Winchester Holiday Rentals
Check Winchester holiday rental availability
Holiday Rentals in Winchester
Singing Waters at N. Umpqua
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Heavenly Bungalow, Entire Home!
3 Bedroom House w/Game Room/Pets
A Restful Studio Near a Creek and Forest - Pets
Home Sweet Home
The Bucket List Retreat
Firewater Lodge Cabin Experience
Family-Friendly Winston Vacation Rental w/ Deck!
Sophisticated Bungalow, Sparkling clean!
Relax & Rejuvenate in 4Br home with Hot Tub & Deck, in heart of Roseburg
The Watusi Place - A Modern Umpqua Valley Getaway
Lost World Lodge - Your Jurassic Park Vacation Rental
Quiet and Comfy (Zip Tye Ranch)
Charming Historical lodge across from Umpqua river
Historic Lodge across the street from the Umpqua River
Indigo Collective - Modern Home
Xenia House-Roseburg Retreat with a View!
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
The Escape at The Double U
Other types of properties in Winchester you may be interested in
Singing Waters at N. Umpqua
Riverfront Inn Roseburg
Comfort Inn Roseburg
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winchester holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Winchester. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winchester. Seeing all the best attractions is bound to make you fall in love with Winchester. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winchester short-term rentals, that won’t be hard to do.
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