Photo by Hyelsinta

Winchester Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Winchester

Outdoor pool
Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1308)
"Very good with good service and information at the desk. Great hike to the bridge!"
The price is RM 567
per night
22 May - 23 May
Natural Bridge State Resort Park
Don't see what you're looking for?
See all available properties in Winchester
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.

Other types of properties in Winchester you may be interested in

Lobby
GLō Best Western Lexington
3.0 star property
9.4 out of 10, Exceptional, (2245)
"This is our second time staying here and we will be staying again tomorrow great breakfast options"
The price is RM 515
per night
27 May - 28 May
GLō Best Western Lexington
Interior
Embassy Suites by Hilton Lexington Green
3.5 star property
9.2 out of 10, Wonderful, (1001)
"The staff especially Andy were the best ever."
The price is RM 656
per night
26 May - 27 May
Embassy Suites by Hilton Lexington Green
Front of property
Quality Inn Lexington -Horse Park
2.5 star property
8.4 out of 10, Very good, (967)
"It was a good property. Clean, lovley staff, righg near resteraunts as well"
The price is RM 333
per night
22 May - 23 May
Quality Inn Lexington -Horse Park
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.

Search for holiday rentals in Winchester on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

  • View our selection of featured holiday rentals in Winchester
  • Use the map to find apartments and other holiday homes in the Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchester while they last

Look no further and take a look at our great range of rental properties in Winchester!

Frequently asked questions

Are there holiday rentals in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Winchester has a good selection of restaurants. Make sure you have time to check out the coffee shops and shopping during your trip.

How many holiday rentals are there in Winchester?

Expedia has 7 holiday rentals for your stay in Winchester.

What can I see and do in Winchester?

Lykins Park and Community Park are a couple of scenic spots to enjoy the outdoors, whereas Bluegrass Heritage Museum is one of the cultural attractions. Southwind Golf Course and Cassell Creek Golf Course are other places to visit while you're in town.

What are holiday rentals like in Winchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.

Recent reviews of Winchester properties
Expedia verified reviews

The Manchester

The Manchester

5/5 Excellent
Manchester hotel
"All great but wifi was dowoj which was a problem. Staff lovely. Would stay again for sure. Loved Lexington too "
A verified traveller stayed at The Manchester
Posted 6 hours ago
The Manchester