Vacation Homes in Winchester, OR

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Top Vacation Homes in Winchester

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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.

Top hotels in Winchester

Find the Best Vacation Homes in Winchester

Why book a vacation home in Winchester?

Vacation homes in Winchester make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Winchester?

Private Winchester rental homes range between $71 total - $572 total per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Winchester vacation home rentals. You might look for Winchester rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Winchester offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Winchester?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Winchester. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Winchester hotels and vacation homes that best suit your stay. We also have deals for flights, and Winchester car rentals. You’ll save even more when you bundle your items into a Winchester vacation package!

How many vacation homes are available to book in Winchester?

There are 49 rental homes in Winchester. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Winchester?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Winchester Vacation Homes essential information

Accommodation
49 Vacation Homes
Lowest Price
$71 total
Highest Price
$572 total
Popular accommodation
The Watusi Place - A Modern Umpqua Valley Getaway, Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool, A Restful Studio Near a Creek and Forest - Pets,
~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath, Monroe River House. Jacuzzi. Private Beach. Prime Location. Family Friendly. , River Vista Vacation Homes, Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen , Xenia House-Roseburg Retreat with a View! Near Wildlife Safari, Indigo Collective - Modern Home, River Vista Homes: Enjoy Swimming, Fishing, and Relaxation in Nature's Beauty, The Bucketlist Retreat. Location, Chic, Charming., Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins