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Vacation rentals in Winchester Springs

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winchester Springs

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

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Guest favorite
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, 143 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!

Top guest favorite
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.
Apartment 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 favorite
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.
Guesthouse in Newington
4.92 out of 5 average rating, 514 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 favorite
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, 71 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 favorite
A well-lit entrance features a decorative front door with a glass pattern, complemented by a small bench and shoe rack. The tile floor extends throughout, while beige walls provide a neutral backdrop. Natural light filters in, enhancing the welcoming atmosphere of the entryway.
Guesthouse in St-Albert
4.97 out of 5 average rating, 30 reviews

1 Bedroom Furnished Guest House

Discover the perfect blend of comfort and convenience in our smoke-free guest house attached to our home. This furnished space features: - Free Parking - Internet Access - Cable TV: For your entertainment. - Washer/Dryer: In-unit laundry. - Complete Kitchen: fridge, stove, and microwave - Queen Size Bed - Private Entrance - Patio: Extend your living space outdoors with access from both the bedroom and living room. - Generac Generator: Peace of mind with a reliable backup power source

Top guest favorite
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, 38 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.

Superhost
The off-grid mushroom house features a unique architectural design with a grassy rooftop and vibrant greenery surrounding the entrance. Rustic stonework and wooden accents are complemented by the soft glow of sunset, creating a serene atmosphere within a naturally integrated environment.
Tiny home in Chesterville
4.93 out of 5 average rating, 345 reviews

The Mushroom Cabin ~ it’s a real trip

Get away from the hustle at the OFF-GRID MUSHROOM HOUSE! Cozy up in the cabin, take a walk on the trails, heat up in our wood burning sauna, or just sit outside and listen to the frogs and birds sing. Get rustic by cooking with our wood fire earth oven or grill over a campfire! You’ll have all the cooking tools you need for a fabulous meal. IMPORTANT! ***No running hot water or shower available from October 1st to May 10th*** Regardless, our place is a retreat you’ll love!

Top guest favorite
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, 181 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.

Guest favorite
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.
Apartment 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 favorite
Apartment in Embrun
4.89 out of 5 average rating, 19 reviews

1BR Getaway Near Calypso | Cozy & Connected

Welcome to your cozy boutique getaway near Ottawa—just 10 min from Calypso Waterpark! Enjoy a stylish 1BR suite with spa-style bathroom, full kitchen, in-suite laundry & tropical-chic decor. Whether for work, romance or adventure, you'll love the fast Wi-Fi, private entrance & thoughtful touches. Close to trails, attractions & splash-filled summer fun!

Top guest favorite
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!

Top guest favorite
A functional kitchen space features light wood cabinetry and a gas stove. A wooden table with a sleek top sits in the center, while warm lighting hangs above. Open shelving showcases decorative items, and a doorway in the background leads to another room.
Cottage in Waddington
4.95 out of 5 average rating, 128 reviews

Border Life Retreat-A getaway by the St. Lawrence

Border Life Retreat is located on Main Street in Waddington, New York. It is a 30 second walk from the beautiful St. Lawrence River. No matter what season you come to visit us, you will be able to enjoy all the views we have to offer.

Popular amenities for Winchester Springs vacation rentals