Search Apartments 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 77 Apartments in Upperville with updated reviews, rates, and availability.

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (36)
"This adorable home was perfect for two adult family members to make delightful memories and reconnect considering the somber circumstances. Flexible configuration will meet the needs from young family to girlfriend weekend away: Highly recommend!"
The price is SAR 619
SAR 935 total
includes taxes & fees
30 Mar - 31 Mar
Historic apartment in Old Town Warrenton, Virginia

Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

10.0 out of 10, Exceptional, (73)
"We are repeat guests. We love the place!"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

The Queen of Winchester Three Bedroom with Upper Level Deck

10.0 out of 10, Exceptional, (1)
"If you want to be in the town and have quick access to everything, this is the place for you."
The price is SAR 248
SAR 653 total
includes taxes & fees
7 Apr - 8 Apr
The Queen of Winchester Three Bedroom with Upper Level Deck

Front Royal Retreat on 3 Acres w/ Mtn Views!

2.0 star property
10.0 out of 10, Exceptional, (2)
"House and overall property was very clean and we really enjoyed it and the spring water was amazing"
Front Royal Retreat on 3 Acres w/ Mtn Views!

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (26)
"I love this property! An oasis for me and my dog. Jimmie is a great host, as well!"
The price is SAR 506
SAR 920 total
includes taxes & fees
26 Mar - 27 Mar
Cozy 1BR Apt Minutes From Skyline Drive!!

Nostalgia Lane in the heart of the city

9.6 out of 10, Exceptional, (4)
"We need overnight accommodations for our daughter’s surprise proposal. We checked into the VRBO and we were stunned! We walked around in silence taking in all of the charm, beauty and uniqueness of this home. This is a clean place with a very comfortable mattress! It is a fascinating place and we just loved it!! The host was very gracious and communicative - we wanted for nothing!! Five Starts "
The price is SAR 747
SAR 1,309 total
includes taxes & fees
26 Mar - 27 Mar
Nostalgia Lane in the heart of the city

Cozy English Basement Apt quiet but close to downtown

9.4 out of 10, Exceptional, (6)
"Very cute place to stay at a perfect location to the little historic district of Winchester. Bed was comfortable but very small futon. We are tall people so it was not quite long enough for us. Bathroom was extremely small, doable for us but if we were bigger people it would be difficult to get into that space. Water pressure for sink was poor, shower was just okay. Quaint place with a friendly, engaged owner. We would go back just for the amazing location!"
The price is SAR 338
SAR 616 total
includes taxes & fees
26 Mar - 27 Mar
Cozy English Basement Apt quiet but close to downtown

Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town

10.0 out of 10, Exceptional, (1)
"My aunt and I stayed here for a few nights and really enjoyed our stay. The space is huge, cozy, and private being the only apartment above the convenience store. It's a 1 minute drive from shopping in Charles Town and a short drive to Harpers Ferry and Shepherdstown. It was clean, and the hosts were generous even when we had a few very minor issues during our stay. They helped us through it and were very communicative. I would recommend this place to angone."
The price is SAR 563
SAR 867 total
includes taxes & fees
26 Mar - 27 Mar
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

9.0 out of 10, Wonderful, (4)
"We really like staying walking distance from the Historic District in Winchester and this was a great home base to do so. The whole process was seemless and easy. I will most likley try to come back for my conference next year. The place is clean and comfortable. Fun times "
The price is SAR 769
SAR 1,381 total
includes taxes & fees
26 Mar - 27 Mar
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Charming Front Royal Retreat ~ 1 Mi to River!

10.0 out of 10, Exceptional, (1)
"We arrived in the afternoon before a festival. Main street was closed, but we were still able to access the parking. Everything was clean, and we had a comfortable stay. There were restaurants and entertainment right outside. The only thing not in easy walking distance was a drugstore/CVS. I highly recommend staying at this location."
Charming Front Royal Retreat ~ 1 Mi to River!

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Love the location, availability of parking, and the loft was very comfortable and had everything we needed."
Morocco Loft 2BR overlooking city walking mall

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

9.8 out of 10, Exceptional, (13)
"lovely room, great shower, so wuiet and peaceful, great environs (sheep! donkey! cheese!), such a nice stay!"
The price is SAR 563
SAR 996 total
includes taxes & fees
26 Mar - 27 Mar
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Apple Mountain Retreat

10.0 out of 10, Exceptional, (12)
"We enjoyed our stay! The amenities were better than advertised, and you can tell the owner put a lot of effort into making it an enjoyable experience."
The price is SAR 544
SAR 910 total
includes taxes & fees
26 Mar - 27 Mar
Apple Mountain Retreat

Cozy studio close to Skyline Drive, Hiking, and Main Street.

