Cabin holiday rentals in Grey Highlands

4.99 out of 5 average rating, 401 reviews

A charming stone house is set against a backdrop of lush greenery. The facade features large windows and a welcoming porch. A well-kept lawn leads to the entrance, offering a serene view of the surrounding trees.

Cabin in Arthur

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

4.95 out of 5 average rating, 326 reviews

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

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!

4.98 out of 5 average rating, 411 reviews

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

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.

4.97 out of 5 average rating, 261 reviews

A charming log cabin is nestled among lush greenery, with a covered porch extending from the front. A stone bridge arches over a serene pond, surrounded by tall grasses and wildflowers, inviting exploration of the natural landscape.

Cabin in Owen Sound

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.

4.96 out of 5 average rating, 161 reviews

The rustic beach house is surrounded by greenery, featuring wooden siding and a welcoming porch. A separate structure is visible nearby, both enhancing the tranquil setting. The clear blue sky adds to the serene atmosphere of the property.

Cabin in Erin

Rustic Cabin on Private Pond

Our Rustic Beach House is simply furnished and set on you very own private pond with a private beach. It has electricity, does not have plumbing. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and you have access to our 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.

4.97 out of 5 average rating, 179 reviews

A spacious living area is equipped with a large sectional sofa and a rounded ottoman. A flat-screen television is mounted on the wall, while a mirror reflects natural light from the sliding glass doors leading to an outdoor patio. Plants are arranged to enhance the decor.

Cabin in Orangeville

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.

4.96 out of 5 average rating, 663 reviews

A cozy cabin is framed by tall green trees, reflected in the calm water of a private pond. Outdoor seating in vibrant red adds a pop of color, enhancing the serene natural setting.

Cabin in Mono

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.

4.96 out of 5 average rating, 109 reviews

The log cabin is surrounded by vibrant autumn foliage, with a large front deck and stairs leading to the entrance. The natural wood exterior is complemented by a gabled roof. Softly illuminated lanterns are positioned by the door, enhancing the inviting appearance.

Cabin in Flesherton

MapleHaven Cabin @ Lake Eugenia

A rustically elegant log cabin sitting on an acre of beautiful mature maple trees on a quiet dead-end street. Find peace and tranquility in the rustic atmosphere the log cabin setting provides, but enjoy all of the comforts of home. Enjoy 3 bedrooms ,2 baths with a master bedroom that features a coffee bar and covered balcony . Located at Lake Eugenia, in the heart of the scenic Beaver Valley, a 4 seasons playground. Walking distance to public beach/boat launch.

4.97 out of 5 average rating, 159 reviews

A wooden deck extends from the yurt, featuring a grilling station equipped with a propane grill. The white and blue exterior of the round Mongolian yurt is visible, surrounded by greenery and partially shaded by trees. A clear sky with scattered clouds provides a serene backdrop.

Cabin in Priceville

The Scarlet Yurt Cabin, stay cozy w/warm fireplace

The Scarlet is ReLive Retreat's red Mongolian Yurt Cabin, all-season. 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 stargazing! Private 72 acre family-run retreat. We are dog friendly, with 2 of our own, but please inquire first.

4.89 out of 5 average rating, 100 reviews

A rustic log cabin is set amidst lush greenery and vibrant flower beds, featuring a welcoming entrance marked by a wooden archway. The clear blue sky provides a serene backdrop to the peaceful countryside setting.

Cabin in Mansfield

High Crest Hideaway

Come and enjoy the peace and quiet of the countryside. Disengage and take time out to reset and recharge. Tour around small town Ontario and enjoy the beautiful views the Mulmur Hills provide. Biking, hiking, skiing and outdoor activities all within minutes of the cabin. Wake up to the sound of birds, spend the day as you wish and end it with a bonfire at the firepit. Rest and relaxation are on the agenda.

4.87 out of 5 average rating, 335 reviews

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

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.

