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Holiday rentals in Winchester Springs

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winchester Springs

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

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Guest favourite
The exterior of a charming two-story building is illuminated by a warm glow from the interior. A fire pit with a crackling fire is positioned in front, surrounded by wooden Adirondack chairs. Tall trees frame the scene under a twilight sky.
Cabin in Ingleside
4.89 out of 5 average rating, 144 reviews

Lost Village Guest House 1860s Renovated Barn

Original 1860 Building Moved From The Lost Villages During The St Lawrence Seaway Project. Lots of Character & Charm❤💕 Whether You’re Looking To Soak Up The Sun At The Beaches, Have Fun On The Water, Bike Around The Parkway, or Enjoy The Sledding Trails and Ice Fishing In The Winter Months. Enjoy The Natural Light Offered In Every Area of The Home. This Home is Dedicated Exclusively To Airbnb Guests And Sleeps Upto (2) Adults Comfortably Ideal For Any Vacation, Renovation or Work Stay!

Guest favourite
The exterior of the house is depicted with warm wooden siding and expansive windows. A spacious upper balcony and lower patio area are visible, featuring outdoor seating. Lush green lawn and well-maintained shrubs surround the home, with trees providing additional greenery in the backdrop.
Home in Iroquois
4.84 out of 5 average rating, 138 reviews

Relax on Butternut Bay

Breathtaking views of the St. Lawrence Seaway from this river side house among mature trees, lawns and perennial gardens. Three bedrooms, one with on-suite bathroom, in total sleeps 8 with two double beds, a queen bed, a double sleeper sofa bed and a set of bunk beds. 2 full kitchens w/gas stoves, family room w/walk-out to patio & BBQ. Living and dining area with walk out deck. The shared beach is good for Swimming, canoeing, fishing in Butternut Bay. Watch cargo ships navigate the river.

Top guest favourite
A cozy bedroom is highlighted by a plush queen-sized bed, adorned with soft linens and a decorative throw pillow. Two bedside lamps provide warm light, while floral artwork hangs above the headboard, enhancing the serene feel of the space.
Flat in Kemptville
4.97 out of 5 average rating, 31 reviews

Road trip Luxury Private Guest Suite off 416

Our super clean cozy private entrance guest suite just off the 416 in the quaint small town of Kemptville (20 min from Ottawa) can often host last minute bookings. The suite is separated from the rest of the house by a locked door and there are no shared spaces. The self contained suite has a queen-sized bed, 2 TVs, couch, chair, desk, mini-fridge, microwave, coffee-maker. On the main level of a bungalow. Not in a basement! 10 foot ceilings, tons of light! Must have car, no uber, no transit.

Top guest favourite
A secluded guesthouse is shown, featuring a rustic exterior with grey wood siding and a vibrant red door. A path leads to the entrance, complemented by a welcome mat and a recycling bin. Flowering plants add a touch of color to the outdoor space.
Guest house in Newington
4.92 out of 5 average rating, 515 reviews

Trees, open spaces, and the milky way at night

8 min. from 401 & St Lawrence River, at Ingleside, pet friendly, secluded studio guesthouse, tranquil, safe location for those seeking a road break or destination traveler's seeking the St Lawrence and its environs. Sit by a fire, listen to wind and birds or watch the sky. $50 cleaning fee per pet through extra fee request if necessary before arrival. There is no reliable internet but good cell coverage available; the smart tv can tether to your own device and streaming service provider.

Top guest favourite
A wooden sign for Little Foot Alpacas is surrounded by colorful plants and flowers. The sign features an illustrated alpaca, complemented by natural stone elements in the foreground. The backdrop consists of a cloudy sky, enhancing the rural ambiance of the alpaca farm.
Cabin in Spencerville
5 out of 5 average rating, 72 reviews

Alpaca Farm stay & Complimentary Alpaca Adventure

Relax in your own private luxury getaway in the heart of farm country . Enjoy a glass of wine and watch the alpacas grazing and playing in the fields. Enjoy the peaceful atmosphere of this Alpaca Farm and come experience alpacas, and alpaca trekking . For those that enjoy creating a fantastic meal, prepare and dine in our gourmet kitchen and settle in for a romantic evening in front of the glowing fireplace or spa soaker tub. Enjoy a restful sleep in our luxurious alpaca beds .

