936 Russell Rd
WestfieldMA01085
Cheap Homes for Rent in Chester, MA from $600 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
108 E Housatonic St
PittsfieldMA01201
22 Clark St
HolyokeMA01040
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.
131 Center St
HolyokeMA01040
72 Lyman St
South HadleyMA01075
111 Benedict Rd
PittsfieldMA01201
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.
105 Nonotuck St
HolyokeMA01040
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Chester, MA Local Guide
Clam Chowder by Foodista is licensed under CC BY 2.0
How much does it cost to rent a home in Chester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chester 2 Bedroom Homes for Rent | $2,000 | $1,550 | $2,350 |
| Chester 3 Bedroom Homes for Rent | $3,063 | $1,800 | $10,000+ |
| Chester 4 Bedroom Homes for Rent | $3,482 | $2,195 | $4,200 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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 Hilltop Garden Apartments in the Downtown Holyoke neighborhood priced from $995. 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 |
|---|---|---|---|
| Hilltop Garden Apartments | Studio | Studio,1BA | $995 |
| Valley View Apartments | Studio | Studio,1BA | $1,095 |
| University Crossing | 2 bed 1 Bath Income Restricted | 2BR,1BA | $1,240 |
Best Value Apartments for Rent in Chester, MA and Nearby
As of March 11, 2026 the best value apartment in the Chester area is the $1.76 price per square foot 3 Bed 2 Bath Model at University Crossing in the in the Amherst Center neighborhood starting from $2,099. The second greatest value Chester apartment is the 3 Bedroom/ 1.5 Bath Model at Hathaway Farms Townhomes at Northampton starting at $2,873 with a $2.57 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 | $1.76 |
| Hathaway Farms Townhomes at Northampton | 3 Bedroom/ 1.5 Bath | 3BR,1.5BA | $2.57 |
| Brookview Townhomes | 2 Bedroom | 2BR,1.5BA | $2.00 |
| Longhill Gardens | 2 Bedroom | 2BR,1BA | $2.14 |
| Dale House | Barclay | 2BR,1BA | $1.64 |
| Westwood Court Townhouses | Two Bedroom 1.5 Bath | 2BR,1.5BA | $1.99 |
| Forge | 1 Bedroom | 1BR,1BA | $1.97 |
| Lenox Schoolhouse Apartments | Large Studio 55 and Older | Studio ,1BA | $2.13 |
| Mall Apartments | 1 BR | 1BR,1BA | $2.46 |
| Riverboat Village | One Bedroom | 1BR,1BA | $2.75 |
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 Article
The 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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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 52 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 $625 to $13,000.
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 $625 to $13,000 with an average monthly rent of $2,458.
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 $1,800 to $13,000. Four Bedroom Single-Family rentals are also available starting from $2,195 and Four Bedroom Apartments start at $3,028.
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
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.