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

Private10000sf Retreat GuitarPool Hottub-Wine Area

10.0 out of 10, Exceptional, (21)
"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!

Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

8.8 out of 10, Excellent, (14)
"It was a house but it was divided into section. The thermostat was shared with another unit an our unit was soooo hot and uncomfortable even after I lowered the heat. We ended up leaving a day early because we could not sleep well due to the unit temperature. "
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

Beautiful 2BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

8.6 out of 10, Excellent, (15)
"We loved Maryland and my son says it’s one of the most beautiful places he’s been. Less than 15 minutes from a charming little town called Potomac with shopping and good food. The property is lovely and the rooms were great. We used the kitchen and watched movies to wind down. Our trip into DC was smooth and the scenery was beautiful. We plan to return in July 2026 and bring the rest of the family. "
Beautiful 2BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

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!

Magic Hide Aways

10.0 out of 10, Exceptional, (3)
"The host was great to work with. Answered any questions timely. The property was clean and comfortable. Great weekend with family and friends. Many memories made! Easily accessing downtown Manassas area with great restaurants! Would definitely return!"
Magic Hide Aways

Elegant Paris Manor w/ Private Pool!

3.0 star property
Elegant Paris Manor w/ Private Pool!

Stunning Former Winery w/ Pool & Mtn Views!

3.0 star property
Stunning Former Winery w/ Pool & Mtn Views!

Historic Virginia Wine Country Villa w/ Pool, Yard

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

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (38)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is SAR 1,032
SAR 1,477 total
includes taxes & fees
6 Apr - 7 Apr
18th Century Stone Cottage minutes from historic Middleburg

Global Luxury Suites at Reston Town Center

3.5 star property
8.2 out of 10, Very Good, (131)
"A very nice and large apartment with a fantastic view. It is near a lot of restaurants and shopping"
The price is SAR 600
SAR 1,102 total
includes taxes & fees
13 Apr - 14 Apr
Global Luxury Suites at Reston Town Center

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (247)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking views with an indoor private pool, come escape with us
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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