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
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
10.0 out of 10, Exceptional, 52 reviews
"We just LOVE this place. So much so that we returned after our first stay in October 2023! We were just as happy on our second stay. Can't recommend more highly!"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Cozy 1BR Apt Minutes From Skyline Drive!!
9.8 out of 10, Exceptional, 15 reviews
"My partner and I stayed here to visit Shenandoah National Park and it was a great location that is very close to the park. The host gave us privacy and there was a separate entrance into the space."
The price is HK$1,054
per night
21 Jun - 22 Jun
Cozy 1BR Apt Minutes From Skyline Drive!!
Scarborough Fair walk to downtown two story apt
The price is HK$1,733
per night
21 Jun - 22 Jun
Scarborough Fair walk to downtown two story apt
Save an average of 15% on thousands of hotels when you're signed in
Pretty Little Apt by the Train II
2.0 star property
10.0 out of 10, Exceptional, 1 review
"Great time. Love this city"
The price is HK$1,015
per night
14 Jul - 15 Jul
Pretty Little Apt by the Train II
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.8 out of 10, Exceptional, 9 reviews
"We stayed here for our grandson’s HS graduation. The property was spotless, beautifully decorated, fully equipped, quiet and comfortable. Owner communication was excellent! The views and wildlife made it extra special. We visited a local winery about 2 miles away - Three Creeks Winery - delicious wine and delightful proprietors. Highly recommend staying here if you are lucky enough to get the chance."
The price is HK$2,334
per night
23 Jun - 24 Jun
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
9.4 out of 10, Exceptional, 6 reviews
"Comfortable studio with nice bathroom on a working farm. Good one night stay for three of us close to our event in Middleburg"
The price is HK$1,171
per night
23 Jun - 24 Jun
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
This apartment is a 1 bedroom(s), 1 bathrooms, located in Leesburg, VA.
10.0 out of 10, Exceptional, 1 review
"We had a great stay! Place was clean and easy to find everything. If we come back that way we will definitely look Sheila’s place up again 😊"
This apartment is a 1 bedroom(s), 1 bathrooms, located in Leesburg, VA.
Alpaca Farm Studio Apartment, Newly decorated
9.8 out of 10, Exceptional, 8 reviews
"My sister and I rented this guest home for a getaway weekend. Mary and Jay were incredibly welcoming hosts who clearly love their animals, and are eager to share their experience with them if you are interested. Incredibly, almost all of the animals on their farm - cats, dogs, mini donkey, horses, and one of the alpacas - loved being petted. The location is beautiful, private, and peaceful. Grateful for their hospitality."
The price is HK$2,733
per night
23 Jun - 24 Jun
Alpaca Farm Studio Apartment, Newly decorated
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
10.0 out of 10, Exceptional, 3 reviews
"Simply can't say enough how wonderful! The location was perfect, the Historical Manor unit was beautiful as depicted in the pictures, extremely comfortable I didn't want to leave, and dog friendly. Ivan and Terri are exceptional hosts. Very accommodating and friendly. Very cheerful! Can't wait to come back. Nancy"
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg
The Outpost Suite 2- A Curated Farmhouse Suite
6.6 out of 10, 7 reviews
"The property is a bit off its prime... the deck in the back is not like it appears in the picture. Not a terrible property, but a bit run down. I did appreciate that we were the only ones there and quietness was good for a great nights sleep. Great areas to walk the dog. The property manager was very nice and helpful. Greeted us when we arrived and made sure we got in okay."
The Outpost Suite 2- A Curated Farmhouse Suite
Magnificent Middleburg Getaway: 2BR w Bucolic Views, Solar Power, & Nearby Shops
Magnificent Middleburg Getaway: 2BR w Bucolic Views, Solar Power, & Nearby Shops
Bluemont Escape: Walk to Appalachian Trail and Bear Chase Brewery
10.0 out of 10, Exceptional, 4 reviews
"Nice sized cabin (very spacious) with a pathway to Bear Chase brewing company and within walking distance of trails. I am planning to stay here again."
The price is HK$1,554
per night
26 Jun - 27 Jun
Bluemont Escape: Walk to Appalachian Trail and Bear Chase Brewery
The Outpost Suite 3 - Whimsical Farmhouse Retreat
8.0 out of 10, Very good, 8 reviews
"First we found it strange that you enter into this unit through the bathroom. It is up a laneway behind a house and backs onto a subdivision. The “kitchenette” was not very clean with some leftover packages of food in drawer from previous guests and no microwave. It was a warm day when we arrived and the heat was on full blast and was controlled from another unit. It continued to blast heat for our whole visit. We were to stay for 3 nights and the first night was fine as there were no guests in...
The Outpost Suite 3 - Whimsical Farmhouse Retreat
Lofts for weekly rentals! 2 miles from historic downtown.
Lofts for weekly rentals! 2 miles from historic downtown.
Trout's Loft 2 Bedroom, Historic Downtown Front Royal, VA
The price is HK$1,093
per night
21 Jun - 22 Jun
Trout's Loft 2 Bedroom, Historic Downtown Front Royal, VA
Nostalgia Lane in the heart of the city
The price is HK$1,437
per night
23 Jun - 24 Jun
Nostalgia Lane in the heart of the city
The Royal Loft, Modern 2 Bedroom, Front Royal, VA
9.6 out of 10, Exceptional, 4 reviews
"I would definetly book this place next time I visit Front Royal."
The Royal Loft, Modern 2 Bedroom, Front Royal, VA
Charles Town Townhome: 9 Mi to Harpers Ferry
3.0 star property
Charles Town Townhome: 9 Mi to Harpers Ferry
The Queen of Winchester Three Bedroom with Upper Level Deck
The Queen of Winchester Three Bedroom with Upper Level Deck
Don't see what you're looking for?
See all available properties in Upperville
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.

