
Holiday rentals in Winchester
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Top-rated holiday rentals in Winchester
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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!

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.

Trendy basement- 10 mins to downtown Ottawa
CITQ 302220 - Come and enjoy our bungalow with free parking and everything you may need for confort. We are less than 2 kilometer away from either the « Centre sportif de Gatineau », « Maison de la culture», and the « Centre Slush Puppy » . We are but a few kilometers away from the downtown Ottawa core, Gatineau Park, several museums, Nordik Spa, Casino du lac Lemay, Byward Market, Rideau Canal, various restaurants and night life. Ideal for couples, small families and business travelers .

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

Forest Suite in the City: 1bd/1bth + parking
Take it easy at this unique and tranquil getaway. Located 12 mins from the airport and 18 mins from downtown, this private guest suite is attached to our family home nestled in Pinhey Forest, with access to over 5km of year-round trails. You will have the use of your own private entrance leading to a full suite, including a fully-stocked, eat-in kitchen; 4-piece bath, queen bedroom with closet space, and a bright and cozy living room with smart TV. On-site parking is included.

Apartment with Big Lounge
Welcome to our stylish 1-bedroom apartment , featuring a spacious living room perfect for relaxation or entertaining. The open layout includes a cozy kitchenette equipped with all the essentials. A dedicated office desk is perfect for remote work or study. Located in a quiet neighborhood, this bright and modern space is ideal for couples, solo travelers, or business stays. Enjoy comfort and convenience while staying close to local attractions, restaurants, and sightseeing!

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.

Stylish Private Studio Suite
Welcome to your cozy and private studio retreat. Located in a quiet, lower-level space with insulated walls, you’ll enjoy restful nights and full privacy. The suite includes a comfy bed, workspace, mini fridge, entertainment system and microwave—perfect for short or longer stays. Just a 10-minute walk to Line 2 subway and a short walk to the nearest bus stop. Surrounded by great local eats, shops, parks, and scenic trails for nature lovers.

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.

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.

Near Airport, Clean and Cozy Unit in Ottawa.
Fully renovated 1BR unit perfect for up to 3 guests. Features a queen bed, sofa bed, TV, Wi-Fi, dining area, full kitchen with Nespresso, in-unit laundry, and a brand-new bathroom. Bright, cozy living space with modern touches. Close to public transit, Ottawa Airport, and just a 12-min drive to downtown. Parking available upon request. Ideal for couples, solo travelers, or small groups!
Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester

Joyous Room

Double bedroom-Private-Rideau River, water access.

Single bedroom with private bath

Cozy private room with huge private bathroom

French Farmhouse 35 min to Downtown

Spacious Ensuite near Airport & DT - Free Parking.

Cozy room near Ottawa Airport free parking

Queen size Guest Room in luxurious home
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