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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)
"We had a great time visiting with family and getting our much needed rest and relaxation at your beautiful house. Thanks!"
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 698
SAR 1,268 total
includes taxes & fees
31 Mar - 1 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, (41)
"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: Sleeps 20!

The price is SAR 1,557
SAR 3,705 total
includes taxes & fees
31 Mar - 1 Apr
Dulles Luxury: Sleeps 20!

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 992 total
includes taxes & fees
28 Mar - 29 Mar
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 1,070 total
includes taxes & fees
1 Apr - 2 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)
"We loved the home’s decor. Well supplied with basics, plus complimentary snacks and a bottle of wine! Would have appreciated the heat being turned on before our arrival on what was a freezing cold day. Hosts very responsive whenever we reached out. If you don’t love very firm, very thick bed pillows, suggest you bring your own. Overall, we enjoyed our stay at the Wilt House."
The price is SAR 525
SAR 1,117 total
includes taxes & fees
30 Mar - 31 Mar
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, (33)
"Great house! Lots of room and cozy. Even saw some deer! Highly recommend!"
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 1,477 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, (128)
"Our stay at global luxury suites was phenomenal. The location was excellent right in Reston town centre within walking distance to everything, the unit was very clean and spacious. We had a two bedroom unit for the four of us and it was more than enough room. Bushra, the property manager was very attentive and answered any questions and concerns immediately. The only downfall to this trip was the front desk person who was quite rude both times that we interacted with him. A tall, balding man, I...
The price is SAR 476
SAR 962 total
includes taxes & fees
30 Mar - 31 Mar
Global Luxury Suites at Reston Town Center

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (59)
"The cabin was beautiful! Brigid has the cabin well stocked. She was very welcoming. Our family with kids and a dog felt very comfortable and even pampered!"
The price is SAR 581
SAR 1,274 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
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.