Winchester Villas

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Villas in Winchester

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

Aldie VA

$317 nightly

$362 total

Jan 27 - Jan 28

Total with taxes and fees

Located in Aldie, this villa is a 5-minute drive from Dulles South Multipurpose Center Skatepark and 6 minutes from StoneSprings Hospital Center.

Hot Tub

Kitchen

Westcott House- Privacy, amenities and space all in one beautiful package!

Luray VA

Located in Luray, this villa is in a rural location, within a 15-minute walk of George Washington National Forest and Shenandoah River.

Hot Tub

Kitchen

Private10000sf Retreat GuitarPool Hottub-Wine Area

Purcellville VA

Located in Purcellville, this villa is within a 15-minute drive of Doukenie Winery and Catoctin Valley.

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

Harpers Ferry WV

Located in Harpers Ferry, this villa is on the waterfront, a 2-minute drive from Sam Michaels Park and 8 minutes from Harvest Hills Park.

The Vale at Será - Brand New Modern WV Retreat

Wardensville WV

With a stay at this villa in Lost River, you'll be within a 5-minute walk of George Washington National Forest and Lost River.

Highmeadows Estate in the heart of Bluemont Virginia

Bluemont VA

Located in Bluemont, this villa is in the mountains, within a 5-minute drive of Twin Oaks Tavern Winery and Bears Den Park.

The Ridge at Será - Brand New Modern WV Retreat

Wardensville WV

With a stay at this villa in Lost River, you'll be within a 5-minute walk of George Washington National Forest and Lost River.

Historic Virginia Wine Country Villa w/ Pool, Yard

5024 Leeds Manor Road Linden VA

Located in Linden, this villa is within a 15-minute drive of Philip Carter Winery and Desert Rose Ranch & Winery.

Elegant Paris Manor w/ Private Pool!

Paris VA

With a stay at this villa in Paris, you'll be within a 5-minute drive of Paris Barns and Sky Meadows State Park.

Private Indoor W/ Pool-WiFi-Aracde-Fire Pit-Mountain Views

Luray VA

With a stay at this villa in Luray, you'll be a 1-minute walk from George Washington National Forest and 15 minutes by foot from Shenandoah River.

Stunning Former Winery w/ Pool & Mtn Views!

Berryville VA

Located in Berryville, this villa is a 1-minute drive from 612 Vineyard and 6 minutes from Shenandoah River.

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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.