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Villas in Chester Gap

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Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Villas in Chester Gap

Westcott House- Privacy, amenities and space all in one beautiful package!
Relax in the hot tub, surrounded by a wooden deck and an outdoor space.

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

9.8 out of 10, Exceptional, (89)
"This was just what we needed. We had a family of 30. Included were teens that enjoyed having a separate space and pool table. The upstairs main room was so spacious and the tables were set up like a restaurant. Perfect for meals and mingling. The kitchen was well stocked for cooking meals. We would stay here again. "
Westcott House- Privacy, amenities and space all in one beautiful package!
Historic Virginia Wine Country Villa w/ Pool, Yard
Relax under the pergola, surrounded by lush greenery and comfortable seating for four.

Historic Virginia Wine Country Villa w/ Pool, Yard

7.6 out of 10, Good, (15)
"We had a great family vacation, everyone lived the pool!!"
Historic Virginia Wine Country Villa w/ Pool, Yard
Elegant Paris Manor w/ Private Pool!
Relax in a charming outdoor space with comfortable seating and a flat-screen TV.

Elegant Paris Manor w/ Private Pool!

10.0 out of 10, Exceptional, (1)
"Wonderful property with wonderful people. The Manor house is incredible. The pool and the outdoor space was exactly what we had hoped for. Everyone really enjoyed the wagon ride to the top of the property. Definitely would recommend this family or just a getaway for 2 on a weekend!! John"
Elegant Paris Manor w/ Private Pool!
Events and Concierge! 6BR Heated Pool Near Wineries
Relax in the central seating area with a sofa and armchairs, or dine at the small round table with a chair.

Events and Concierge! 6BR Heated Pool Near Wineries

$1,347 nightly
The price is $1,518
Jul 20 - Jul 21
Total includes taxes and fees
Events and Concierge! 6BR Heated Pool Near Wineries
Elegant Paris Manor w/ Private Pool!
Villa (6 Bedrooms) | Interior

Elegant Paris Manor w/ Private Pool!

3.0 star property
Elegant Paris Manor w/ Private Pool!
Historic Virginia Wine Country Villa w/ Pool, Yard
Cozy cabin interior with exposed beams, stone walls, and antique-style furniture, perfect for relaxation and socializing.

Historic Virginia Wine Country Villa w/ Pool, Yard

3.0 star property
Historic Virginia Wine Country Villa w/ Pool, Yard
Private Indoor W/ Pool-WiFi-Aracde-Fire Pit-Mountain Views
Enjoy cooking in this well-equipped kitchen with a granite countertop, stainless steel sink, and dishwasher.

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

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