Vacation rentals in Middleburg
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Top-rated vacation rentals in Middleburg
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Middleburg
4.97 out of 5 average rating, 147 reviewsModern Home on Middleburg Equestrian Farm
Surprise and delight abound around every corner in this newly renovated, open floor-plan 3 bedroom, 2 bath getaway. Furnished by BoConcept and outfitted with the latest appliances, Gibson House is the ideal getaway for couples or small families looking for a weekend escape with all the comforts of home. Visit with the horses in the adjacent paddocks. Come enjoy wineries, shopping, history, steeplechase racing and polo in Middleburg and the nearby towns of Upperville, The Plains, and Marshall.
Dec. 29 – Jan. 5
Apartment in The Plains
4.97 out of 5 average rating, 439 reviewsRose End
Need to social distance? Our quiet country studio is far enough from Washington DC to get away without being gone. Ideal for grabbing some space, a long run, a bike ride, or visiting local wineries. The Appalachian Trail is just a stone's throw away. We respect your privacy. No smoking is allowed and internet access is from your own hot-spot. The studio includes a satellite TV, refrigerator, microwave, and coffee maker. The queen-size bed and skylight make Rose End a cozy escape.
Aug. 15 – 22
Home in Bluemont
4.93 out of 5 average rating, 197 reviewsThe Country French Cottage at High Meadows Estate
Come visit the alluring wine country of Bluemont Virginia, and stay in a beautifully appointed country French cottage on the 50 acre circa 1896 High Meadows Estate atop the Blueridge Mountains. Just 50 minutes west of Washington DC, this stunning country retreat is just 5 minute from the vineyards of Bluemont, the Shenandoah River, the Appalachian Trail, Hiking, Canoeing, Kayaking, Farmers Markets, the the cute villages or Berryville, Harpers Ferry, Luckettes, Middleburg and many more.
Jan. 26 – Feb. 2
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Middleburg vacation rentals
Other great vacation rentals in Middleburg
Cabin in Haymarket
4.94 out of 5 average rating, 189 reviewsLodge on the Lake
Sep. 17 – 24
Cottage in Middleburg
4.92 out of 5 average rating, 106 reviewsEnglish Cottage
May 15 – 22
Home in Middleburg
4.94 out of 5 average rating, 132 reviewsThe Coach Stop at White Hall
Jul. 5 – 12
Cottage in Bluemont
4.95 out of 5 average rating, 166 reviewsThe Cottage at Stonecroft
Feb. 19 – 26
Home in Middleburg
4.86 out of 5 average rating, 248 reviewssuper cosy cottage with high speed internet
Jun. 9 – 16
Cabin in Upperville
4.93 out of 5 average rating, 122 reviewsIsland cabin
Dec. 7 – 14
Guest suite in Nokesville
4.97 out of 5 average rating, 423 reviewsHorse farm near Manassas Battlefield.
May 1 – 8
Cottage in The Plains
4.98 out of 5 average rating, 172 reviewsThe Cottage on Main -Virginia Wine & Horse Country
Feb. 3 – 10
Farm stay in Middleburg
4.9 out of 5 average rating, 91 reviewsSelf-contained apartment on Organic vegetable farm
Dec. 12 – 19
Guesthouse in Middleburg
5.0 out of 5 average rating, 39 reviews18th Century Middleburg Cottage
Feb. 18 – 25
Farm stay in Middleburg
4.94 out of 5 average rating, 34 reviewsRetreat to horse country!
Nov. 5 – 12
Vacation home in The Plains
5.0 out of 5 average rating, 25 reviewsRolling Acres~1 bedroom apartment on heavenly farm
Sep. 27 – Oct. 4
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