Winchester Vacation Rentals

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Nov 12 - Nov 13
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Nov 13 - Nov 14
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Nov 14 - Nov 16
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Nov 21 - Nov 23

Vacation Rentals in Winchester

Property entrance
River Vista Vacation Homes

River Vista Vacation Homes

3.0 star property
Idleyld Park
9.2 out of 10, Wonderful, (45)
"The place was right on the river which was beautiful and it had everything that we would need. It was clean and pretty roomy for my family and I to spend the weekend there and we absolutely loved it! We’re already trying to make another trip out here!"
United States
Emily
River Vista Vacation Homes
Private kitchen
Bell Sister Flats

Bell Sister Flats

2.0 star property
Roseburg
The price is P22,841
P29,531 total
includes taxes & fees
Nov 13 - Nov 14
Bell Sister Flats
Interior
Southern Oregon Cabin: Fire Pit & Private Pond!

Southern Oregon Cabin: Fire Pit & Private Pond!

3.0 star property
Oakland
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."
United States
Wayne
Southern Oregon Cabin: Fire Pit & Private Pond!
Front of property
Family-friendly Winston Vacation Rental w/ Deck!

Family-friendly Winston Vacation Rental w/ Deck!

3.0 star property
Winston
10.0 out of 10, Exceptional, (1)
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house and will stay here again when in the area."
United States
Theresa
Family-friendly Winston Vacation Rental w/ Deck!
Interior
Cozy Roseburg Home w/ Fire Pit + Gas Grill!

Cozy Roseburg Home w/ Fire Pit + Gas Grill!

3.0 star property
Roseburg
9.0 out of 10, Wonderful, (2)
"Attractive tiny house, well equipped, peaceful neighborhood, convenient to town. Bedroom is a bit small, but living area and bath (with shower and washer/dryer) are good sized. Helpful owner suggested Brix local restaurant we really liked too. Nearby Upper Umpquah waterfalls, hiking, river rafting made a nice vacation."
United States
KATHLEEN
Cozy Roseburg Home w/ Fire Pit + Gas Grill!
Interior
Romantic Vineyard Getaway in Oakland: Mtn Views!

Romantic Vineyard Getaway in Oakland: Mtn Views!

3.0 star property
Oakland
10.0 out of 10, Exceptional, (2)
"Property was well organized with all the necessities/amenities that made our stay that much more comfortable. Perhaps instructions on how to operate front door lock would be helpful. Otherwise, everything else was perfect. Thank you! "
United States
Elizabeth
Romantic Vineyard Getaway in Oakland: Mtn Views!
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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Top Winchester Hotel Reviews

Comfort Inn Roseburg

Comfort Inn Roseburg

10/10 Excellent
"Courteous staff and cleanly all around. Convenient location to I-5 and the Wildlife Safari.,"
Evelyn 2-night trip
Posted 11 hours ago
Comfort Inn Roseburg

Find out more about Winchester

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Frequently asked questions

Can I find a vacation rental in Winchester?

Yes, we offer vacation rentals near well known sights in Winchester, or you can choose a more secluded option if you want a relaxing place to stay. Winchester is known for its restaurants.

What are some of the best vacation rentals that Winchester has to offer?

River Vista Vacation Homes: You might like this vacation home rental near Winchester. It is located on a river and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker.

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. Melrose Vineyards and Reustle Prayer Rock Vineyards are a couple of places you'll find in the larger area.

What’s a vacation rental in Winchester like?

Vacation rentals are privately owned properties you can book for several days or longer in Winchester. Vacation rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.