Vacation rentals in Flesherton

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Top-rated vacation rentals in Flesherton

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

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Top guest favorite
Farm stay in Kimberley
4.95 out of 5 average rating, 131 reviews

Valley View Farm Retreat ~ Family, Pets, Hiking

Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

Top guest favorite
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
4.98 out of 5 average rating, 193 reviews

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.

Top guest favorite
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
4.97 out of 5 average rating, 100 reviews

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

Guest favorite
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
4.82 out of 5 average rating, 125 reviews

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.

Top guest favorite
Home in Flesherton
5.0 out of 5 average rating, 44 reviews

Little Lemon by the Boyne

Tucked away on a quiet, dead-end street, this cozy home offers peace and privacy on a mature, treed lot. Newly renovated and beautifully furnished, it’s the perfect getaway for anyone who loves simple living, nature, and a no-fuss, unfancy kind of comfort. Inside, you’ll find beautiful, thoughtfully chosen furnishings. The home is just steps from local shops, scenic trails, and all the small-town charm the area is known for. A peaceful retreat with everything you need — and nothing you don’t.

Top guest favorite
Chalet in Meaford
4.98 out of 5 average rating, 136 reviews

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

Top guest favorite
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
4.99 out of 5 average rating, 106 reviews

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.

Superhost
Home in Flesherton
4.91 out of 5 average rating, 23 reviews

The Hidden Haven Cottage

Relax, have fun and make memories with the whole family, pups included, at this peaceful lakefront cottage. The cottage, located on Eugenia Lake, boasts floor-to-ceiling windows, a fully equipped kitchen, four bedrooms with luxury linens, cozy fireplaces, and an assortment of outdoor activities, including a dock, firepit, hammock, paddleboards, kayaks, and a canoe. With numerous conservation areas and Bruce Trail access points in the vicinity, there's truly something for everyone.

Guest favorite
Cottage in Flesherton
4.95 out of 5 average rating, 159 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 128 reviews

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.

Guest favorite
Cottage in Flesherton
4.94 out of 5 average rating, 47 reviews

Private Waterfront, Dock — Lake Eugenia Escape

Experience lake front views from Red Rooster Point Cottage on Lake Eugenia. Enjoy a fully equipped kitchen with cozy open concept living and dining area, comfortable sleeping quarters and large outdoor living spaces. The outdoor spaces include a large, elevated deck, full sun dock with swimming access (clean and no weeds) , cozy fire pit and hot tub. A short drive to a setting in paradise with the comforts of home (less than 2 hours from Toronto). Welcome!

Guest favorite
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
4.83 out of 5 average rating, 103 reviews

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.

Popular amenities for Flesherton vacation rentals