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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

10.0 out of 10, Exceptional, (31)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
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, (33)
"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, (49)
"Wonderful house and grounds for a family wedding."
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, (50)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is AED 432
AED 1,037 total
includes taxes & fees
11 May - 12 May
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)
"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, (43)
"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)
"Great home for a family trip, very spacious for the family to spread out. "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Balcony & Pool Access: Modern Gainesville Home

10.0 out of 10, Exceptional, (1)
"The townhouse was great- very clean and plenty of room for my family of six. I do wish there was a bigger bed in the Master bedroom- the mattress was thin and the bed was squeaky to sleep in. Property manager was great- very easy to communicate with very helpful. "
The price is AED 477
AED 1,742 total
includes taxes & fees
11 May - 12 May
Balcony & Pool Access: Modern Gainesville Home

Dulles Luxury: Movie Theater, Grill, Gazebo !

6.0 out of 10, (1)
"Place was clean and there was plenty of open space, outdoor area was also very nice and well kept.When we arrived there was a letter from the city/state citing codes the property was in violation of. The letter arrived the day before our stay.Also, there were several windows that either didn't have any blinds or curtains or what was there was broken which was unsettling as the properties surrounding are close and could easily see in (bathrooms and bedrooms). Specifically the "master" bathroom,...
The price is AED 1,506
AED 3,603 total
includes taxes & fees
12 May - 13 May
Dulles Luxury: Movie Theater, Grill, Gazebo !

JCS Farms | 4 Bed, 3 Bath

9.6 out of 10, Exceptional, (12)
"We so enjoyed our stay at JCS Farms! There were so many great touches geared toward kids and the location and home were beautiful. We will definitely stay here again!"
JCS Farms | 4 Bed, 3 Bath

8 mins to Dulles Airport Suite

The price is AED 698
AED 1,113 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)
"We stayed for 3 days and loved it. The garden was beautiful and loved seeing the cows!"
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

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

9.2 out of 10, Wonderful, (9)
"We arrived in 13 degree weather from "
The price is AED 541
AED 1,040 total
includes taxes & fees
11 May - 12 May
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly

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

10.0 out of 10, Exceptional, (9)
"Great place to stay for a family wedding. House was exactly how it was in the photographs. "
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, (26)
"Very comfortable home, particularly the beds."
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, (37)
"Very nice stay !!"
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
9.6 out of 10, Exceptional, (4)
"In the area to help family move to a new place. This townhouse provided a clean, well-equipped “calm” during the chaos of a move. "
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, (40)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AED 1,010
AED 1,419 total
includes taxes & fees
11 May - 12 May
18th Century Stone Cottage minutes from historic Middleburg

Global Luxury Suites at Reston Town Center

3.5 star property
8.4 out of 10, Very Good, (135)
"Great building, great unit. All around excellent experience. "
The price is AED 653
AED 1,152 total
includes taxes & fees
9 May - 10 May
Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston

4.0 star property
7.8 out of 10, Good, (17)
"Super cute place, neat, clean, cool city."
The price is AED 529
AED 1,013 total
includes taxes & fees
25 May - 26 May
Global Luxury Suites at Reston
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.