Search Villas in Eastern Panhandle

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Villas in Eastern Panhandle and around

Amazing Lagoon, Beach, Cross Fit Gym, Fishing
Terrace/patio

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

10.0 out of 10, Exceptional, (10)
"Great home on such lovely, large private property. Everything was beautifully decorated and so well thought out. Comfortable beds, well-stocked kitchen, and amazing view from all the rooms. The kids especially loved peddle boating, and walking around the quarry to find hidden treasures. There were just so many things to do! We highly recommend this place, and hope to come back soon."
Amazing Lagoon, Beach, Cross Fit Gym, Fishing
Brand New Home! A/C! Hot Tub! Outdoor Pool!
Outdoor spa tub

Brand New Home! A/C! Hot Tub! Outdoor Pool!

10.0 out of 10, Exceptional, (1)
"We had a great stay at this property. It’s located very close to Timberline. You can walk outside and grab the shuttle over to the lifts. Brand new townhouse. 3 bedrooms with 2 1/2 baths. Really nice kitchen and eating area. We really enjoyed sitting by the gas fireplace after a long day on the slopes. Can’t say enough great things about this property."
Brand New Home! A/C! Hot Tub! Outdoor Pool!
Stunning Former Winery w/ Pool & Mtn Views!
Villa (Multiple Bedrooms) | Interior

Stunning Former Winery w/ Pool & Mtn Views!

3.0 star property
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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Top Eastern Panhandle Hotel Reviews

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

10/10 Excellent
"Lovely, clean room. Great outdoor pool, which was very quiet and clean when we were there. We will be back to this location!"
Amy 2-night trip
Posted 2 days ago
Holiday Inn Express Charles Town by IHG

Frequently asked questions

Why book your villa in Eastern Panhandle with Expedia?
We think that holidays shouldn't be difficult, so if you're searching for villas at a competitive price, Expedia delivers. Keep the budget in check and pick an all-inclusive stay, or splurge on a plush villa to spoil your favourite people. Our search filters make it easy to find an escape in Eastern Panhandle that matches your needs.
How can I find cheap villas in Eastern Panhandle?
Expedia is here to help you narrow your search for cheap villas in Eastern Panhandle. Use the filter tool to choose amenities, budget and star rating to refine your search and find the best place to stay in just a few keystrokes.
What is there to do near my villa in Eastern Panhandle?
No matter your interests, there are countless things to do in Eastern Panhandle. If you're headed to Winchester, swing by Jim Barnett Park, Museum of the Shenandoah Valley and Rock Harbour Golf Course. Planning a getaway in Charles Town? Hollywood Casino at Charles Town Races, Sleepy Hollow Country Club and Jefferson County Courthouse are some of the best sights here.