorite

An inviting corner of the cabin features a wooden table and chairs, set against walls made of unique cordwood masonry. A wood stove stands beside a black cabinet, while stone flooring adds to the rustic charm. Natural light filters through two small windows overlooking the surrounding forest.

Cabin in Chatsworth

4.99 out of 5 average rating, 138 reviews

Peaceful cabin-in-the-woods 50 acre private forest

Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out. (Note this is not on the same property as nearby Airbnb "private farmhouse" listing.)

Top guest favorite

Cabin in Kimberley

4.98 out of 5 average rating, 391 reviews

Kimberley Creek Cabin

Kimberley Creek Cabin is located in Kimberley, Ontario on a 2 1/2 acre lot surrounded by an old growth forest with a stream running through the property. If you are looking to connect with nature and you enjoy upscale facilities, then this special vacation spot gives you the best of both worlds. Nightly rate includes HST. We are close to hiking, cycling, canoeing, golfing, winter sports, spas, art studios, and fine dining, or simply relax by the firepit or on one of two private decks.

Top guest favorite

A charming log cabin features a wooden porch framed by greenery. The stone chimney sits atop the roof, while windows allow light to filter into the interior. A stack of firewood is neatly arranged beside the entrance, enhancing the rustic appeal of the home.

Cabin in Owen Sound

4.96 out of 5 average rating, 255 reviews

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

Top guest favorite

A cozy cottage exterior is visible, featuring white vertical siding and a stone foundation. The entrance is marked by a wooden door, flanked by a soft glow from a wall-mounted light fixture. Snow blankets the surrounding landscape, enhancing the peaceful setting.

Cabin in Orangeville

4.96 out of 5 average rating, 139 reviews

Hockley Valley Cozy Cottage

Take it easy at this unique and tranquil setting where the entire property is yours! Freshly renovated cottage only 600M from Hockley Valley Resort and also close to restaurants and hiking trails. This cottage sleeps 4 comfortably with separate bedroom. Picturesque setting directly on Nottawasaga river with mature gardens and plenty of outdoor space. Morning coffee or afternoon drinks under the covered gazebo at the waters edge or relax in the hammocks, this place truly has it all.

Guest favorite

A cozy cabin porch is presented with a wooden entrance door and several windows. A small round dining table is set with four wicker chairs, inviting guests to enjoy the outdoor space. The natural surroundings are enhanced by stone pathways next to the porch.

Cabin in Mono

4.96 out of 5 average rating, 641 reviews

Mono — Cabin in the Woods Experience

This cozy cabin in the woods is perfect for content creation, photography, proposals or just enjoying nature and swimming in the summer or ice skating throughout the winter. Only minutes from Orangeville, Hockley Valley and less than one hour from downtown Toronto you feel hours away from everything. Swim in your private pond, recharge and escape the noise of the city and relax in your own personal paradise! Cabinonthe9 is one of Canada's top short term rental destinations.

Guest favorite

A red Mongolian yurt cabin is set against a winter landscape, surrounded by snow-covered trees. A spacious deck extends from the yurt, inviting guests to enjoy the serene environment. Snow trails lead towards the entrance, enhancing the cabin's peaceful seclusion.

Cabin in Priceville

4.97 out of 5 average rating, 151 reviews

The Scarlet Yurt Cabin, stay cozy w/warm fireplace

All-season nature retreat. The Scarlet is ReLive Retreat's red Mongolian Yurt Cabin. 19' round with dome windows, spring water, small fridge, cooktop, fireplace, heater, queen bed and fold-out double, dining table, solar power, attached half bathroom w/compost toilet, back deck, private firepit area + shared wood-burning sauna. Peaceful with beautiful views and star gazing! Private 72 acre family-run retreat. We are dog friendly, with 2 of our own, but please inquire first.

Top guest favorite

A unique round structure sits amid a snowy landscape, framed by tall trees blanketed in white. The entrance features large glass doors, inviting a glimpse inside. A rocky outcrop nearby is also covered in snow, enhancing the serene winter ambiance.

Cabin in Kimberley

5 out of 5 average rating, 53 reviews

Luxury Creekside Cabin with Sauna

Exclusive luxury retreat! Creekside Cabin, the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. This private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife and guests have often spotted deer, blue heron and even the beautiful snowy owl casually passing through.

Guest favorite

A log cabin interior is showcased, featuring warm wooden walls and a cozy seating area. A fireplace is centrally positioned, with a small table nearby. A television is visible, and large windows allow natural light to flood the space, while a loft area is seen above.

Cabin in Owen Sound

4.88 out of 5 average rating, 320 reviews

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.