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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare Condo Rentals in Upperville with updated reviews, rates, and availability.

Historic District Downtown Winchester
Interior

Historic District Downtown Winchester

9.8 out of 10, Exceptional, (8)
"Impeccably clean and modern within walking distance - (4 minutes) of downtown. Thanks for a great visit!"
Historic District Downtown Winchester
Cozy 2-bedroom condo in charming Stephens City
Living area

Cozy 2-bedroom condo in charming Stephens City

The price is SAR 504
SAR 630 total
includes taxes & fees
5 Feb - 6 Feb
Cozy 2-bedroom condo in charming Stephens City
Take a Walk Around The Lake - Close to many attractions and Airport.
Living area

Take a Walk Around The Lake - Close to many attractions and Airport.

Take a Walk Around The Lake - Close to many attractions and Airport.
Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Interior

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Luxury Sunlit 2BR Spacious Apartment
Living area

Luxury Sunlit 2BR Spacious Apartment

Luxury Sunlit 2BR Spacious Apartment
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
Exterior

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (42)
"Large house, good for a big group. Well equipped. Accommodated our need for an early check-in."
Trailside Retreat in breathtaking Western Loudoun
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (35)
"We absolutely loved this little cottage. It's a great location near Middleburg, tucked back in the woods. It's got everything you need for a peaceful retreat. A perfect place to curl up in front of the fire with a book. The host was so welcoming and easy to work with. We'll definitely be back!"
The price is SAR 1,031
SAR 1,477 total
includes taxes & fees
3 Feb - 4 Feb
18th Century Stone Cottage minutes from historic Middleburg
Breathtaking views with an indoor private pool, come escape with us
Exterior

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
Breathtaking views with an indoor private pool, come escape with us
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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