Search Condo Rentals in Upperville

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 5 Condo Rentals in Upperville with updated reviews, rates, and availability.

Cozy 2-bedroom condo in charming Stephens City

The price is SAR 709
SAR 877 total
includes taxes & fees
19 Mar - 20 Mar
Cozy 2-bedroom condo in charming Stephens City

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

10.0 out of 10, Exceptional, (1)
"My wife and I wanted to get away for a quick n easy Valentine's Day and so I tried VRBO to find something relatively close and reasonable. We both like to hit venture and try new things, and hit the Casino if there is one.So often we've visited the Charles Town Casino and Horse Track, and didn't even realize there was an entire historic downtown area. Talk about a surprise and a quaint and lovely area. I can only hope it continues to grow and prosper. The downtown coffee shop we walked to...
Upscale Walkup Apartment in the Heart of Historic Charles Town, WV

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

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

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

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.
Don't see what you're looking for?
See all available properties in Upperville
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Upperville

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (59)
"Beautiful views. Cozy, exceptionally clean and wonderful house. Highly reccomend!"
The price is SAR 563
SAR 1,253 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (81)
"Overall rating & experience 4.5/5 Stars. Great owners who communicated very well and timely.This precious cabin is tucked in the Shenandoah mountains & is very quiet, clean and such a lovely place located by great local wineries and eateries with beautiful scenery & mountain views, The wood-burning stove was an added bonus. We all are very happy with our experience and time here(3 nights). This cabin is also very well furnished, new, very clean, and has all the necessities.We highly recommend it...
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.6 out of 10, Exceptional, (50)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is SAR 998
SAR 1,168 total
includes taxes & fees
26 Mar - 27 Mar
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
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.

Frequently asked questions

Why book your condo in Upperville with Expedia?
Vacays should be a piece of cake, so if you’re looking for condos at a competitive rate, Expedia has your back. Stick to the budget and stay in something cheap and cheerful, or splurge on a luxury condo and pamper your loved ones. Take advantage of our search filters to find an escape in Upperville that suits your style.
How can I find cheap condos in Upperville?
With Expedia’s filter tool, getting your hands on cheap condos in Upperville is a breeze. To find accommodations that’ll make your hip pocket happy, narrow down your search by amenities, star rating and budget.