Homes for Rent in the Old Town Neighborhood of Winchester, VA (33 Rentals)

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property at 382 Woodstock Ln

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Townhome for Rent

Available Now

382 Woodstock Ln

WinchesterVA22601
property at 305 S Kent St

$1,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Townhome for Rent

Available Oct 1

305 S Kent St

WinchesterVA22601
property at 317 S Kent St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

4 Bedroom, 1.5 Bath Home for Rent

Available Now

317 S Kent St

WinchesterVA22601
property at 209 N Washington St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

4 Bedroom, 3 Bath Home for Rent

Available Now

209 N Washington St

WinchesterVA22601
property at 346 Gray Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

346 Gray Ave

WinchesterVA22601
property at 619 S Cameron St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Townhome for Rent

Available Now

619 S Cameron St

WinchesterVA22601

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 30 W Germain St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Townhome for Rent

Available Now

30 W Germain St

WinchesterVA22601
property at 615 S Braddock St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Now

615 S Braddock St

WinchesterVA22601
property at 703 S Loudoun St

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2.5 Bath Home for Rent

Available Now

703 S Loudoun St

WinchesterVA22601
property at 31 E Germain St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 2 Bath Home for Rent

Available Now

31 E Germain St

WinchesterVA22601
property at 502 N Loudoun St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

502 N Loudoun St

WinchesterVA22601
property at 712 S Cameron St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

3 Bedroom, 1 Bath Home for Rent

Available Oct 1

712 S Cameron St

WinchesterVA22601
property at 332 Shawnee Ave

$2,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495

4 Bedroom, 2 Bath Home for Rent

Available Aug 1

332 Shawnee Ave

WinchesterVA22601
property at 916 S Loudoun St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

3 Bedroom, 2.5 Bath Home for Rent

Available Now

916 S Loudoun St

WinchesterVA22601

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.

property at 1001 S Cameron St

$1,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

1001 S Cameron St

WinchesterVA22601
property at 352 Shenandoah Ave

$1,795

Total Monthly Price

Total Monthly Price

Base Rent
$1,795

Total Monthly Price
$1,795

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

352 Shenandoah Ave

WinchesterVA22601
property at 668 Virginia Ave

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695

Total Monthly Price
$1,695

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

668 Virginia Ave

WinchesterVA22601
property at 15 N Purcell Ave

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695

Total Monthly Price
$1,695

3 Bedroom, 1 Bath Home for Rent

Available Now

15 N Purcell Ave

WinchesterVA22601
property at 621 Patterson Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 2.5 Bath Home for Rent

Available Now

621 Patterson Ave

WinchesterVA22601
property at 629 Watson Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 1.5 Bath Home for Rent

Available Now

629 Watson Ave

WinchesterVA22601
property at 1112 Opequon Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

3 Bedroom, 1 Bath Home for Rent

Available Now

1112 Opequon Ave

WinchesterVA22601
property at 513 Jefferson St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

4 Bedroom, 4 Bath Home for Rent

Available Now

513 Jefferson St

WinchesterVA22601

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

property at 122 Morningside Dr

$2,149

Total Monthly Price

Total Monthly Price

Base Rent
$2,149

Total Monthly Price
$2,149

3 Bedroom, 1 Bath Home for Rent

Available Now

122 Morningside Dr

WinchesterVA22601
property at 1817 Henry Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1817 Henry Ave

WinchesterVA22601
property at 1839 Henry Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1839 Henry Ave

WinchesterVA22601
property at 550 N Loudoun St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

550 N Loudoun St, Unit 1

550 N Loudoun St
WinchesterVA22601
property at 314 E Piccadilly St

$2,225

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,225

Total Monthly Price
$2,225

3 Bedroom, 2 Bath Townhome for Rent

Available Now

314 E Piccadilly St

WinchesterVA22601
property at 312 E Piccadilly St

$2,225

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,225

Total Monthly Price
$2,225

3 Bedroom, 2 Bath Townhome for Rent

Available Now

312 E Piccadilly St

WinchesterVA22601
property at 619 S Cameron St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

619 S Cameron St, Unit 2

619 S Cameron St
WinchesterVA22601
property at 21 S Stewart St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

21 S Stewart St, Unit 4

21 S Stewart St
WinchesterVA22601

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 21 S Stewart St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

21 S Stewart St

WinchesterVA22601

Old Town, Winchester, VA Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

Read Article
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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

Read Article
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Real 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 Article
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Quick 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.

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Pet Friendly Lifestyle
Old Town, Winchester, VA

Ranked #7

Among cities in Virginia for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Old Town

What type of rentals are currently available in Old Town?

There are currently 64 Apartments for Rent in Old Town, VA with pricing that ranges from $1,200 to $2,600. There are also 34 Single Family Homes for rent, Condos, and Townhome rentals currently available in Old Town ranging from $750 to $3,700.

What is the current price range for Rental Homes in Old Town?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Old Town ranges from $750 to $3,700 with an average monthly rent of $1,982.

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

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.

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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.