Search weekly rentals in Winchester from 100+ sites!

0 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Winchester short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Winchester Short term rentals: no available offers. Here are other great options for your stay!

Small Town Waterfront Retreat For 6 Adults +2 Kids - Winchester
9.9 20 reviews

Small Town Waterfront Retreat For 6 Adults +2 Kids

apartment, Chesterville
This upgraded century home is situated on the South Nation River in Chesterville, offering river views and access, with Upper Canada Village and Mountain Orchards a short drive away, and Parliament Hill in Ottawa 45 miles distant. This 3-bedroom, 3-bathroom rental accommodates up to 6 guests and features a modern kitchen with a waterfall island, a spacious deck overlooking the river, and WiFi.
Bright Modern Apartment Backing Onto Golf Course - Winchester
9.9 45 reviews

Bright Modern Apartment Backing Onto Golf Course

apartment, North Dundas
This lower-level suite in North Dundas offers golf course views and is conveniently located near Winchester for access to shops and services.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features air conditioning, in-floor heating, a full kitchen with a dishwasher, dedicated workspace, and ample parking.
Haven On Lillico - Winchester
No reviews

Haven On Lillico

apartment, North Dundas
This modern farmhouse apartment is located in a quiet country setting in North Dundas, offering a peaceful retreat with easy access to surrounding towns.
This family-friendly unit features 2 bedrooms, 1 bathroom, and accommodates up to 5 guests with amenities including air conditioning, internet, a full kitchen with a microwave and freezer, and complimentary parking.
Cozy Country Bungalow - Winchester
9.7 63 reviews

Cozy Country Bungalow

bungalow, North Dundas
This North Dundas bungalow, a 9-minute drive from Highway 416 and 30 minutes from Ottawa, offers a secluded 50-acre setting with walking trails near Kemptville.
The one-bedroom, one-bathroom house sleeps four with a double bed, queen-size pull-out couch, two TVs (one with Roku), in-unit laundry, and features a kitchen with a fridge and microwave.

Frequently Asked Questions about short term rentals in Winchester

  • What family-friendly activities are available near Winchester?

    There are plenty of things to keep kids entertained in Winchester. The Winchester Fairgrounds hosts events throughout the year, including the annual Winchester Fair. You can also take the kids to the Winchester Public Library, which has a great children's section. And for a fun day out, head to the Upper Canada Village, a living history museum with lots of activities for all ages.
  • What are the best short term rentals in Winchester?

    Among the short term rentals in Winchester, 1 Bedroom Furnished Suite, Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa and Kim's Country Retreat are the most popular ones.

  • What kind of weather can travelers expect in Winchester?

    Winchester has four distinct seasons. Summers are warm and humid, with temperatures reaching the high 80s. Winters are cold and snowy, with temperatures often dropping below freezing. Spring and fall are mild and pleasant, making them ideal times to visit. Be sure to pack layers, as the weather can change quickly.
  • What major cities can be found near Winchester?

    Winchester is located about 45 miles south of Ottawa, the capital of Canada. It's also about a 90-minute drive from Montreal, Quebec. Both cities offer a wide range of attractions, from museums and art galleries to restaurants and nightlife.

Popular destinations

©2026 cozycozy.com