Holiday houses in Windham Centre

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Top-rated holiday rentals in Windham Centre

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Guest favourite
A cozy cabin is illuminated by warm lights, set against a snowy landscape. The structure features a single door and multiple windows, reflecting light from the interior. Snow surrounds the cabin, with a frozen pond visible in the foreground, enhancing the serene winter scene.
Cabin in Windham Centre
4.92 out of 5 average rating, 251 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Top Guest favourite
A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 180 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Guest favourite
Five alpacas are seen walking across a grassy area in front of a large, restored barn. The barn features a dark roof and wooden siding, with a door visible on the lower level. A clear blue sky and scattered clouds provide a bright backdrop.
Farm stay in Caledonia
4.97 out of 5 average rating, 103 reviews

Alpaca farm stay and bunkie getaway.

A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

Top Guest favourite
Cabin in Windham Centre
4.94 out of 5 average rating, 36 reviews

The Kabin

Submerse yourself in nature while still being in the complete comfort of modern luxuries in this off grid forest cabin that offers something for everyone! Spend your days admiring nature around you from the comforts of inside or head out to the surrounding forest where trails and a beautiful meadow area welcome you. Cozy up by the wood burning fireplace or head outside to the fire pit under stars. Indoor games or outdoor adventures, you pick! Either way you’re bound to see some wildlife!

Top Guest favourite
A repurposed shipping container is set within a forested area, surrounded by tall trees. A circular fire pit made of smooth stones can be seen in the foreground, with a fire crackling. A hammock is hung between two trees nearby, and two chairs are positioned on a wooden deck.
Shipping container in Simcoe
4.97 out of 5 average rating, 123 reviews

Little Can in the Pines - Bunkie No. 1

*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

Top Guest favourite
A spacious living room is highlighted by a large sectional couch adorned with soft pillows. A round wooden coffee table sits in the center, accompanied by a decorative vase. Natural light enters through large windows, reflecting off the hardwood floors and creating a relaxed ambiance.
Bungalow in Port Dover
4.93 out of 5 average rating, 100 reviews

Beach-chic | Palm Springs design | Close to beach

Take up the fine art of daydreaming at “The Sun,” one of two units at the Swell House. If an easy-breezy minimalist design with a boho twist is the kind of aesthetic that makes you swoon, you’ll love staying here and soaking in everything this beachside town offers. In only 1-2 hours, you can escape the city to a historic beach bungalow just a 5-8 minute walk from the beach strip, but be warned you may never want to leave after seeing the private resort-style backyard.

Guest favourite
Apartment in Port Dover
4.87 out of 5 average rating, 114 reviews

Oasis at Anthony's Gardens

The Oasis is a unique tropical paradise. The patio has an outdoor fire-pit, numerous tropical plants such as lemon trees, hibiscus, palms and banana. Private outdoor dining bar on deck with natural gas barbecue and umbrella and also a table and chairs on the lower patio in the courtyard. Park right in front of your entrance. Full kitchen, large flat screen smart TV with sound bar, pull out couch, full bath with shower, queen size bed. Laundry is optional.

Top Guest favourite
Dome in Aldershot Central
4.96 out of 5 average rating, 170 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome on a farm in Burlington! Enjoy a tropical stay in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Sleeps 4. Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Top Guest favourite
A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table. A light blue area rug covers the floor, and wall art decorates the walls, creating a relaxed atmosphere. Natural light is provided by recessed lighting.
Home in Oakland
4.96 out of 5 average rating, 105 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our space offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

Top Guest favourite
An inviting outdoor space features four comfortable chairs arranged around a fire pit on a wooden deck. Glass railings provide unobstructed views of the surrounding greenery. String lights hang above, creating a welcoming ambiance for gatherings under the sky.
Cottage in Port Dover
4.97 out of 5 average rating, 147 reviews

Waterfront Gem in a tranquil location

Welcome to the River House, our tranquil retreat located in the town of Port Dover on the black creek(90 minutes south of Toronto). Please note: our TV has Netflix but no Cable! -Whether you're seeking a peaceful family getaway or a romantic escape, The River House has it all. -A short 5-10 minutes walk takes you to beautiful Lake Erie beach, restaurants, Lighthouse and gift shops or head down the river to enjoy nature.

Top Guest favourite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guesthouse in Delhi
4.98 out of 5 average rating, 165 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Guest favourite
Home in Simcoe
4.8 out of 5 average rating, 128 reviews

Oliver's Tiny Home In The Forest | Sauna & Hot Tub

Nestled deep in the forest on a Tree Farm, Oliver’s Tiny House & Nordic Spa offers the ultimate semi off-grid agritourism farm stay experience for couples, friends or solo travelers looking to slow down and reconnect with nature. Cozy, thoughtfully designed, and surrounded by peaceful wilderness, this is a space to truly unplug opened 365 days for your enjoyment.

Popular amenities for Windham Centre holiday rentals

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