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Vacation Homes in Middleburg

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

9.0 out of 10, Wonderful, (7)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is ¥22,293
¥47,300 total
includes taxes & fees
Sep 9 - Sep 10
Cottage on King | Charming Historic Leesburg Home

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (58)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is ¥14,739
¥59,699 total
includes taxes & fees
Sep 1 - Sep 2
Terra Alta - Incredible River Views and Hot Tub!

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (103)
"We stay at Yellowwood every year. It is on a quiet lane in the most picturesque part of Virginia (if not the country)!Also, Middleburg is just a short drive (or walk) away.We love Yellowwood!"
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

A unique mountaintop getaway overlooking Willow Croft Winery.

10.0 out of 10, Exceptional, (103)
"The perfect 3 bed/3.5 bath new build cabin for a get away with friends or family. We have nothing negative to say about this property. Our stay was Amazing."
The price is ¥46,428
¥88,215 total
includes taxes & fees
Sep 4 - Sep 5
A unique mountaintop getaway overlooking Willow Croft Winery.

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (258)
"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 View with an Indoor Pool

Dulles Luxury: Movie Theater, Grill, Gazebo !

9.0 out of 10, Wonderful, (6)
"Location - Its is conveniently located at the prime location , alll restaurants, wholesale clubs and stores you need are available within 5 to 10 min radius , same applies to public transport. Neighborhood is very safe and quiet.Property- It was handed over to us in very cleanly way , There were 6 bedrooms and 3.5 bathroom with home theatre below and it was very comfortable and cozy. Hospitality - Property manager was very responsive, kudos to Tarang !! He helped me out in every possible way."
The price is ¥55,271
¥137,804 total
includes taxes & fees
Aug 25 - Aug 26
Dulles Luxury: Movie Theater, Grill, Gazebo !

Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

9.8 out of 10, Exceptional, (69)
"Communication with the host was excellent and an early check in was incredibly helpful - the house served its purpose exactly as expected - hosting friends for the weekend with easy access to the countryside of VA."
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

Welcome to the Ladybug Retreat!

10.0 out of 10, Exceptional, (1)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
The price is ¥26,403
¥60,535 total
includes taxes & fees
Sep 9 - Sep 10
Welcome to the Ladybug Retreat!

Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

10.0 out of 10, Exceptional, (22)
"Clean, spacious, very well-equipped. We enjoyed our stay very much."
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

Luxury Home at One Loudoun

9.2 out of 10, Wonderful, (17)
"We really enjoyed our stay! The property was just what we needed, and the host was very accommodating—allowing us to check in early, which was immensely appreciated after a long drive. There are a lot of stairs, but we considered it our vacation workout! Would definitely stay again!"
The price is ¥24,026
¥65,268 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Home at One Loudoun

Newly Renovated Adorable Private Basement with Bathroom

9.2 out of 10, Wonderful, (10)
"Great property, convenient to shopping dining airport, communication with property owner exceptional, very comfortable, great amenities, quiet neighborhood."
The price is ¥10,877
¥22,677 total
includes taxes & fees
Aug 27 - Aug 28
Newly Renovated Adorable Private Basement with Bathroom

The Apple Mountain House

9.4 out of 10, Exceptional, (3)
"Amazing place to relax."
The price is ¥17,383
¥55,427 total
includes taxes & fees
Aug 25 - Aug 26
The Apple Mountain House

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

The price is ¥132,651
¥266,655 total
includes taxes & fees
Sep 1 - Sep 2
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

The price is ¥43,922
¥83,235 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

9.8 out of 10, Exceptional, (23)
"Great stay for two young families. Lovely home and great location. Would recommend for a group trip to the area."
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (4)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is ¥14,167
¥47,436 total
includes taxes & fees
Sep 8 - Sep 9
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

River Front Retreat

8.8 out of 10, Excellent, (39)
"We loved driving through the cow pasture to get to the house - helped us slow down and relax! We were in town for a graduation, so siblings (and their young children) were all there. There were enough beds for us all, and the kitchen/dining area was cozy for us all. The younger kids enjoyed the yard, while parents could sit on the deck by the river. We had lots of events to attend over the weekend, so hadn't planned on using the house as a "river getaway", so I can't comment on the...
River Front Retreat

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (15)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
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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Top Middleburg Hotel Reviews