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Compare 11 Villas in Round Hill with updated reviews, rates, and availability.

Private10000sf Retreat GuitarPool Hottub-Wine Area

10.0 out of 10, Exceptional, (20)
"Thank you for making our stay so seamless. We were comfortable and able to have a lot of fun and get a lot accomplished. It’s a great area!"
Private10000sf Retreat GuitarPool Hottub-Wine Area

Stunning Former Winery w/ Pool & Mtn Views!

9.4 out of 10, Exceptional, (9)
"This place was perfect for our family and wedding party to all stay together. There was plenty of room, everyone was comfortable, and the scenery was fabulous!"
Stunning Former Winery w/ Pool & Mtn Views!

Historic Virginia Wine Country Villa w/ Pool, Yard

7.6 out of 10, Good, (15)
"The rooms were very engaging. My daughter-in-law was charmed. We had lots of indoor places in which to play. The pool in the backyard was great for adults & children during the warm summer!"
Historic Virginia Wine Country Villa w/ Pool, Yard

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!

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

10.0 out of 10, Exceptional, (4)
"This place was like having a resort to ourselves. Very clean and accommodating. The home owner is very personable. From the beautiful quarry, to the swings, floating docks, white beaches and kerokee room this is a true paradise. Come to your next adventure here!"
Amazing Lagoon, Beach, Cross Fit Gym, Fishing

Indulge in Elegance: Four BR Villa with Outdoor Living in Middleburg, VA

2.0 star property
10.0 out of 10, Exceptional, (2)
"Pictures do not do this home justice. We came with 8 moms for a little weekend getaway and couldnt have chosen a better location. The house is beautifully furnished and decorated. The high ceilings and windows let so much light in! The pool and spa are a great addition for anyone looking to hang around the house. Its also a very short walk up the street to get to the Salamander resort for a little spa time. We will definitely be back! "
Indulge in Elegance: Four BR Villa with Outdoor Living in Middleburg, VA

Mid-Long Term Rental villa, pretty location with piano, movie, fitness, trail…

10.0 out of 10, Exceptional, (2)
"Our family of five needed a house near my aging / sick folks and this house was perfect! The owner was very hands on from a communication perspective and my kids loved all the amenities!"
Mid-Long Term Rental villa, pretty location with piano, movie, fitness, trail…

Elegant Paris Manor w/ Private Pool!

3.0 star property
Elegant Paris Manor w/ Private Pool!

Historic Virginia Wine Country Villa w/ Pool, Yard

3.0 star property
Historic Virginia Wine Country Villa w/ Pool, Yard

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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Other property types in Round Hill

Historic Farmhouse, Fully Renovated in Fall 2023

10.0 out of 10, Exceptional, (6)
"This beautifully restored 1700s farmhouse is a perfect mix of history and modern comfort. The house is thoughtfully designed with both character and convenience in mind. The setting is beautiful - plenty of outdoor spots to take in the views. We saw deer and turkeys every morning! Whether you're looking for privacy or a serene escape, this property is an excellent choice. Highly recommend!"
Historic Farmhouse, Fully Renovated in Fall 2023

The Manor at Airmont

4.0 star property
9.8 out of 10, Exceptional, (53)
"Great location for some excellent family time. Only a short distance from stores and restaurants."
The Manor at Airmont
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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