
Cheap Apartments for Rent in Upperville, VA from $500 (45 Rentals)
Search the lowest-cost Apartments available for rent right now in Upperville.


The Linden Senior Residences

Shenandoah Commons

Total Monthly Price
Fay Street Apartments

The Oaks - Senior 55 & Older

Skyline Vista Apartments

Moffett Manor

The Crows Nest

Total Monthly Price
Blue Ridge Apartments
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

Peppertree VA

Washington Landing Apartments

Madison Village Apartments (Winchester)

Total Monthly Price
Robert Regan Village 55 + Community

Maple Avenue Apartments

HARRISON PLAZA RESIDENTIAL

The Manor/The Manor East Apartments

The Local

Somerset Pointe
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

210 S Cameron St

Total Monthly Price
Avana Bellemeade

Leesburg Apartments

Total Monthly Price
Avana Fieldstone

The Lofts at Jubal Square

CARLS CORNER RESIDENTIAL

The Heights at Goose Creek Village

Jefferson Somerset Park

Elms Arcola
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Total Monthly Price
West Wind Townhomes

67 Willow Lake Ln

127 Chester St

The Olive Branch

212 E Fairfax St

Woodstock Terrace

306 Tonys Hollow Ln

37905 Snickersville Turnpike

1155 Old Linden Rd
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

175 Easy Hollow Rd

75 Briar Trail

1225 Kimble Rd

110 Quinton Oaks Cir

311 Prestwick Ln

107 Checkerspot Wy

9471 Conde Rd

15934 Warburton Dr

103 Checkerspot Wy
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Upperville, VA Local Guide

How much does it cost to rent an apartment in Upperville?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upperville Studio Apartments | $2,288 | $2,105 | $2,520 |
| Upperville 1 Bedroom Apartments | $2,282 | $500 | $7,190 |
| Upperville 2 Bedroom Apartments | $2,365 | $550 | $10,000+ |
| Upperville 3 Bedroom Apartments | $3,124 | $1,464 | $9,577 |
| Upperville 4 Bedroom Apartments | $3,900 | $3,900 | $3,900 |
Browse Top Apartments in Upperville
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Upperville, VA Local Guide
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Cheapest Available Upperville Apartments for Rent and Nearby
 The cheapest available apartment rental in Upperville, VA is a 1 Bed unit found at Brookfield Corporate Apartments in the Kernstown neighborhood priced from $500. Shenandoah Commons in the Woodstock Commons neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,170. Here is today’s list of the most affordable Upperville apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Brookfield Corporate Apartments | WEEKLY RATE - ONE BEDROOM | 1BR,1BA | $500 |
| Shenandoah Commons | 2 Bed 1.5 Bath | 2BR,1BA | $1,170 |
| Skyline Vista Apartments | Two Bedroom | 2BR,1BA | $1,250 |
| Moffett Manor | One Bedroom | 1BR,1BA | $1,275 |
| The Crows Nest | 1 Bedroom / 1 Bathroom | 1BR,1BA | $1,400 |
| Fay Street Apartments | 2 Bed 2 Bath | 2BR,2BA | $1,522 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1,526 |
| Madison Village Apartments (Winchester) | 1 bedroom | 1BR,1BA | $1,550 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1,620 |
| Peppertree VA | 2 Bedroom 2 Bath - Loudoun | 2BR,2BA | $1,632 |
Best Value Apartments for Rent in Upperville, VA and Nearby
As of June 17, 2026 the best value apartment in the Upperville area is the $1.72 price per square foot The Jefferson (Window) Model at West Wind Townhomes in the in the Hamilton Court neighborhood starting from $2,330. The second greatest value Upperville apartment is the 2 BEDROOM 2 BATH LAYOUT A Model at CARLS CORNER RESIDENTIAL starting at $1,875 with a $1.63 price per square foot in the Kernstown neighborhood. Here is today’s list of the best values for Upperville apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| West Wind Townhomes | The Jefferson (Window) | 3BR,2BA | $1.72 |
| CARLS CORNER RESIDENTIAL | 2 BEDROOM 2 BATH LAYOUT A | 2BR,2BA | $1.63 |
| The Lofts at Jubal Square | Morgan | 1BR,1BA | $1.93 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1.58 |
| Fay Street Apartments | 2 Bed 2 Bath | 2BR,2BA | $1.59 |
| Peppertree VA | 2 Bedroom 2 Bath - Shenandoah | 2BR,2BA | $1.76 |
| Skyline Vista Apartments | Two Bedroom | 2BR,1BA | $1.36 |
| Shenandoah Commons | 2 Bed 1.5 Bath | 2BR,1.5BA | $1.34 |
| Madison Village Apartments (Winchester) | 1 bedroom | 1BR,1BA | $1.94 |
| Brookfield Corporate Apartments | WEEKLY RATE - ONE BEDROOM | 1BR,1BA | $0.74 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Upperville, VA Rentals by Map
See the most popular apartments and homes in Upperville, VA
Frequently Asked Questions about Cheap Upperville Apartments
How much is rent for a Cheap One Bedroom Upperville Apartment?
The lowest price for a Cheap One Bedroom Upperville Apartment is $500 at Brookfield Corporate Apartments.
What is the lowest price for a Cheap Two Bedroom Upperville Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Upperville is starting from $550 at Brookfield Corporate Apartments.
What is the most affordable Upperville Three Bedroom Apartment?
The best deal on a cheap Upperville Three Bedroom Apartment rental is at Washington Landing Apartments and starts from $1,683.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.