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Compare 201 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, (42)
Charles Town Home w/ Private Pool & Hot Tub
Charles Town Home w/ Private Pool & Hot Tub
10.0 out of 10, Exceptional, (41)
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
10.0 out of 10, Exceptional, (32)
Cottage on King | Charming Historic Leesburg Home
Cottage on King | Charming Historic Leesburg Home
9.6 out of 10, Exceptional, (48)
The price is SAR 574
SAR 1,109 total
includes taxes & fees
4 Feb - 5 Feb
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, (22)
Modern Mountain Retreat w/ Deck + Hot Tub!
Modern Mountain Retreat w/ Deck + Hot Tub!
10.0 out of 10, Exceptional, (66)
Gruner Bungalow at Otium Cellars
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (93)
Rural Home, Hot Tub, Campfire, Hardwood Floors
Rural Home, Hot Tub, Campfire, Hardwood Floors
9.4 out of 10, Exceptional, (71)
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
Trailside Retreat in breathtaking Western Loudoun
Trailside Retreat in breathtaking Western Loudoun
10.0 out of 10, Exceptional, (42)
18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (35)
The price is SAR 1,031
SAR 1,477 total
includes taxes & fees
4 Feb - 5 Feb
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, (244)
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
"Absolutely wonderful experience. Exceptionally clean with very nice staff. "
A verified traveler stayed at Travelodge by Wyndham Winchester
Posted 2 days ago
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