The price is SAR 638
SAR 793 total
includes taxes & fees
5 Apr - 6 Apr
Cozy studio close to Skyline Drive, Hiking, and Main Street.

Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

10.0 out of 10, Exceptional, (6)
"The location of this adorable cottage can’t be beat! Just minutes (by car) to downtown Middleburg. It’s perfect for a couple. "
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

The Blue Door steps from Handley Library

2.0 star property
6.0 out of 10, (1)
"While the owner could not have been nicer, VRBO dropped the ball. We did not get check in information, though the host provided it directly on hour after check-in time.The host needs to check in with the cleaners and visit the property. I say this as a landlord. We had one washcloth for two guests, no coffee or tea service, no tissues, no dish rag. The place looks a little run down and needs a refresh. Doors were broken, bathroom racks about to fall off the wall, and one soap dispenser was...
The price is SAR 431
SAR 723 total
includes taxes & fees
26 Mar - 27 Mar
The Blue Door steps from Handley Library

Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly

2.0 out of 10, (1)
"For a new listing to VRBO, the property did not meet our expectations. Check in time on app was incorrect delaying our activities. Communication with owner was delay and resulted in conversation with VRBO. Pictures of apartment were not accurate to the unit. The property is in a "Corporate Apartment" complex but apartment is nowhere near the standards of a corporate apartment. The cable remote didn't work. TV in bedroom was plugged in but no cable hook up. Windowsill and door frame damaged by...
Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly

Private apartment on a beautiful private farm!

10.0 out of 10, Exceptional, (2)
"This little farm condo was absolutely perfect for our overnight stay. In fact, I wish we had the opportunity to stay longer. It was lovely to wake up and see chickens and other animals as well as hear the dogs barking. The view of the mountains was also lovely! We will definitely think of staying here again next time we visit our friends!"
The price is SAR 563
SAR 1,082 total
includes taxes & fees
26 Mar - 27 Mar
Private apartment on a beautiful private farm!

Alpaca Farm Studio Apartment, Newly decorated

9.8 out of 10, Exceptional, (9)
"This was, without a doubt, one of the best places we have ever stayed. The attention to detail, the quality of the furnishings, the charm of Mary, is all unmatched. We will be returning!"
The price is SAR 1,313
SAR 1,908 total
includes taxes & fees
26 Mar - 27 Mar
Alpaca Farm Studio Apartment, Newly decorated

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
6.0 out of 10, (1)
The Stock Exchange downtown 3rd floor studio apt
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 581
SAR 1,274 total
includes taxes & fees
31 Mar - 1 Apr
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, (83)
"Loved it "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Hot Tub, Game Room, River Access, Fire Pit & Grill

9.6 out of 10, Exceptional, (22)
"This was a perfect place for our group. Bedroom for everyone, up and down tvs for movie and sports watching, table for gaming, and hrs in the hot tub. Dining table was big enough for everyone to eat together, and the kitchen had what we needed to manage all our meals"
The price is SAR 792
SAR 1,413 total
includes taxes & fees
31 Mar - 1 Apr
Hot Tub, Game Room, River Access, Fire Pit & Grill
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

What's it like to stay at an apartment in Upperville?
There are 5 lodging options in Upperville. Though there aren’t many apartments, we can help you locate similar accommodations. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is the best choice for you?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the top apartment for a stay in Upperville?
Listed below are some of the favorite apartments in the area to choose from: Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues: Located 14.8 mi/23.8 km away in Leesburg. Free WiFi, private patios, and sofa beds are included. Historic apartment in Old Town Warrenton, Virginia: It’s situated in Warrenton, 19.7 mi/31.7 km away. Includes free WiFi, private patios, and separate dining areas. The Queen of Winchester Three Bedroom with Upper Level Deck: 19.1 mi/30.8 km away in Winchester. Amenities include private patios. Front Royal Retreat on 3 Acres w/ Mtn Views!: It’s located in Front Royal, 19.7 mi/31.7 km from Upperville. Includes private patios, fireplaces, and sofa beds.
What can I expect from the weather in Upperville?
Though weather is just one factor, it can really affect your travel plans, especially when you’re planning an extended stay in Upperville. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.
What are the must-see places to visit in Upperville?
Explore the area and family-friendly sights such as Virginia River Trips, or get out into nature at a spot like Upperville Park. In the larger area, you’ll find Sky Meadows State Park and Delaplane Cellars.
What's the best way to get to and around Upperville?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Washington Dulles Intl. Airport (IAD), which is located 23.7 mi (38.2 km) away from the city center. Otherwise, look for flights into Manassas, VA (MNZ-Manassas Regional), which is 27.3 mi (44 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.