Apartments for Rent with Specials in Chester, MD (13 Rentals)

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Apartments in Chester with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

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The Promenade
Rent Specials
$1,879 - $2,590Special Offer
1 Month Free One month FREE* $50 OFF market rent* $500 OFF first month* No app fee* *Restrictions apply. Select homes only. Exp. 7/31/26.
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The Promenade

800 Abruzzi DrChester, MD 21619
Furnished
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  • Utilities Included
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Annapolis Bay
Rent Specials
$1,948 - $3,853Special Offer
Specials Receive 1 month free on any apartment home. Plus, we’ll waive your $250 amenity fee regardless of your move-in date.* Specials vali
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Annapolis Bay

721 S Cherry Grove AveAnnapolis, MD 21401
Corporate Housing
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Maris
Rent Specials
$2,081 - $4,777
Total Monthly Price

Total Monthly Price

Base Rent
$2,081 - $4,777

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Maris

2445 Holly AveAnnapolis, MD 21401
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The Ashberry
Rent Specials
$2,008 - $2,549Special Offer
Discounts $500 Off Your First Month's Rent - Limited Time - Move in by August 8th and receive $500 off your first month's rent on select apa
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The Ashberry

8017 Ashberry LnPasadena, MD 21122
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Nautilus Point
Rent Specials
$1,757 - $4,217Special Offer
Discounts Beat the Heat. Cool Savings Await! $500 OFF Your First Month's Rent PLUS Look & Lease within 48 Hours for Even More Savings! *Rest
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Nautilus Point

655 Americana DrAnnapolis, MD 21403
Corporate Housing
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  • Customer Reviewed
  • 3D Tour

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.

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Stone Point Apartments
Rent Specials
$2,215 - $4,275
Total Monthly Price

Total Monthly Price

Base Rent
$2,215 - $4,275

Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Stone Point Apartments

116 Stone Point DrAnnapolis, MD 21401
Student Housing
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  • Utilities Included
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Aventon Annapolis
Rent Specials
$2,125 - $4,563
Total Monthly Price

Total Monthly Price

Base Rent
$2,125 - $4,563

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Aventon Annapolis

2553 Riva RdAnnapolis, MD 21401
Luxury
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Westwinds Apartments
Rent Specials
$1,845 - $6,729Special Offer
Discounts $1,000 off the 1st month when you move-in by July 31st*! *Select homes, restrictions apply, subject to change, limited time. Apply
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Westwinds Apartments

1029 Spa RdAnnapolis, MD 21403
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The Laura House
Rent Specials
$1,950 - $2,100Special Offer
Specials Enjoy comfortable living, a welcoming community, and a limited-time bonus just for choosing us as your new home. Sign a lease and m
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The Laura House

521 August StEaston, MD 21601
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  • Utilities Included
  • Smoke Free

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.

Chester, MD Local Guide

Top Apartments in Chester, MD with Move-In Specials Ending Soon

Specials updated: 07-11-2026

Take advantage of these move-in and rent specials that are ending soon for top Chester, MD apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

The Promenade

One month FREE* $50 OFF market rent* $500 OFF first month* No app fee* *Restrictions apply. Select homes only. Exp. 7/31/26.Expires 07-12-2026

Newly Listed Move-In Specials offers for Apartments in Chester, MD

Specials updated: 07-11-2026

Here are the most recently added special offers for renters looking to find the best deals on apartments in Chester, MD. Be sure to take advantage of some of the area’s top offers.

The Promenade

One month FREE* $50 OFF market rent* $500 OFF first month* No app fee* *Restrictions apply. Select homes only. Exp. 7/31/26.Expires 07-12-2026

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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Location, Location, Location!

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Frequently Asked Questions about Rent Specials Chester Apartments

What is the Cheapest Rent Specials apartment in Chester?

Currently the most affordable Rent Specials Apartment in Chester is at Nautilus Point listed at $1,757.

How much is the average rent for a Rent Specials Chester Apartment?

The average rent for a Rent Specials Apartment in Chester is $3,010.

What is the largest Rent Specials Chester Apartment for rent?

Today's Rent Specials apartment with the most square footage in Chester is a 1,997 square feet unit starting from $2,215 at Stone Point Apartments.

What is the average size for Chester Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Chester is currently at 674 sq ft.

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.

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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.