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.

Pool

Hot Tub

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.

Pool

Hot Tub

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.