Winchester Holiday Rentals

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Check prices for these dates

Tonight
19 Jun - 20 Jun
Tomorrow
20 Jun - 21 Jun
This weekend
20 Jun - 22 Jun
Next weekend
27 Jun - 29 Jun

Holiday Rentals in Winchester

Southern Oregon Cabin: Fire Pit & Private Pond!
Interior

Southern Oregon Cabin: Fire Pit & Private Pond!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there."
Southern Oregon Cabin: Fire Pit & Private Pond!
Romantic Vineyard Getaway in Oakland: Mtn Views!
Interior

Romantic Vineyard Getaway in Oakland: Mtn Views!

3.0 star property
Romantic Vineyard Getaway in Oakland: Mtn Views!
River Vista Vacation Homes
Private kitchen

River Vista Vacation Homes

3.0 star property
9.2 out of 10, Wonderful, (45)
"What a magical place. Just what this busy mom of 3 needed to clear my mind and relax for a couple of days. I wish I could stay longer! I will be back "
River Vista Vacation Homes
Bell Sister Flats
Private kitchen

Bell Sister Flats

2.0 star property
The price is S$652
includes taxes & fees
25 Jun - 26 Jun
Bell Sister Flats
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Interior

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Host was very responsive. The space is decorated very well with everything you would need. My husband and I will definitely stay again. "
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find a holiday rental in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay. Winchester is known for its restaurants.

What’s there to see and do in Winchester?

While exploring the area, visit family-friendly sights like Wildlife Safari, or get outside and enjoy nature at North Umpqua River. Stewart Park and Melrose Vineyards are a couple of places you'll find in the wider area.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.