Vacation Homes in Winchester

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Featured 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.

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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
590 Vacation Homes
Lowest Price
CA $92
Highest Price
CA $1,434
Popular accommodation
Charming Hill Top Wine Country Villa- Minutes to all Vineyards, Beautiful Ranch Home with views, pool, spa & fire pit., Private modern barn custom home, mini golf, ping pong.sleeps 16. Best location. , 3-Bedrooms in Idyllwild - AC, Jacuzzi, Sauna, Fitness-Game Room, Epic Views, Beautiful Storybook Home with hot tub, in the forest. Close to hiking trails., 4 Bedroom Home Just Minutes From Wine Country, Private Wine Country estate with 360 view of Temecula Valley, Sprawling California Ranch House w/ Courtyard!, Above the Clouds 17 acre Gated Hilltop Estate with Stunning Views, A premier rental estate with an ample array of amenities & outdoor lounge areas, Hill Top Estate In The Heart Of The Wine Country W/incredible Views!!, Best Choice for Party&Vacation Prestige Big House!