Other property types in Upperville

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, 31 reviews
"Very clean. Crisp, clean linens. Gorgeous views and surroundings. Extremely responsive. Highly recommend!!"
The price is HK$1,132
per night
10 Jul - 11 Jul
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, 229 reviews
"Loved the view, the pool, brewery and the 3 floors of spaces to sleep worked perfect for our group."
Breathtaking views with an indoor private pool, come escape with us
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.6 out of 10, Exceptional, 10 reviews
"We enjoyed the cabin very much. We hiked during the day and was very relaxing coming back to the hot tub and a fire. Thank you for a great stay!!"
The price is HK$1,288
per night
23 Jun - 24 Jun
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
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.

Upperville Apartments information

Number of reviews
117
Accommodation
54 Apartments
Lowest Price
HK$1,015
Highest Price
HK$2,733

Frequently asked questions

What's it like to stay at an apartment in Upperville?
There are 6 hotels and other accommodation options in Upperville. Though there aren’t many apartments, we can help you locate accommodation that is similar. When you search on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. You can also search for similar properties such as condos, holiday homes or cottages.
How do you know if an apartment is the best choice for you?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want something in a quieter part of town.
What's the top apartment for a stay in Upperville?
Here are some of the more popular apartments in the area: Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues: Situated in Leesburg , 14.8 mi/23.8 km from the heart of Upperville. Includes free WiFi, a patio and a sofa bed . New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!: It’s situated in Leesburg , 15.5 mi/24.9 km away. Includes free WiFi, a patio and a sofa bed . Cozy 1BR Apt Minutes From Skyline Drive!!: 21.8 mi/35.2 km away in Amissville . Free WiFi, a patio and a Smart TV are included . Scarborough Fair walk to downtown two story apt: It’s located in Winchester , 20.2 mi/32.4 km from Upperville. Includes a sofa bed .
What can I expect from the weather during my trip to Upperville?
Although 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 temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Upperville is 1123 mm.
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 Sky Meadows State Park. In the wider area, you’ll find Barrel Oak Winery and Bluemont Vineyard.
What's the best way to get to and around Upperville?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Washington Dulles International Airport (IAD), which is located 23.7 mi (38.2 km) from the heart of the city. Otherwise, you can search for flights to Manassas, VA (MNZ-Manassas Regional), which is 27.3 mi (44 km) away. If you’d like to explore around the area, consider renting a car to explore more sights.

Recent Hotel Reviews in Upperville
Expedia verified reviews