Vacation rentals in Windham Centre

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Top-rated vacation rentals in Windham Centre

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Guest favorite
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!

Guest favorite
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 favorite
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 favorite
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 favorite
The historic home showcases a classic façade with white columns and a welcoming porch. Flower beds with vibrant blooms enhance the entrance, while a wrought-iron fence adds to the charm. A sign is visible, marking the property as 'Tea on the Grand'.
Loft in Paris
4.9 out of 5 average rating, 191 reviews

Historic Carriage House Flat STUNNING VIEW

Step back in time to 1850 while staying at the iconic historic home built by The Lumber Merchant. Stay in the suite featuring the original post and beam structure and still offering modern conveniences such as gas fireplace , heated stencilled ceramic floors. Enjoy the quality mattress set into a 200 yr old brass bed once owned by royalty. Escape down to the river where a little cabin sits. If you are lucky you will have deer, heron, beaver, fox and many more wildlife come to visit.

Top guest favorite
A modern kitchen features rich wooden cabinetry and a spacious marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are included. Natural light filters through two windows, illuminating the countertops. The entrance door to the side is visible, connecting to the outside.
Farm stay in Simcoe
5 out of 5 average rating, 23 reviews

Private, Peaceful Country Escape

*Solo traveller, one bedroom rate is available upon request. Message for info* This unique and private country apartment was created to offer our guests a place to recharge and relax in a small farm setting. Settle in and relax indoors with modern and new amenities, or step out onto your very own covered area designed to offer a comfortable space to relax and sit surrounded by nature. If outdoor cooking is something you enjoy, you have your own BBQ and backyard firepit/grill area.

Guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 vacation rentals

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