Luxury Homes for Rent in Chesapeake, VA (65 Rentals)

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The most luxurious Homes in Chesapeake with high-end amenities, features, and finishes.

property at 1316 22nd St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 3 Bath Home for Rent

Available Now

1316 22nd St

ChesapeakeVA23324
property at 1021 Wynngate Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

4 Bedroom, 2 Bath Home for Rent

Available Jun 1

1021 Wynngate Dr

ChesapeakeVA23320
property at 553 Fernwood Farms Rd

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 2 Bath Home for Rent

Available Now

553 Fernwood Farms Rd

ChesapeakeVA23320
property at 1243 Jadens Way

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 2.5 Bath Townhome for Rent

Available Jun 1

1243 Jadens Way

ChesapeakeVA23320
property at 1061 St Julian Dr

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

4 Bedroom, 2 Bath Home for Rent

Available Now

1061 St Julian Dr

ChesapeakeVA23323
property at 606 Muddy Creek Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 2.5 Bath Townhome for Rent

Available Jun 1

606 Muddy Creek Rd

ChesapeakeVA23324
property at 846 Drawbridge Dr

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 2 Bath Home for Rent

Available Now

846 Drawbridge Dr

ChesapeakeVA23323
property at 400 Kemp Ln

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

4 Bedroom, 2.5 Bath Home for Rent

Available Now

400 Kemp Ln

ChesapeakeVA23325
property at 3533 Bernies Ct N

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

4 Bedroom, 2.5 Bath Home for Rent

Available Jun 29

3533 Bernies Ct N

ChesapeakeVA23321

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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.

property at 505 Lynnfield Rd

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

4 Bedroom, 2.5 Bath Home for Rent

Available Jul 1

505 Lynnfield Rd

ChesapeakeVA23323
property at 4314 Midhurst Ln

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

4 Bedroom, 2.5 Bath Townhome for Rent

Available Now

4314 Midhurst Ln

ChesapeakeVA23321
property at 605 Mill Creek Pkwy

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

3 Bedroom, 2.5 Bath Townhome for Rent

Available Jul 10

605 Mill Creek Pkwy

ChesapeakeVA23323
property at 4629 Hunting Wood Rd

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

4629 Hunting Wood Rd

ChesapeakeVA23321
property at 1503 Freeman Ave

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

5 Bedroom, 2 Bath Home for Rent

Available Now

1503 Freeman Ave

ChesapeakeVA23324
property at 2208 Tennessee Dr

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

4 Bedroom, 2.5 Bath Home for Rent

Available Now

2208 Tennessee Dr

ChesapeakeVA23323
property at 3135 Patrick Henry Dr

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

3 Bedroom, 2.5 Bath Home for Rent

Available Now

3135 Patrick Henry Dr

ChesapeakeVA23323
property at 1208 Point Reel Rd

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

3 Bedroom, 2 Bath Home for Rent

Available Now

1208 Point Reel Rd

ChesapeakeVA23325

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 2020 Broadmoor Ave

$2,710

Total Monthly Price

Total Monthly Price

Base Rent
$2,710

Total Monthly Price
$2,710

4 Bedroom, 2.5 Bath Home for Rent

Available Jun 8

2020 Broadmoor Ave

ChesapeakeVA23323
property at 516 Abelia Way

$2,795

Total Monthly Price

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

3 Bedroom, 2.5 Bath Home for Rent

Available Now

516 Abelia Way

ChesapeakeVA23322
property at 127 Repose Ln

$2,895

Total Monthly Price

Total Monthly Price

Base Rent
$2,895

Total Monthly Price
$2,895

3 Bedroom, 2.5 Bath Condo for Rent

Available Jun 15

127 Repose Ln

ChesapeakeVA23320
property at 204 Knell's Ridge Dr

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

4 Bedroom, 2.5 Bath Home for Rent

Available Now

204 Knell's Ridge Dr

ChesapeakeVA23320
property at 521 Windward Dr

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

3 Bedroom, 2.5 Bath Home for Rent

Available Now

521 Windward Dr

ChesapeakeVA23320
property at 509 Bowling Green Ct

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

3 Bedroom, 2.5 Bath Home for Rent

Available Now

509 Bowling Green Ct

ChesapeakeVA23320
property at 340 Briarfield Dr

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

4 Bedroom, 3.5 Bath Home for Rent

Available Now

340 Briarfield Dr

ChesapeakeVA23322
property at 1819 Honey Milk Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

