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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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

Historic apartment in Old Town Warrenton, Virginia
Outdoor dining

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (36)
"Excellent location for enjoying the historic downtown area and surrounding wineries/breweries. Charming, very well equipped apartment! Nothing was lacking. "
The price is SAR 619
SAR 935 total
includes taxes & fees
18 Mar - 19 Mar
Historic apartment in Old Town Warrenton, Virginia
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (72)
"I spent a long weekend at Mt. Gilead Sunrise to give myself some peace and quiet. The property was absolutely beautiful - the pictures don't do it justice. Nancy and Al thought of everything - fluffy towels, a stocked kitchen, throw blankets. I enjoyed morning coffee on the porch swing and watched the bluebirds. I went on a hike at the Banshee Preserve and explored local wineries and breweries. I would definitely come back!"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Cozy 1BR Apt Minutes From Skyline Drive!!
Fridge, microwave, oven, stovetop

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 932 total
includes taxes & fees
18 Mar - 19 Mar
Cozy 1BR Apt Minutes From Skyline Drive!!
Nostalgia Lane in the heart of the city
Miscellaneous

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 746
SAR 1,326 total
includes taxes & fees
18 Mar - 19 Mar
Nostalgia Lane in the heart of the city
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Desk, iron/ironing board, free WiFi, bed sheets

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 1,009 total
includes taxes & fees
18 Mar - 19 Mar
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Front Royal Retreat on 3 Acres w/ Mtn Views!
Fridge, microwave, oven, dishwasher

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!
The Queen of Winchester Three Bedroom with Upper Level Deck
Private kitchen

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 296
SAR 714 total
includes taxes & fees
25 Mar - 26 Mar
The Queen of Winchester Three Bedroom with Upper Level Deck
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town
Smart TV

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
18 Mar - 19 Mar
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
Interior

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

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 1,402 total
includes taxes & fees
18 Mar - 19 Mar
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
The Stock Exchange downtown 3rd floor studio apt
Microwave, oven, stovetop

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
6.0 out of 10, (1)
The price is SAR 371
SAR 697 total
includes taxes & fees
21 Mar - 22 Mar
The Stock Exchange downtown 3rd floor studio apt
Morocco Loft 2BR overlooking city walking mall
Living area

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
National at Loudoun
Apartment, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

National at Loudoun

3.0 star property
6.8 out of 10, (6)
"Great stay fast communication "
National at Loudoun
Apple Mountain Retreat
Property grounds

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 914 total
includes taxes & fees
18 Mar - 19 Mar
Apple Mountain Retreat
Cozy English Basement Apt quiet but close to downtown
Miscellaneous

Cozy English Basement Apt quiet but close to downtown

9.4 out of 10, Exceptional, (6)
"Situated in the middle of the neighborhood, so parking is on the street, but was convenient. We had an issue with the propane fireplace, but the property manager was extremely responsive and took care of the issue immediately."
The price is SAR 338
SAR 616 total
includes taxes & fees
22 Mar - 23 Mar
Cozy English Basement Apt quiet but close to downtown
The Blue Door steps from Handley Library
Miscellaneous

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 722 total
includes taxes & fees
23 Mar - 24 Mar
The Blue Door steps from Handley Library
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Private kitchen

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

The price is SAR 638
SAR 802 total
includes taxes & fees
18 Mar - 19 Mar
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly
Living area

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!
1 bedroom, WiFi

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 1,095 total
includes taxes & fees
18 Mar - 19 Mar
Private apartment on a beautiful private farm!
Charming Front Royal Retreat ~ 1 Mi to River!
Microwave, stovetop, coffee/tea maker, toaster

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!
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

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Smart TV, DVD player, books, video library

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 600
SAR 1,299 total
includes taxes & fees
19 Mar - 20 Mar
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Outdoor dining

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (82)
"Property was very well equipped and close to vineyards and great places to eat. Highly recommend for a relaxing and fun experience."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Exterior

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 986
SAR 1,155 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

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: Historic apartment in Old Town Warrenton, Virginia: Located 19.7 mi/31.7 km away in Warrenton. Free WiFi, private patios, and separate dining areas are included. Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues: It’s situated in Leesburg, 14.8 mi/23.8 km away. Includes free WiFi, private patios, and sofa beds. Cozy 1BR Apt Minutes From Skyline Drive!!: 21.8 mi/35.2 km away in Amissville. Free WiFi, private patios, and Smart TVs are included. Nostalgia Lane in the heart of the city: It’s situated in Winchester, 20 mi/32.2 km from Upperville.
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.