Top guest favourite
A vibrant sunset illuminates the sky with shades of orange and pink, reflecting on the calm water. A boat is docked at the edge of the water, with the serene landscape framed by trees in the background.
Cottage in Kemptville
5 out of 5 average rating, 39 reviews

Rideau River Getaway Waterfront 30min to Ottawa

Welcome to the Rideau River Getaway! A serene 4-season retreat just 30 minutes from Ottawa. With breathtaking sunset views, a 70-foot dock, outdoor kitchen, and Starlink WiFi, it’s the perfect escape for families, couples, and friends. Enjoy kayaking, paddleboarding, fires by the water, and hikes right across the river. Inside, relax in a newly renovated home with luxurious touches, top-tier appliances, and space for up to 8 guests. Peaceful, private, and packed with charm.

Top guest favourite
A welcoming living area is observed with a sectional gray sofa and an accent chair in turquoise. A small coffee table is situated in front of the sofa, and a decorative area rug adds warmth to the space. Natural light is provided by large windows.
Home in Winchester
4.96 out of 5 average rating, 184 reviews

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

Welcome to The Lofty Nest! Located 30 minutes south of Ottawa (Canada's Capital City) in the intimate village of Winchester. This 2-bed Century home was gutted and lovingly restored, using reclaimed materials, sweat and love. Visiting for work, play or just the experience of living in a tiny house, the Lofty Nest will charm you with its 'Instaworthy' decor and hotel standards. Perfect for 1 or 2 guests; can accommodate up to 4. Check us out at theloftynest dot ca.

Top guest favourite
Home in Morrisburg
4.9 out of 5 average rating, 259 reviews

StoneCropAcres Winery and Vineyard Guest Home

Our home is located at our StoneCropAcres Winery and Vineyard. Please check the Winery's website stonecropacres for Winery hours of operation. Our Guest Home is a country style, spacious, bright and clean home with wonderful views of the rural surroundings including our vineyard, farm fields, and the apple farm just around the corner. Both the Guest Home and the Winery are wheelchair accessible and there is an electric medical bed available for use.

Guest favourite
A well-maintained garden path is surrounded by lush greenery and flowering plants. A gazebo with seating is visible in the background, providing a shaded area for relaxation. A trellis adorned with climbing vines leads towards the gazebo, enhancing the peaceful outdoor setting.
Flat in Williamsburg
4.72 out of 5 average rating, 121 reviews

Kim's Country Retreat

Come and stay in this cozy cottage-like century home/apartment complete with pine wood flooring accented with country antique decor. Clean, bright and quiet. Perfect for travelers, long and short term temporary workers or students. 10 minutes south to Morrisburg amenities, and Hwy 401. 10 minutes north to Winchester amenities, and Hwy 43. Kemptville and 416 is only another 20 minutes. Easy commute to Ottawa, Brockville or Cornwall.

Guest favourite
A cozy bedroom is highlighted by a queen bed with a patterned quilt and decorative pillows. Two bedside tables with lamps provide lighting, while a window offers natural light. Additional storage is available in a nearby closet and wooden nightstand.
Flat in Cornwall
4.95 out of 5 average rating, 356 reviews

Exquisite Studio Basement Suite

Relax in a comfortable and clean space. The entire guest-suite is yours with keyless entry. Parking is provided, and the central location is only an 5 minute walk to downtown as well as being close to water front biking/walking trails, sports facilities, big box stores and restaurants. The place is great for travelers, students, or workers who need a place to stay.

Guest favourite
A charming cabin is elevated on wooden stilts, surrounded by lush greenery. The structure features a welcoming porch with railings, framed by two large trees. Vibrant potted flowers line the ground, adding color to the natural setting. A staircase leads to the entrance, enhancing accessibility.
Treehouse in Maxville
4.92 out of 5 average rating, 119 reviews

Chalet

Located a few minutes from Highway 417 between Ottawa and Montreal and 30 minutes from Cornwall, this great cottage nestled among the trees will enchant you at first glance! Newly furnished and meticulously decorated, this cottage is the perfect place to get away and relax in the heart of nature!

Top guest favourite
The exterior of the house is shown, featuring a welcoming front porch with steps leading up to the entrance. A manicured lawn with lush green grass extends before the home, alongside a paved driveway. A young tree adds a touch of nature to the landscape.
Home in Crysler
5 out of 5 average rating, 22 reviews

Best of modern country living

Relax with the whole family at this peaceful place to stay. Only 35 mins from downtown Ottawa and from Cornwall. Stay for the week, stay for the month, enjoy the amenities of a fully furnished house. Retreat or business, this house has everything you need!

Popular amenities for Winchester Springs holiday rentals