Search Villas in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Winchester villas

Exterior
Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie

Villa in Aldie

Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie
8.8 out of 10, Excellent, (5)
"Very clean however it is not an Entire home it is a basement apartment. And the kitchen is a half kitchen with minimal cooking appliances along with no oven; it does have a stove top and a kettle pot for tea."
United States
Shelisa
The price is AED 592
AED 1,324 total
includes taxes & fees
11 Jan - 12 Jan
Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie
Terrace/patio
The Vale at Será - Brand New Modern WV Retreat

Villa in Wardensville

The Vale at Será - Brand New Modern WV Retreat
10.0 out of 10, Exceptional, (1)
"Host was very friendly and helped explained all the features of the house. The cabin was beautifully designed and very comfortable. The walking trails on property were great too. Overall, very impressive."
United States
James P.
The price is AED 926
AED 1,595 total
includes taxes & fees
15 Jan - 16 Jan
The Vale at Será - Brand New Modern WV Retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Yes"
Ken 1-night trip
Posted 14 hours ago
Hampton Inn Martinsburg

Frequently asked questions

Why book your villa in Winchester with Expedia?
With Expedia, it's easy to find your ideal villa in Winchester. Vacationing with the family? Take advantage of our filters to look for stays with amenities like a pool. If you're sticking to a budget, click on how much you want to spend and your preferred star rating. We'll help you find the right stay that gels with your taste and style.
How can I find cheap villas in Winchester?
With Expedia's filter tool, comparing cheap villas in Winchester has never been easier. To find properties that give you the most bang for your buck, narrow your search by budget, star rating and amenities.