4 Bedroom, 2.5 Bath Home for Rent

Available Jul 30

1819 Honey Milk Rd

ChesapeakeVA23323
property at 1304 Canal Dr

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

4 Bedroom, 3 Bath Home for Rent

Available Now

1304 Canal Dr

ChesapeakeVA23323
property at 109 Bishops Ct

$3,195

Total Monthly Price

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

4 Bedroom, 2.5 Bath Home for Rent

Available Now

109 Bishops Ct

ChesapeakeVA23323

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 700 Middle Rdg Dr

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 2.5 Bath Home for Rent

Available Jul 10

700 Middle Rdg Dr

ChesapeakeVA23322
property at 3156 Sybilla St

$3,250

Total Monthly Price

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

5 Bedroom, 2.5 Bath Home for Rent

Available Jul 1

3156 Sybilla St

ChesapeakeVA23323
property at 3203 Hearring Way

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

5 Bedroom, 2.5 Bath Home for Rent

Available Jun 1

3203 Hearring Way

ChesapeakeVA23323
property at 608 Ringtail Ct

$3,850

Total Monthly Price

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

5 Bedroom, 2.5 Bath Home for Rent

Available Jul 27

608 Ringtail Ct

ChesapeakeVA23323
property at 312 Maycox Ln

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

5 Bedroom, 4 Bath Home for Rent

Available Jun 1

312 Maycox Ln

ChesapeakeVA23322
property at 1456 Eddystone Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

4 Bedroom, 2 Bath Home for Rent

Available Now

1456 Eddystone Dr

Virginia BeachVA23464
property at 1440 Lasalle Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

4 Bedroom, 2 Bath Home for Rent

Available Now

1440 Lasalle Ave

PortsmouthVA23704
property at 1029 Naval Ave

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1.5 Bath Home for Rent

Available Now

1029 Naval Ave

PortsmouthVA23704
property at 108 Marcy St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

4 Bedroom, 3 Bath Home for Rent

Available Now

108 Marcy St

PortsmouthVA23701
property at 1009 Elkin St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

1009 Elkin St

NorfolkVA23523
property at 2700 Myrtle Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 3 Bath Home for Rent

Available Now

2700 Myrtle Ave

NorfolkVA23504
property at 8233 Lee Hall Ave

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

4 Bedroom, 3 Bath Home for Rent

Available Now

8233 Lee Hall Ave

SuffolkVA23435
property at 5617 Freewill Ln

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

3 Bedroom, 2.5 Bath Home for Rent

Available Jul 8

5617 Freewill Ln

Virginia BeachVA23464
property at 1217 Lakeview Dr

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

4 Bedroom, 2 Bath Home for Rent

Available Jul 1

1217 Lakeview Dr

PortsmouthVA23701
property at 415 Saint Pauls Blvd

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 2 Bath Condo for Rent

Available Jun 1

415 Saint Pauls Blvd, Unit 306, Unit 306

415 Saint Pauls Blvd
NorfolkVA23510
property at 5036 Glenwood Way

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

3 Bedroom, 2.5 Bath Home for Rent

Available Now

5036 Glenwood Way

Virginia BeachVA23456
property at 2112 Catworth Dr

$2,655

Total Monthly Price

Total Monthly Price

Base Rent
$2,655

Total Monthly Price
$2,655

3 Bedroom, 2.5 Bath Home for Rent

Available Now

2112 Catworth Dr

Virginia BeachVA23456
property at 1548 Beachview Dr

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

4 Bedroom, 2 Bath Home for Rent

Available Jul 1

1548 Beachview Dr

Virginia BeachVA23464

Chesapeake, VA Local Guide

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.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chesapeake, VA Rentals by Map

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Frequently Asked Questions about Chesapeake

What type of rentals are currently available in Chesapeake?

There are currently 405 Apartments for Rent in Chesapeake, VA with pricing that ranges from $875 to $5,862. There are also 176 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chesapeake ranging from $750 to $4,200.

What is the current price range for Rental Homes in Chesapeake?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chesapeake ranges from $750 to $4,200 with an average monthly rent of $2,244.

How much are larger Three and Four Bedroom Rentals in Chesapeake?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chesapeake range from $1,075 to $5,862, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $3,300. Four Bedroom Single-Family rentals are also available starting from $1,795 and Four Bedroom Apartments start at $1,915.

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

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

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.