Book Villas in Winchester, VA

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Top Villas in Winchester

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

Aldie VA

$317 nightly

$362 total

Jan 6 - Jan 7

Total with taxes and fees

A water park and a hot tub are featured at this smoke-free villa. A garden and laundry facilities are also provided.

Hot Tub

Kitchen

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

Luray VA

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A hot tub is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Private10000sf Retreat GuitarPool Hottub-Wine Area

Purcellville VA

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This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free WiFi.

Pool

Hot Tub

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

Harpers Ferry WV

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This villa features an outdoor pool and a gym. Families will appreciate the playground and barbecue grills. Enjoy the sauna and conveniences like a garden and laundry facilities.

Pool

Kitchen

The Vale at Será - Brand New Modern WV Retreat

Wardensville WV

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A hot tub is featured at this villa, along with laundry facilities and barbecue grills.

Pool

Hot Tub

Highmeadows Estate in the heart of Bluemont Virginia

Bluemont VA

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A garden is available at this villa.

Kitchen

Pet friendly

The Ridge at Será - Brand New Modern WV Retreat

Wardensville WV

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A hot tub is featured at this villa, along with laundry facilities and barbecue grills.

Pool

Hot Tub

Historic Virginia Wine Country Villa w/ Pool, Yard

5024 Leeds Manor Road Linden VA

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An outdoor pool, free self parking, and barbecue grills are featured at this villa. WiFi in public areas is free. A garden is also provided.

Pool

Kitchen

Elegant Paris Manor w/ Private Pool!

Paris VA

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An outdoor pool, free self parking, and barbecue grills are featured at this villa. WiFi in public areas is free. A garden is also provided.

Pool

Kitchen

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

Luray VA

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This villa features laundry facilities.

Washer

Dryer

Stunning Former Winery w/ Pool & Mtn Views!

Berryville VA

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This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

Pool

Kitchen

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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.

Top hotels in Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$97 nightly

$105 total

Jan 25 - Jan 26

Total with taxes and fees

9.4/10 Exceptional! (1,096 reviews)

Winchester Villas essential information

Accommodation	11 Villas
Lowest Price	$74
Highest Price	$362
Popular accommodation	Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie, Westcott House- Privacy, amenities and space all in one beautiful package!, Private10000sf Retreat GuitarPool Hottub-Wine Area, Amazing Lagoon, Beach, Cross Fit Gym, Fishing, The Vale at Será - Brand New Modern WV Retreat, Highmeadows Estate in the heart of Bluemont Virginia, The Ridge at Será - Brand New Modern WV Retreat, Historic Virginia Wine Country Villa w/ Pool, Yard, Elegant Paris Manor w/ Private Pool!, Private Indoor W/ Pool-WiFi-Aracde-Fire Pit-Mountain Views, Stunning Former Winery w/ Pool & Mtn Views!