Welcome sign to Upperville Virginia in Fauquier County.

Search Apartment Rentals in Upperville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Upperville apartments

Smart TV, books

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.8 out of 10, Excellent, (5 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is CA $195
CA $335 total
includes taxes & fees
Jun 23 - Jun 24
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Smart TV

Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (44 reviews)
"Everything was great"
United States
Lori Anne
The price is CA $172
CA $332 total
includes taxes & fees
Jun 23 - Jun 24
Cozy 1BR Apt Minutes From Skyline Drive!!
Outdoor dining

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Markham
10.0 out of 10, Exceptional, (3 reviews)
"Such a lovely stay. The property was peaceful and relaxing, and the night sky was absolutely beautiful. We loved our time here and would happily return. Great communication (and snacks) too :)"
United States
Melissa B.
The price is CA $307
CA $377 total
includes taxes & fees
Jun 23 - Jun 24
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Outdoor dining

Historic 2-Bedroom in Old Town Warrenton, Virginia

Historic 2-Bedroom in Old Town Warrenton, Virginia
Warrenton
9.8 out of 10, Exceptional, (69 reviews)
"Have stayed here before and came back, it’s always a great experience "
United States
donald l.
The price is CA $234
CA $356 total
includes taxes & fees
Jun 23 - Jun 24
Historic 2-Bedroom in Old Town Warrenton, Virginia
Interior

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Warrenton
10.0 out of 10, Exceptional, (10 reviews)
"I love staying here! It's cozy and comfortable and in a perfect location. "
United States
Jenny D.
The price is CA $234
CA $379 total
includes taxes & fees
Jun 28 - Jun 29
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Hair dryer, towels, soap, shampoo

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

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.8 out of 10, Exceptional, (26 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
The price is CA $212
CA $387 total
includes taxes & fees
Jun 23 - Jun 24
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Property grounds

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
10.0 out of 10, Exceptional, (11 reviews)
"Our stay was great, and we had an excellent time in the area. Short drive to hiking spots and within walking distance to the local Bluemont Station restaurant. Highly recommend this stay in a quaint location!"
United States
Nicholas B.
The price is CA $191
CA $402 total
includes taxes & fees
Jun 23 - Jun 24
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stayed "
United States
Mike F.
The price is CA $191
CA $325 total
includes taxes & fees
Jul 5 - Jul 6
Apple Mountain Retreat
Terrace/patio

Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown
Winchester
9.6 out of 10, Exceptional, (8 reviews)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
United States
Anonymous traveller
The price is CA $142
CA $249 total
includes taxes & fees
Jul 5 - Jul 6
Cozy English Basement Apt quiet but close to downtown
Smart TV

Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.2 out of 10, Wonderful, (17 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
The price is CA $262
CA $476 total
includes taxes & fees
Jun 28 - Jun 29
Nostalgia Lane in the heart of the city
Shower

Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (9 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is CA $191
CA $386 total
includes taxes & fees
Jun 29 - Jun 30
Lunar Loft, with mountain views
Living area

Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is CA $252
CA $463 total
includes taxes & fees
Jul 5 - Jul 6
Morocco Loft 2BR overlooking city walking mall
TV

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Winchester Historic District
10.0 out of 10, Exceptional, (1 review)
The price is CA $209
CA $372 total
includes taxes & fees
Jun 23 - Jun 24
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Exterior detail

The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
7.0 out of 10, Good, (2 reviews)
"Everything went smoothly. Easy stay. Clean. Small efficiency with futon for bed."
United States
Greg A.
The price is CA $156
CA $284 total
includes taxes & fees
Jun 23 - Jun 24
The Stock Exchange downtown 3rd floor studio apt
Fridge, microwave, oven, stovetop

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Winchester
10.0 out of 10, Exceptional, (4 reviews)
"Very enjoyable stay right in historical Winchester. We enjoyed walking to a German restaurant for dinner and rested well. "
United States
Brad E.
The price is CA $219
CA $366 total
includes taxes & fees
Jul 7 - Jul 8
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Interior

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Fauquier County
8.0 out of 10, Very good, (1 review)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
The price is CA $146
CA $468 total
includes taxes & fees
Jun 24 - Jun 25
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Dining

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

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.4 out of 10, Exceptional, (8 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is CA $290
CA $532 total
includes taxes & fees
Jun 23 - Jun 24
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Fridge, microwave, oven, stovetop

The Queen of Winchester Three Bedroom with Upper Level Deck

The Queen of Winchester Three Bedroom with Upper Level Deck
Winchester
7.8 out of 10, Good, (7 reviews)
"If you want to be in the town and have quick access to everything, this is the place for you."
United States
Chris C.
The price is CA $134
CA $299 total
includes taxes & fees
Jun 23 - Jun 24
The Queen of Winchester Three Bedroom with Upper Level Deck
Exterior

Romantic African-Inspired Studio on Alpaca Farm – Under the Stars

Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
The Plains
9.8 out of 10, Exceptional, (9 reviews)
"The entire stay was nothing but exceptional. The host was very informative, knowledgeable, and helped make the stay all it can be and then some."
United States
Joe D.
The price is CA $495
CA $726 total
includes taxes & fees
Jun 23 - Jun 24
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
Interior

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Old Town Winchester
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is CA $262
CA $492 total
includes taxes & fees
Jul 20 - Jul 21
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upperville Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Room was nice an clean breakfast was normal for hotel but good."
Bridget 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Upperville

Upperville Apartments information

Number of reviews
264
Accommodation
80 Apartments
Lowest Price
CA $249
Highest Price
CA $726

Frequently asked questions

What's it like to stay at an apartment in Upperville?
There are 7 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?
Below are some of the top apartments in the area: Historic 2-Bedroom in Old Town Warrenton, Virginia: Located in Warrenton, 19.7 mi/31.7 km from the heart of Upperville. Includes free WiFi, private patios, and separate dining areas. Access to onsite laundry facilities is available on site. Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.: Located 8.6 mi/13.8 km away in Bluemont. Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues: Located in Leesburg, 14.8 mi/23.8 km away. Includes free WiFi, private patios, and sofa beds. Access to onsite laundry facilities is available on site. Apple Mountain Retreat: Located 13.2 mi/21.2 km away in Linden. Free WiFi, private patios, and fireplaces are included. Access to onsite laundry facilities is available on site. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.: It's located in Middleburg, 10.3 mi/16.6 km from Upperville. Includes free WiFi.
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 Blue Ridge Regional Park, 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.

Explore a world of travel with Expedia