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Compare 214 Vacation Homes in Upperville with updated reviews, rates, and availability.

Trailside Retreat in breathtaking Western Loudoun
Trailside Retreat in breathtaking Western Loudoun
10.0 out of 10, Exceptional, (44)

1805 Farmhouse with Heated Pool in Harpers Ferry
1805 Farmhouse with Heated Pool in Harpers Ferry
10.0 out of 10, Exceptional, (37)

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
9.8 out of 10, Exceptional, (47)

Historic Hideaway
Historic Hideaway
10.0 out of 10, Exceptional, (15)
The price is SAR 563
SAR 1,229 total
includes taxes & fees
19 Mar - 20 Mar

Modern Home on Middleburg Equestrian Farm
Modern Home on Middleburg Equestrian Farm
10.0 out of 10, Exceptional, (11)

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
10.0 out of 10, Exceptional, (9)
The price is SAR 686
SAR 1,540 total
includes taxes & fees
16 Mar - 17 Mar

#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
10.0 out of 10, Exceptional, (6)

Gruner Bungalow at Otium Cellars
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (95)
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 Upperville

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
10.0 out of 10, Exceptional, (59)
The price is SAR 563
SAR 1,253 total
includes taxes & fees
17 Mar - 18 Mar

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
10.0 out of 10, Exceptional, (81)

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.6 out of 10, Exceptional, (50)
The price is SAR 969
SAR 1,121 total
includes taxes & fees
8 Apr - 9 Apr
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.
Recent reviews of Upperville hotels
Recent reviews of Upperville hotels

The George Washington Hotel, A Wyndham Grand Hotel
5/5 Excellent
"very cool hotel downtown with a lot of history.great restaurants within 10 min walk. Very friendly staff.
Did not like forced parking charge. Not a game changer, but will use of free parking next time.
"
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel
Posted 1 day ago