A cozy dining area is highlighted by warm wooden walls and a small table set for two. A black propane fireplace provides warmth, while cooking essentials are organized on the counter. A minimalist sink is positioned nearby, adding functionality to the space.

4.96 out of 5 average rating, 134 reviews

Minniehill A-Frame

Designed as a tiny home with everything you need, this semi off-grid cabin is tucked away in Minniehill, Meaford, Ontario. Minutes from beautiful Georgian Bay, down the road from the Bruce Trail hiking entrance, local public and private ski hills, and some of Ontario's best restaurants, while feeling like you've left the rest of the world behind.

Popular amenities for cabin rentals in Grey Highlands

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

4.98 out of 5 average rating, 48 reviews

A covered outdoor seating area features white wicker furniture with turquoise cushions. A small brown table sits in the center, surrounded by lush green foliage, creating a serene and intimate space for relaxation. Light curtains flutter gently in the breeze.

Cabin in Mulmur

Private Log Cabin with 7 beds, 2 futons + hot tub

4.89 out of 5 average rating, 419 reviews

A cozy cottage is nestled among vibrant autumn foliage. The front features large windows and a welcoming deck, with outdoor seating visible. Surrounding trees display various shades of yellow and orange, contributing to a serene nature setting.

Cabin in Innisfil

Kempenhaus- Lake Simcoe Cottage & Spa

4.96 out of 5 average rating, 90 reviews

A rustic dining area features a large wooden table with an organic design, surrounded by six wooden chairs. Natural light enters through two windows, illuminating the log walls. A cabinet stands nearby, and decorative plants are placed on top of the furniture.

Cabin in Duntroon

3 Bedroom Cabin with Hot Tub Near Wasaga Beach

4.87 out of 5 average rating, 70 reviews

An open living area showcases a cozy sectional sofa with decorative pillows, complemented by a soft area rug. Natural light fills the space through large windows, and a wooden staircase leads to an upper level. A fully equipped kitchen with bar seating is visible in the background.

Cabin in Owen Sound

Cozy Cabin Inn & Spa (HotTub, Sauna, Chalet Vibe)

4.81 out of 5 average rating, 70 reviews

Cabin in New Tecumseth

Romantic Spa/Sauna Cabin Getaway

4.82 out of 5 average rating, 247 reviews

A log cabin exterior is set among lush greenery, featuring a spacious patio area furnished with several chairs and a dining table. Soft natural light illuminates the building, highlighting its natural wood texture and proximity to landscaped flower beds.

Cabin in Kimberley

Deer Park, Cozy Cabin with Hot Tub, Amazing View

A hot tub is positioned on a deck, surrounded by lush greenery. In the background, a serene view of the water is visible, with a fire pit area furnished with red chairs, enhancing the outdoor experience.

4.9 out of 5 average rating, 31 reviews

Skipping Rock Cabin: Cozy Charm & Hot Tub Bliss

4.72 out of 5 average rating, 39 reviews

A serene outdoor space is captured with a fire pit surrounded by a circular stone border. Two rustic wooden chairs are set nearby, inviting relaxation. In the distance, tall trees provide a natural backdrop, while a stack of firewood rests on the grass.

Cabin in Flesherton

Peaceful Country House with Hot Tub

Pet-friendly cabin rentals

4.99 out of 5 average rating, 67 reviews

A small, wooden bunkie stands among tall trees, featuring a welcoming front porch with two chairs and a table. Decorative elements, including tiki torches and a floral wreath, add charm to the natural setting. The ground is covered with soft pine needles.

Cabin in Oro-Medonte

Bunkie in the Pines

4.93 out of 5 average rating, 14 reviews

A cabin is seen nestled among greenery, featuring a porch with a red roof. A table with benches is positioned nearby on a grassy area. A decorative crane statue stands in front of the cabin, adding character to the outdoor space.

