
Vacation rentals in Winchester
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Top-rated vacation rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Country Home Retreat!
Welcome to The Yellowstone Country Home Retreat! Our property is located in the heart of the countryside, on a quiet road that shares other farms and ranches. Enjoy the modern finishes of this newly built home, including a beautiful fire pit, high-speed internet & a full entertainment centre! Located just minutes off of Hwy 401 & 416, close by to multiple boat launches at the St. Lawrence River, ATV & Snowmobile trails, Boutique Restaurants & Cafes, and everything else nature has to offer!

Open Concept 3 Bedroom Cottage on the Rideau
Enjoy a weekend getaway with the Rideau River located right in your backyard. Located on a quiet private road with a boat launch at the end of the street. Year round cottage with stunning sunrises. The Rideau River in this section is one of the widest sections and the longest sections of the World Heritage, Rideau Canal system. Equipped with a beautiful deck, outdoor seating area, BBQ, and fireplace. Dock your boat and enjoy. Don't have a boat? Check out Long Island Marina for boat rentals.

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.

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 .

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.

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.

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.

Honeybee Haven - Dog Friendly, Free Parking
Escape to a cozy, dog friendly haven, perfect for embracing the magic of the winter season. Nestled in a picturesque landscape, our property offers all the comforts you need for a memorable stay. Whether you’re here for adventure, romance or relaxation, Honeybee Haven is your ultimate winter getaway. Located minutes off of Hwy 401 and the US border crossing, an hour from both Kingston and Ottawa and two hours from Montreal.

Whispering Timber Suite
Enjoy the peaceful calm of being surrounded by nature in Whispering Timber suite. You'll have exclusive access to the in-law suite of our home, complete with a bedroom (queen size bed), a sofa bed, a full bathroom and a small kitchen. The suite is located at the back of the home with it's own exterior entrance. Extra towels, sheets and comforters are provided, along with dishes and cookware in case you want to make a meal.

Boathouse Café Airbnb
Getaway at our stylish and open concept airbnb just steps from the Rideau River. Our Airbnb boasts views of the Rideau locks from the front, and of our 6 acre property from the back. Take our canoe or paddle boards out on the river, enjoy a campfire under the stars, hike the nearby trails, or go exploring in the nearby town of Merrickville. Enjoy your own private courtyard with dining table, BBQ, and lots of privacy.

Beautiful Waterfront Home | 30 Minutes from Ottawa
Escape to a serene 3-acre waterfront retreat on the beautiful Rideau River, just 30 minutes from Ottawa. Modern home with 400 feet of shoreline, situated next to Baxter Beach and the scenic trails of the Rideau Valley Conservation Area, it’s the perfect spot for outdoor enthusiasts. Riverside patio, complete with a fire pit and BBQ, as you take in stunning sunsets and the peaceful surroundings. A heavenly getaway!
Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester

1 Room + Private Bath in a Country Log Chalet

Cozy Country Bungalow

Beautiful Coastal Inspired Apt. 30min from Ottawa

2-Bedrm BSMT Suite, near Calypso, Private Entrance

The Maple Acorn

Bright 1-BR Suite | Kitchen • Work Area • River

Modern Aptm Embrun near Calypso. Bedroom TV Wifi

Chambre de Soeur Bénédicte
Destinations to explore
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- Ottawa Hunt and Golf Club
- Mont Cascades
- Canadian Museum of Nature
- Royal Ottawa Golf Club
- Hotel Fairmont Le Château Montebello Golf Course
- Camelot Golf & Country Club
- Rideau View Golf Club
- Brockville Country Club
- Camp Fortune
- Canadian War Museum
- Canadian Museum of History
- Ski Vorlage
- Eagle Creek Golf Club
- Golf Le Château Montebello
- Rivermead Golf Club
- Champlain Golf Club
- Canada Agriculture and Food Museum
- Confederation Park




