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
462 Vacation Homes
Lowest Price
CA $89
Highest Price
CA $1,212
Popular accommodation
Two Bare Feet, Lovely dog friendly 2 bed bungalow with parking, Squirrels Drey, Beautiful 2-bed Apart in Southampton, Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks, Unique waterside home in stunning location., Spacious semi-detached Southsea House, Luxury home in the New Forest featuring a year-round heated swimming pool., Rampart View - a house that sleeps 6 guests in 3 bedrooms, Luxury Historic House/Wood Burning Stove/Wifi/Parking/Parking/Pet Friendly, 4-bedroom house in prime location, 6 Pilley Green cottage