Cabin in Flesherton

Hawthorn Cottages - Bunkie #1

4.86 out of 5 average rating, 14 reviews

An off-grid cabin is nestled among lush greenery, surrounded by tall trees under a clear blue sky. A grassy path leads to the wooden structure, which features a combination of natural wood tones and a simple design.

Cabin in Kemble

Cabin Under the Stars -Cabin #2

4.95 out of 5 average rating, 43 reviews

Cabin in Shallow Lake

Privacy Plus - cozy two bedroom country cottage

4.82 out of 5 average rating, 439 reviews

A rustic log cabin is nestled in a lush forest, featuring a welcoming porch with rocking chairs. The structure combines a traditional log design with a modern metal roof. A grassy area surrounds the cabin, providing a serene space for relaxation.

Cabin in Maxwell

Charming Pioneer Cabin in the Woods

4.97 out of 5 average rating, 37 reviews

A cozy cabin exterior is seen, framed by towering trees and soft earth tones. Two black chairs are positioned in front, and a friendly dog sits contently on the path. Sunlight filters through the trees, creating a serene atmosphere.

Cabin in Southgate

Two - YES 2 cozy cabins !

4.97 out of 5 average rating, 35 reviews

A spacious living area features a large sectional sofa adorned with colorful cushions. Sunlight pours in through expansive glass doors, overlooking a serene outdoor space. A dining table with a mix of brightly colored chairs sits alongside potted plants, enhancing the inviting atmosphere.

Cabin in Mansfield

Country Cabin - 45 Acres with Freshwater Swimming

The living room features a comfortable sofa adorned with patterned pillows and a cozy throw. A stone fireplace serves as a focal point, while a wooden coffee table holds decorative items. Indoor plants add greenery, and warm light fills the space.

4.92 out of 5 average rating, 25 reviews

Riverwood Retreat: Modern Charm by the River

Private cabin rentals

5 out of 5 average rating, 58 reviews

Great Family Get Away - Wasaga Beach (3) wifi

4.97 out of 5 average rating, 59 reviews

The exterior of a charming log cabin is highlighted, featuring natural wood logs and a stone chimney. Lush greenery surrounds the cabin, including neatly trimmed shrubs. A gravel pathway leads up to the structure, with a clear blue sky overhead.

Cabin in Innisfil

Bird Haven Log Cabin

A small cottage entrance is visible, featuring a white door with a screen. Surrounding greenery and a stone pathway lead up to the entryway. A light shines softly from within, creating a welcoming ambiance. The structure is flanked by a wooden fence and neighboring buildings.

One bedroom cabin near beach two

4.86 out of 5 average rating, 14 reviews

A sandy beach stretches along the water's edge, dotted with wooden picnic tables for gatherings. The clear blue sky is reflected in the calm water, with hints of greenery from the surrounding trees adding to the serene landscape.

Cabin in Port McNicoll

Lakeside Retreat: Steps to Sandy Beach

A cozy living room features large windows offering expansive views of Georgian Bay. A comfortable dark sofa sits beside a glass coffee table on a soft area rug. A modern light fixture hangs from the ceiling, and a door provides direct access to the front deck.

4.71 out of 5 average rating, 28 reviews

Cozy Cabin on Georgian Bay.

A charming wooden Bunkie is nestled among lush greenery. The front porch features a small wooden deck with two red chairs and a round table. Large windows allow natural light to illuminate the interior while the door is framed by a welcoming entry.

Cabin in Caledon East

4.84 out of 5 average rating, 136 reviews

Bunkie in the Forest

The exterior of the cabin features a small porch with two blue chairs positioned on a wooden deck. A white picket fence surrounds the front yard, and a door leads into the entrance, framed by a window. The roof has a modest pitch under a cloudy sky.

4.65 out of 5 average rating, 26 reviews

The River's Edge - Cottage 3: The Cabana House

The exterior of the cabin features warm wooden paneling and a welcoming porch. A vibrant array of blooming flowers, predominantly irises in shades of purple and white, creates a colorful foreground, while lush greenery frames the entrance.