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Compare 304 Vacation Homes in Middleburg with updated reviews, rates, and availability.

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (30)
"The house is huge and beautiful. Very convenient and quiet location. Great for relaxation with the family and friends. We experienced only a few mishaps while being there. 1) Google shows a wrong route leading to the house, so it would be nice if the correct address would be provided to the Google and bigger sign would be indicating the address. 2) the wasps and ticks were on the property promises. Understanding that the property is located in the forest we would suggest spraying the grass and...
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (31)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (47)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Cottage on King | Charming Historic Leesburg Home

9.4 out of 10, Exceptional, (49)
"Location is great for walking to old town Leesburg. Very busy streets though, keep that in mind. Neighbors and owner were nice and not a problem. Parking can be tight for a larger vehicle. But a Yukon fits. Weather was freezing while we were there (nothing anyone can do about that) so we were stuck inside for our stay). Would be a good stop to base out of to explore historic downtown Leesburg. "
The price is SAR 856
SAR 1,476 total
includes taxes & fees
22 Apr - 23 Apr
Cottage on King | Charming Historic Leesburg Home

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (94)
"The property is excellent, and the description of the property is very accurate. Especially the video when you check the property on a computer (the app on a mobile device does not show video). Laura was always prompt to respond to questions or resolve any minor issue we reported. Respond and resolve"
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

The Lodge at Bear Rock

The Lodge at Bear Rock

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (44)
"This is our third year staying in this house and we love it. The company accommodates our requests and is quick to respond if we need anything. The house itself is laid out perfectly for what we need with lots of rooms for both kids and adults. "
Charles Town Home w/ Private Pool & Hot Tub

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home

Dulles Luxury: Movie Theater, Grill, Gazebo !

The price is SAR 1,558
SAR 3,709 total
includes taxes & fees
13 Apr - 14 Apr
Dulles Luxury: Movie Theater, Grill, Gazebo !

JCS Farms | 4 Bed, 3 Bath

9.8 out of 10, Exceptional, (10)
"We had an incredible stay at JCS Farms.Beautiful, clean house. Lots of space. The main floor open concept was awesome for our family gathering/celebration. It was an extremely peaceful setting. Star gazing, nature, birds, and the sunrise every morning through the kitchen doors and bedroom windows! Just a fantastic stay and will definitely stay again. Joshua was so kind and helpful! "
JCS Farms | 4 Bed, 3 Bath

8 mins to Dulles Airport Suite

The price is SAR 713
SAR 1,217 total
includes taxes & fees
12 May - 13 May
8 mins to Dulles Airport Suite

Indulge in Elegance: 7 BR Manor with Events in Historic Waterford

Indulge in Elegance: 7 BR Manor with Events in Historic Waterford

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

10.0 out of 10, Exceptional, (54)
"The property is quite lovely, surrounded by the rolling hills of western Virginia. The house was perfect, a lot of space to spread out if needed. We spent our evenings on the screened in back porch. The pool and gardens were an added bonus. Every evening the neighbor cows would graze along the fence line- just a lovely get away from the City! "
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly

9.0 out of 10, Wonderful, (6)
"We arrived in 13 degree weather from "
The price is SAR 553
SAR 1,075 total
includes taxes & fees
21 Apr - 22 Apr
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly

Mountain Getaway - 7 beds (2 King) - Large Common Area

10.0 out of 10, Exceptional, (10)
"This place was everything and more. We had quite a large group coming in for a weekend trip, and this place was able to fit all of us. The pictures do not do it justice because this place was beautiful, clean, and spacious. Would love to come back one day!"
Mountain Getaway - 7 beds (2 King) - Large Common Area

Cozy home near Casino, Breweries, Historical attractions, National Park & more

9.8 out of 10, Exceptional, (25)
"My wife and I had a wonderful stay at the Wilt House! Charles Town was a great visit and we plan to go back soon!"
Cozy home near Casino, Breweries, Historical attractions, National Park & more

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

10.0 out of 10, Exceptional, (35)
"The home is super clean and well maintained! "
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

Spectacular Views & Serene Surroundings: Your Perfect Getaway

10.0 out of 10, Exceptional, (25)
"Beautiful property. Very private and peaceful. Everything you could need is provided and then some. "
Spectacular Views & Serene Surroundings: Your Perfect Getaway

Contemporary Town-home with free parking at premises!

2.0 star property
9.0 out of 10, Wonderful, (2)
"The stay was great. Property was great and pretty much as stated on the site. The only drawback for us was the stairs. 3 floors. Lots of stairs. But the townhome was exactly what we needed. Overall, a good place for us to stay. "
Contemporary Town-home with free parking at premises!
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 1,498 total
includes taxes & fees
29 Apr - 30 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 531
SAR 1,024 total
includes taxes & fees
17 Apr - 18 Apr
Global Luxury Suites at Reston Town Center

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (84)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
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.