Holiday rentals in Flesherton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Flesherton

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Superhost

The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.

Home in Meaford

Beach House Hideaway by Post Office Motel *HOT TUB

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

4.87 out of 5 average rating, 553 reviews

Top guest favourite

A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.

Cottage in Southgate

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

4.98 out of 5 average rating, 199 reviews

Top guest favourite

The rustic exterior of High Pines Cottage is highlighted by large, floor-to-ceiling windows that allow natural light to fill the interior. Surrounding the cottage, a well-tended garden features a variety of plants, stones, and landscaping elements, adding to the inviting allure of the property.

Chalet in Flesherton

Cozy cottage in the woods near trails & waterfalls

High Pines Cottage is a spacious yet cozy, pet friendly retreat. Located on a beautiful 1.8 acre lot that hosts a variety of large pines and other beautiful trees, it offers privacy and relaxation. It is perfect for any season with many activities from hiking to skiing and has a home gym. Whether you are looking to curl up by the fireplace or enjoy the trails with your pup, our cottage offers what you need to unwind or connect with friends and family. Check out Instagr. @high_pines_cottage

4.97 out of 5 average rating, 103 reviews

Guest favourite

A wooden cabin is set against a backdrop of greenery, featuring large glass windows that invite natural light indoors. The structure displays a combination of rustic wooden siding and a red-painted section, while the landscaping is dotted with small plants and rocks.

Chalet in Flesherton

The Red House – Private Wooded Oasis & Hot Tub

Unplug in our private 3-acre forest retreat. Wake up in a king bed, brew coffee in the fully-stocked kitchen, then step onto the wrap-around deck surrounded by cedar forest. After hiking the Bruce Trail, skiing at Beaver or Blue, paddling Lake Eugenia or enjoying a foodie-road-tour, sink into the sparkling hot tub. Evenings end around the wood stove or the outdoor fire-pit under a star-filled sky. Fast Wi-Fi, cozy beds and thoughtful touches make every stay easy, relaxing and memory-filled.

4.82 out of 5 average rating, 125 reviews

Top guest favourite

A rustic wooden bridge spans a gently flowing stream, surrounded by lush greenery and tall trees. A manicured lawn is visible in the background, featuring multiple seating options. The water reflects the natural landscape, enhancing the serene ambiance of the setting.

Cabin in Kimberley

Private Luxury Creekside Cabin with Sauna

Exclusive luxury retreat! Creekside Cabin is the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. Creekside is a fully licensed 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 including spotted deer, blue heron and even the beautiful snowy owl casually passing through.

4.99 out of 5 average rating, 111 reviews

Guest favourite

The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.

Tiny home in Arthur

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

4.96 out of 5 average rating, 418 reviews

Guest favourite

Cottage in Flesherton

All-Season Cottage on the Lake

An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

4.95 out of 5 average rating, 159 reviews

Top guest favourite

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.

4.96 out of 5 average rating, 129 reviews

Guest favourite

A modern kitchen features a large island with a sleek countertop and ample storage below. The space includes stainless steel appliances, a geometric tile backsplash, and warm wood accents. Natural light floods in, highlighting the open concept layout that connects to the dining area.

Cottage in Flesherton

Lake Eugenia-Private, Quiet Retreat

Private oasis tucked in the heart of Grey Highlands, steps from Lake Eugenia, Eugenia Falls, and the Bruce Trail. Peaceful setting includes 3 bedrooms that SLEEPS 8, 1.5 bathrooms, a HOT TUB and a balcony off the primary bedroom, perfect for a morning coffee. A Mecca for Winter and Summer outdoor sports. A short drive to explore Thornbury, Kimberly & Collingwood. NEW upgrades include main floor air conditioning and heat pump for year-round comfort.

4.84 out of 5 average rating, 105 reviews

Top guest favourite

A charming cottage exterior is surrounded by vibrant flower beds and lush greenery. The entrance features a set of stairs leading to a spacious deck, where colorful furniture is positioned. A garage with a dark door complements the inviting atmosphere of the property.

Cottage in Grey Highlands

Hilltop garden cottage

enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.

4.93 out of 5 average rating, 197 reviews

Top guest favourite

The Lodge is surrounded by lush greenery and features a wraparound deck with outdoor seating. A gentle stream flows nearby, accentuating the natural landscape. The rustic exterior blends seamlessly with the forested backdrop, providing a peaceful and private retreat.

Chalet in Markdale

Grey Highlands Lodge

Our Lodge is perfect for a quiet get away from everyday life, a tranquil patch of greenery nestled in the escarpment of Beaver Valley. If you’re looking for a place to relax and recharge, a place for solitude and restoration, then the Lodge may be just what you need. Enjoy yoga on the side deck, reading in a hammock beside the stream, or exploring the many hikes and nearby amenities just a stones throw away.

4.98 out of 5 average rating, 120 reviews

Top guest favourite

The log cabin is framed by a covered porch, featuring wooden beams and a stone pathway leading to the entrance. Adjacent to the porch, potted flowers add a touch of colour, set against a backdrop of lush greenery under a clear blue sky.

Place to stay in Kenilworth

Smokey Creek Reminisce & Sauna

Discover the perfect getaway at our charming, 100-year-old log cabin, ideally situated on 100 acres of breathtaking countryside. This enchanting retreat is perfect for couples, families, or friends looking to escape the hustle and bustle of everyday life. Surrounded by rolling fields and a serene hardwood maple bush, the cabin offers a tranquil setting where you can reconnect with nature and each other.

5.0 out of 5 average rating, 107 reviews