Vacation Homes in Winchester
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Featured Vacation Homes in Winchester

Heavenly Bungalow, immaculately clean, close to downtown!

Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood.

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Family home

Tiny House nestled into the Forest on 160 acre Playground.

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

Xenia House-Roseburg Retreat with a View! Near Wildlife Safari

A Restful Studio Near a Creek and Forest - Pets

The Watusi Place - A Modern Umpqua Valley Getaway
Top trending hotels in Winchester

Singing Waters at N. Umpqua
Vacation Rentals in Winchester
What kind of vacation do you want in Winchester? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Winchester that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Winchester, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Winchester Vacation Homes essential information
Accommodation | 48 Vacation Homes |
|---|---|
Lowest Price | CA $84 |
Highest Price | CA $617 |
Popular accommodation | Heavenly Bungalow, immaculately clean, close to downtown!, Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood., Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool, Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun, Family home, Tiny House nestled into the Forest on 160 acre Playground. , Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital, ~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath, Xenia House-Roseburg Retreat with a View! Near Wildlife Safari, A Restful Studio Near a Creek and Forest - Pets, The Watusi Place - A Modern Umpqua Valley Getaway, River Vista Vacation Homes |






