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

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
10.0 out of 10, Exceptional, (48)
"Little Oatlands was the perfect place for our outdoor wedding and we’re very happy we chose it. If you are planning to do the same, and have family stay in the guest house for the weekend, read the contract *carefully*. We skimmed it and failed to realize that you’ll need to take all trash bags to the dumpster by the barn and strip all of the bed sheets and put them downstairs, etc…"
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
Trailside Retreat in breathtaking Western Loudoun
10.0 out of 10, Exceptional, (22)
"We had such a lovely time in Virginia. This property was so clean and well appointed. We also enjoyed the location right next to the W&OD trail."
Trailside Retreat in breathtaking Western Loudoun
Luxury 3 BR Single Family Home - Half Acre Fenced lot, Backed to woods
8.0 out of 10, Very Good, (3)
"Communication with owner was outstanding. Updates were very nice. Location was perfect. Very quiet neighborhood. The only thing that we missed, was having a TV in the bedroom. Other than that we had a good time."
Luxury 3 BR Single Family Home - Half Acre Fenced lot, Backed to woods
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (229)
"Loved the view, the pool, brewery and the 3 floors of spaces to sleep worked perfect for our group."
Breathtaking views with an indoor private pool, come escape with us
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (13)
"We were in town for the comedy show at the casino. House was within walking distance however not a walk you would want to take wearing heels. Very quiet neighborhood with plenty of restaurants close by. The house was very clean and comfortable beds. Had a really great time!! Thank you!!!"
The price is ¥21,331
per night
Jun 26 - Jun 27
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Hot Tub, Poker Table, River Access & Kayaks and Wineries
9.8 out of 10, Exceptional, (7)
"Everything was fine."
The price is ¥26,072
per night
Jul 2 - Jul 3
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Morrisonville Manor w/ Fire Pit & Hot Tub!
10.0 out of 10, Exceptional, (27)
"There were 9 adults and 1 baby in our group and the property worked out great for us. The owners had great communication and everything about the home came as advertised. Plenty of room, very clean, and some nice extra touches. We recommend and would stay here again."
Morrisonville Manor w/ Fire Pit & Hot Tub!
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
10.0 out of 10, Exceptional, (1)
"Great for lots of family and friends so everyone is together and not hotel room or hotel lobby hopping"
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
Luxurious home with golf course view, deck, grill, Peloton! King size bed.
9.8 out of 10, Exceptional, (21)
"We enjoyed our stay at this home! It was well stocked with many complimentary amenities and the neighborhood was peaceful. We felt safe in this area and had great access to shopping, restaurants and grocery stores. Access into DC was easy (an EZ Pass toll tag definitely helps!). We had great communication with the owner. We will definitely stay here again if and when we are in the area!"
Luxurious home with golf course view, deck, grill, Peloton! King size bed.
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly
6.0 out of 10, (1)
"Location was good. But the house needs some updates and a good cleaning. The tub is clogged. The sofa had odor. Too much clutter for dog friendly house. However, we did appreciate our stay."
The price is ¥16,275
per night
Jul 8 - Jul 9
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly
Old Post Office in Historic Town
Old Post Office in Historic Town
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
The price is ¥27,168
per night
Jun 25 - Jun 26
Terra Alta - Incredible River Views and Hot Tub!
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (22)
"Highly recommend we had a blast. House is very well outfitted and for our 3 couples we each had our own bathroom which is a glorious thing. Beautiful views, three firepits and the lake made the outdoor space just what we needed. The climb back up to the house from the lake is no joke not for the elderly but our group of fifty something’s did ok and it was worth it. I’d recommend and may even see about going back for Harper’s Ferry. Well done Songyee and Jeff we appreciate you."
Modern Country House on the Shenandoah River
Historic and Updated Farmhouse Built in 1808
10.0 out of 10, Exceptional, (114)
"We had a great stay! Thank you!"
Historic and Updated Farmhouse Built in 1808
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
10.0 out of 10, Exceptional, (1)
"We stayed at Loving Gallery & Studio last weekend with a group of 15 for our Mothers 90th Birthday The home is just beautiful and well laid out for large groups. There are 6 beautiful bedrooms plus sofa beds and all the possible amenities! Lots of wood for stoves, fireplaces & firepit, bathroom amenities, bottled water in each room, well stocked kitchen with spices and everything you could possibly need for cooking in your home away from home. There are also several beautiful outdoor spaces to...
The price is ¥293,928
per night
Jul 8 - Jul 9
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (40)
"We had a wonderful time and everything was just as described"
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting
9.8 out of 10, Exceptional, (84)
"9 of us stayed in home! It was perfect! Location was perfect! We are already planning our second trip!!"
The price is ¥30,823
per night
Jun 23 - Jun 24
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting
Harpers Ferry Home w/ Private Pool & Hot Tub!
10.0 out of 10, Exceptional, (2)
"We absolutely loved this house. The location was so perfect and overlooks the river. Can be enjoyed in all seasons but the pool will be amazing in the summer. We enjoyed the wineries but struggled to get Ubers around town. All of the wineries and breweries have beautiful views as well. Great for a friends weekend !"
Harpers Ferry Home w/ Private Pool & Hot Tub!
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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.

Other property types in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (19)
"This property was perfect for a short mother-daughter trip to Middleburg. The cottage and beautiful outdoor spaces (including a fireplace and dining area) are just as pictured and the location is very convenient to the shops and restaurants in town. We loved our stay and highly recommend it to anyone visiting the area!"
The price is ¥42,898
per night
Jul 7 - Jul 8
18th Century Stone Cottage minutes from historic Middleburg
Hyatt House Herndon/Reston
3.0 star property
9.0 out of 10, Wonderful, (1145)
"Beautiful area"
The price is ¥18,771
per night
Jun 28 - Jun 29
Hyatt House Herndon/Reston
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (229)
"Loved the view, the pool, brewery and the 3 floors of spaces to sleep worked perfect for our group."
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.

Middleburg Vacation Homes information

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