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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, (28)
"Easy to book and communicate with PM. Greatly appreciate being pet friendly as we travel with our aging mini doxie. You are in the woods, so there are bugs folks. Plenty of bedrooms to choose from on two levels for those who want to channel their inner Goldilocks. Kitchen is stocked so that it is easy to cook meals and for the coffee/tea drinkers you don’t have to leave the floor you are on for another cup if you don’t want to. Plenty of parking as well if you are traveling as a group. Trail 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 AED 702
AED 1,280 total
includes taxes & fees
3 Apr - 4 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, (93)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
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, (42)
"Our families decided to rent the property for a getaway close to the DMV. It was easy to check in, get around Charles Town and enjoy the property. Even with an unexpected 6" of snow, we still found time to appreciate everything the property had to offer."
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 AED 1,377
AED 3,437 total
includes taxes & fees
6 Apr - 7 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 AED 698
AED 971 total
includes taxes & fees
5 Apr - 6 Apr
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 AED 541
AED 1,052 total
includes taxes & fees
3 Apr - 4 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, (24)
"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!"
The price is AED 514
AED 1,093 total
includes taxes & fees
7 Apr - 8 Apr
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, (34)
"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 AED 1,010
AED 1,446 total
includes taxes & fees
3 Apr - 4 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, (128)
"Stayed for 2 week work trip. Condo was very nicely appointed, bed and pillows were great. It was an older unit and showed its age, but was a very comfortable place to stay for a long trip. Great location too. Will stay there again."
The price is AED 529
AED 1,013 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, (246)
"We have been coming for six years now and I expect we will come for 20 more. Love this house."
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.