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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
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In four months
16 Jan - 18 Jan

Apartments in Upperville

Our top choices for Upperville apartments

Apple Mountain Retreat
Property grounds

Apple Mountain Retreat

10.0 out of 10, Exceptional, (16)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is SAR 506
SAR 877 total
includes taxes & fees
23 Sep - 24 Sep
Apple Mountain Retreat
Historic apartment in Old Town Warrenton, Virginia
Outdoor dining

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (53)
"Love the 5 minute walk to restaurants! Also loved staying in an apartment in a historic house. Very nicely furnished and had everything we needed. "
The price is SAR 570
SAR 861 total
includes taxes & fees
5 Oct - 6 Oct
Historic apartment in Old Town Warrenton, Virginia
Scarborough Fair walk to downtown two story apt
Terrace/patio

Scarborough Fair walk to downtown two story apt

9.6 out of 10, Exceptional, (4)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
The price is SAR 833
SAR 1,449 total
includes taxes & fees
23 Sep - 24 Sep
Scarborough Fair walk to downtown two story apt
Private apartment on a beautiful private farm!
Property grounds

Private apartment on a beautiful private farm!

10.0 out of 10, Exceptional, (4)
"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. "
The price is SAR 506
SAR 1,013 total
includes taxes & fees
23 Sep - 24 Sep
Private apartment on a beautiful private farm!
Charming Loft In Winchester Va, Furnished and all Inclusive
Living area

Charming Loft In Winchester Va, Furnished and all Inclusive

8.0 out of 10, Very Good, (4)
"Nice property, everything works well. It's a perfect space for two people. If you're looking to explore the city and just come back to relax, it's a good option for you."
Charming Loft In Winchester Va, Furnished and all Inclusive
Nostalgia Lane in the heart of the city
3 bedrooms, iron/ironing board, WiFi, bed sheets

Nostalgia Lane in the heart of the city

8.8 out of 10, Excellent, (10)
"Great location in the heart of Winchester. Walking distance to everything. "
The price is SAR 694
SAR 1,220 total
includes taxes & fees
15 Oct - 16 Oct
Nostalgia Lane in the heart of the city
Near Shops, Eats & Trails: Loudon County Apt!
Apartment (1 Bedroom) | Interior

Near Shops, Eats & Trails: Loudon County Apt!

3.0 star property
6.0 out of 10, (1)
"Bed was comfortable. Property was easy to access and close to Vinyards and local businesses. Fixtures were dated. Hot water was iffy. Overall, it met our needs. "
Near Shops, Eats & Trails: Loudon County Apt!
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Interior

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

10.0 out of 10, Exceptional, (1)
"Jessica was a wonderful host. Outdoor table was lovely with a great view of a garden with cows as next door neighbors "
The price is SAR 405
SAR 889 total
includes taxes & fees
1 Oct - 2 Oct
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
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, (17)
"Pamela was wonderful to work with and the loft was so cute!"
The price is SAR 563
SAR 983 total
includes taxes & fees
2 Oct - 3 Oct
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Dining

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

9.8 out of 10, Exceptional, (6)
"Didn’t know what to expect, but regardless I was blown away. The place is VERY well furnished with everything you need to enjoy your stay. It was the perfect place to come back home to and relax after a long day. The owner was also amazing, she left a few chocolates and a welcome note. She was also an amazing communicator, I didn’t need too many things, but the things I did need, she accommodated instantly. 10/10, this place is phenomenal "
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Rosamond nice downtown studio apt
Interior

Rosamond nice downtown studio apt

8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
The price is SAR 413
SAR 722 total
includes taxes & fees
23 Sep - 24 Sep
Rosamond nice downtown 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)
"Great property with all the comforts of home"
The price is SAR 668
SAR 1,186 total
includes taxes & fees
21 Oct - 22 Oct
Morocco Loft 2BR overlooking city walking mall
The Blue Door steps from Handley Library
Exterior detail

The Blue Door steps from Handley Library

2.0 star property
7.0 out of 10, Good, (2)
"Perfect. Met all expectations. Small but Great."
The price is SAR 431
SAR 722 total
includes taxes & fees
23 Sep - 24 Sep
The Blue Door steps from Handley Library
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
Pretty Little Apt by the Train II
Interior

Pretty Little Apt by the Train II

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great time. Love this city"
The price is SAR 488
SAR 816 total
includes taxes & fees
23 Sep - 24 Sep
Pretty Little Apt by the Train II
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Private kitchen

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

9.0 out of 10, Wonderful, (2)
"Spent the day in the park , very convenient "
The price is SAR 638
SAR 797 total
includes taxes & fees
9 Oct - 10 Oct
Cozy studio close to Skyline Drive, Hiking, and Main Street.
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

9.6 out of 10, Exceptional, (5)
"Susan was a great host. The location was convenient and the accomodation comfortable. "
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town
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 star property
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
Cozy 1BR Apt Minutes From Skyline Drive!!
Fridge, microwave, oven, stovetop

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (34)
"Comfortable apartment."
The price is SAR 456
SAR 875 total
includes taxes & fees
23 Sep - 24 Sep
Cozy 1BR Apt Minutes From Skyline Drive!!
New - Modern Mountain Retreat w/ Hot tub and view!
Terrace/patio

New - Modern Mountain Retreat w/ Hot tub and view!

10.0 out of 10, Exceptional, (22)
"We loved this property and will likely return for another visit."
New - Modern Mountain Retreat w/ Hot tub and view!
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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Top Upperville Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Close to route 81"
tomasz 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

What's it like to stay at an apartment in Upperville?
There are 6 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: Apple Mountain Retreat: Located in Linden, 13.2 mi/21.2 km from the heart of Upperville. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. 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. Access to onsite laundry facilities is available on site. Private apartment on a beautiful private farm!: It's situated in Bluemont, 6.6 mi/10.6 km away. Includes Smart TVs. Charming Loft In Winchester Va, Furnished and all Inclusive: 19.4 mi/31.3 km away in Winchester. Nostalgia Lane in the heart of the city: Located in Winchester, 20 mi/32.2 km from Upperville. Includes Smart TVs. Access to onsite laundry facilities is available on site.
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 Great Country Farms, 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.