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Compare 201 Vacation Homes in Upperville with updated reviews, rates, and availability.
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
10.0 out of 10, Exceptional, (20)
Pet-Friendly Berryville Home: Walk to Main Street!
Pet-Friendly Berryville Home: Walk to Main Street!
9.4 out of 10, Exceptional, (11)
NEW LISTING! Mountain Chic Retreat by RedAwning
NEW LISTING! Mountain Chic Retreat by RedAwning
10.0 out of 10, Exceptional, (1)
The price is AED 560
AED 1,674 total
includes taxes & fees
16 Nov - 17 Nov
Breathtaking views with an indoor private pool, come escape with us
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.
9.0 out of 10, Wonderful, (4)
Mountain Getaway - 7 beds (2 King) - Large Common Area
Mountain Getaway - 7 beds (2 King) - Large Common Area
10.0 out of 10, Exceptional, (9)
Charles Town Townhome: 9 Mi to Harpers Ferry
Charles Town Townhome: 9 Mi to Harpers Ferry
10.0 out of 10, Exceptional, (8)
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
Breathtaking views with an indoor private pool, come escape with us
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.8 out of 10, Exceptional, (45)
The price is AED 742
AED 1,393 total
includes taxes & fees
19 Nov - 20 Nov
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
10.0 out of 10, Exceptional, (51)
The price is AED 441
AED 1,107 total
includes taxes & fees
9 Dec - 10 Dec
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
5/5 Excellent
"Room was clean and the location was quiet. "
A verified traveler stayed at Travelodge by Wyndham Winchester
Posted 21 hours ago
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