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Compare 10 Villas in Winchester with updated reviews, rates, and availability.

Private10000sf Retreat GuitarPool Hottub-Wine Area
Private10000sf Retreat GuitarPool Hottub-Wine Area
10.0 out of 10, Exceptional, (21)

Amazing Lagoon, Beach, Cross Fit Gym, Fishing
Amazing Lagoon, Beach, Cross Fit Gym, Fishing
10.0 out of 10, Exceptional, (5)

Stunning Former Winery w/ Pool & Mtn Views!
Stunning Former Winery w/ Pool & Mtn Views!
9.4 out of 10, Exceptional, (9)

Westcott House- Privacy, amenities and space all in one beautiful package!
Westcott House- Privacy, amenities and space all in one beautiful package!
9.8 out of 10, Exceptional, (87)

Historic Virginia Wine Country Villa w/ Pool, Yard
Historic Virginia Wine Country Villa w/ Pool, Yard
7.6 out of 10, Good, (15)

Elegant Paris Manor w/ Private Pool!
Elegant Paris Manor w/ Private Pool!
10.0 out of 10, Exceptional, (1)

Elegant Paris Manor w/ Private Pool!
Elegant Paris Manor w/ Private Pool!

Stunning Former Winery w/ Pool & Mtn Views!
Stunning Former Winery w/ Pool & Mtn Views!
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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Other property types in Winchester

Star view cabin-Riverfront
Star view cabin-Riverfront
9.8 out of 10, Exceptional, (308)

Dreamtime - Modern A-frame Cabin w/ Hot tub
Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (36)
The price is AED 1,062
AED 1,329 total
includes taxes & fees
24 Apr - 25 Apr

Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
9.8 out of 10, Exceptional, (92)
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.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

Spark by Hilton Winchester
5/5 Excellent
"Great location, right off the highway. Will definitely stay here again!"
A verified traveler stayed at Spark by Hilton Winchester
Posted 1 day ago