Upperville Vacation Rentals
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Our top choices for Upperville vacation rentals
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Luxe & Picturesque Dome Haven ~ Hot Tub ~ GlampingLeesburg
8.8 out of 10, Excellent, (11 reviews)
"What an excellent stay! Ayda was an amazing host. The dome is very private and wonderfully outfitted. The hot tub was awesome and everything was clean and so comfy. In summer I can only imagine it is even more secluded as the trees leaf out!! Highly recommended and planning another stay. "
Carter S.
The price is AED 613
AED 1,089 total
includes taxes & fees
14 Jul - 15 Jul
Retreat in Historic Downtown Leesburg - Walkable to Everything!
Retreat in Historic Downtown Leesburg - Walkable to Everything!Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (20 reviews)
"The house is great -- close to town, very quiet neighborhood, clean and cute, beds were very comfortable, and hosts were responsive and helpful. We would definitely stay again!"
Holly S.
The price is AED 788
AED 1,751 total
includes taxes & fees
29 Jun - 30 Jun
Royal Heritage Home @ Historic Leesburg
Royal Heritage Home @ Historic LeesburgLeesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Awesome spot, truly walking distance to all the cool little downtown stuff. Host was kind and there wasn't almost any check out procedure! "
Charles K.
Storybook cottage on Leesburg's most historic block — walk to everything
Storybook cottage on Leesburg's most historic block — walk to everythingLeesburg's Old and Historic District
9.6 out of 10, Exceptional, (72 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
draje7
The price is AED 1,086
AED 1,899 total
includes taxes & fees
5 Jul - 6 Jul
Leesburg Hideaway- King Bed + Private Backyard
Leesburg Hideaway- King Bed + Private BackyardLeesburg
10.0 out of 10, Exceptional, (35 reviews)
"Adorable, comfy, private & well appointed. Well cleared of snow for our arrival after a difficult snow/ice storm. Comfortable mattress was a bonus. We enjoyed our stay! "
Amy M.
The price is AED 496
AED 1,132 total
includes taxes & fees
29 Jun - 30 Jun
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain ViewsHaymarket
8.6 out of 10, Excellent, (17 reviews)
"Excellent communication, great property!"
Amy E.
The price is AED 801
AED 1,588 total
includes taxes & fees
27 Jul - 28 Jul
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!Hamilton
10.0 out of 10, Exceptional, (22 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
Domenic E.
The price is AED 826
AED 1,461 total
includes taxes & fees
6 Jul - 7 Jul
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.Middleburg
9.8 out of 10, Exceptional, (26 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
Claudia G.
The price is AED 551
AED 963 total
includes taxes & fees
29 Jun - 30 Jun
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 Upperville Hotel Reviews
Travelodge by Wyndham Winchester
8/10 Good
