Cabin vacation rentals in Grey Highlands

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Top-rated cabin rentals in Grey Highlands

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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, 304 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.

Top guest favorite

A spacious cottage is nestled among trees, featuring large windows that invite natural light. A sandy area is visible in the foreground, with a bright red kayak resting nearby. The building's stone chimney and wooden accents create a welcoming outdoor environment.

Cabin in Port Carling

4.92 out of 5 average rating, 113 reviews

Icicle Valley

Lake Muskoka Executive Cottage Out Door Hot Tub, Firewood, Full Back Up Generac Power and snow ploughing are all essentials for a good holiday and are included. Lake Muskoka makes for a perfect walking, skiing or snowshoeing path as well there are numerous trails in the area. The cottage is close to snowmobile trails and there is a rental company in the area that will deliver snowmobiles to the cottage. There is a grand Muskoka granite wood burning fireplace for extra comfort and ambiance.

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, 129 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

A cordwood cabin is surrounded by lush forest, featuring a green living roof. The rustic structure has a wooden door and multiple windows, with a small outdoor seating area that includes two chairs and a table. Stacked firewood is nearby.

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.)

Guest favorite

The exterior showcases a renovated schoolhouse surrounded by snow-covered pine trees. A clear blue sky overhead complements the serene winter landscape. The building features large windows and rustic brick architecture, creating a charming atmosphere amid the tranquil natural setting.

Cabin in Gravenhurst

4.94 out of 5 average rating, 126 reviews

Historic Walker's Point Muskoka School House

Barlochan Haus Complete School House conversion and renovation. Located on Walker’s Point in prime Muskoka. Hiking trails, WIFi, massive work space, complete privacy. Ultimate retreat just 2 hours from Toronto. 3 spacious bedrooms inside, plus 3-season sleeping bunkie , 2 x 3-piece bathrooms and a large open concept living space with brand new kitchen and appliances. Outfitted kitchen w spices, oil, bbq and massive dining table. Outdoor fire pit and garden area. IG@BarlochanHaus

Top guest favorite

A tranquil cabin is nestled among tall trees in a lush forest. A clear path, lined with smooth stones, leads to the cabin's entrance, which features a welcoming front porch. Sunlight filters through the trees, illuminating the natural surroundings.

Cabin in Kimberley

4.98 out of 5 average rating, 393 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.

Guest favorite

The historic log cabin from the 1850s is surrounded by lush greenery. A covered porch with wooden beams invites relaxation, while hanging flower baskets add subtle color. The peaked roof and wooden siding emphasize the cabin's rustic charm in a serene forest setting.

Cabin in Erin

4.94 out of 5 average rating, 181 reviews

1850 Settler's Cabin in Private Forest

Our beautiful 1850 settler's log cabin is simply furnished and does not have plumbing. Electricity is powered by a honda generator. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and guests have access to our centralized guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

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.

Guest favorite

The rustic cabin is adorned with colorful holiday lights, creating a festive ambiance against the backdrop of snow-covered ground. A covered porch extends into the outdoor space, inviting entry. Tall trees surround the cabin, accentuating its cozy and secluded setting.

Cabin in Georgina

4.89 out of 5 average rating, 147 reviews

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! 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 ( Brown Hill Tract)

Guest favorite

An outdoor seating area is framed by a wooden pergola, adorned with string lights. Comfortable gray cushions are arranged around a low table, while a hot tub and a casual dining area are visible nearby. Surrounding lush greenery provides a secluded ambiance.

Cabin in Erin

4.92 out of 5 average rating, 403 reviews

Erin Cabin Getaway and Bunkie

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

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, 642 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.