
Cheap Homes for Rent in Chester, MA from $1,600 (9 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.


42R Jefferson St

193 Beech St

74 Linden St
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.

270 Walnut St

80 Damon Rd

77 Cranston St

42 Montgomery St
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.

51 1/2 Hatfield St
Chester, MA Local Guide

How much does it cost to rent a home in Chester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chester 2 Bedroom Homes for Rent | $2,320 | $1,600 | $3,500 |
| Chester 3 Bedroom Homes for Rent | $2,654 | $1,990 | $4,000 |
| Chester 4 Bedroom Homes for Rent | $3,855 | $2,195 | $7,500 |
| Chester 5 Bedroom Homes for Rent | $2,250 | $2,250 | $2,250 |
Browse Top Homes for Rent in Chester
Explore Chester
Chester, MA Local Guide
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Cheapest Available Chester Apartments for Rent and Nearby
 The cheapest available apartment rental in Chester, MA is a Studio unit found at Mall Apartments in the East Springfield neighborhood priced from $1,095. Valley View Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,095. Here is today’s list of the most affordable Chester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Mall Apartments | Studio | Studio,1BA | $1,095 |
| Valley View Apartments | Studio | Studio,1BA | $1,095 |
| The Residences on Appleton, A 55+ Community | Studio - Income Restricted | Studio,1BA | $1,162 |
Best Value Apartments for Rent in Chester, MA and Nearby
As of December 28, 2025 the best value apartment in the Chester area is the $1.91 price per square foot 3 Bed 2 Bath Model at University Crossing in the in the Amherst Center neighborhood starting from $2,275. The second greatest value Chester apartment is the 2BR/1.0BA Model at 7 North Street, Pittsfield MA starting at $1,625 with a $1.59 price per square foot . Here is today’s list of the best values for Chester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| University Crossing | 3 Bed 2 Bath | 3BR,2BA | $1.91 |
| 7 North Street, Pittsfield MA | 2BR/1.0BA | 2BR,1BA | $1.59 |
| Laurel Ridge | 2 BEDROOM | 2BR,1BA | $2.21 |
| Brookview Townhomes | 2 Bedroom | 2BR,1.5BA | $2.00 |
| Partridge Hollow | 2 Bedroom | 2BR,1BA | $1.91 |
| Westwood Court Townhouses | Two Bedroom 1.5 Bath | 2BR,1.5BA | $1.99 |
| Dale House | Barclay | 2BR,1BA | $1.64 |
| Forge | 1 Bedroom | 1BR,1BA | $1.97 |
| Lenox Schoolhouse Apartments | Large Studio 55 and Older | Studio ,1BA | $2.13 |
| The Residences on Appleton, A 55+ Community | Studio - Income Restricted | Studio ,1BA | $2.18 |
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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
Read ArticleQuick Rent Budget Calculator
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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!
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See the most popular apartments and homes in Chester, MA
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 51 Apartments for Rent in Chester, MA with pricing that ranges from $895 to $3,447. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,600 to $7,500.
What is the current price range for Rental Homes in Chester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chester ranges from $1,600 to $7,500 with an average monthly rent of $2,769.
How much are larger Three and Four Bedroom Rentals in Chester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chester range from $1,481 to $3,447, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,990 to $4,000. Four Bedroom Single-Family rentals are also available starting from $2,195 and Four Bedroom Apartments start at $2,550.
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 to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!