79 College St
South HadleyMA01075
Cheap Homes for Rent near Chester, MA from $1,095 (13 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
33 Spring St
South HadleyMA01075
7 Maple Crest Cir
HolyokeMA01040
33 Day Ave
WestfieldMA01085
11 Fowler St
WestfieldMA01085
83 Thomas St
ChicopeeMA01013
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
32 Maple Crest Cir
HolyokeMA01040
72 Lyman St
South HadleyMA01075
74 Barrett St
NorthamptonMA01060
555 Russell Rd
WestfieldMA01085
14 Franco Terrace
PittsfieldMA01201
34 Laurel St
HolyokeMA01040
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.
10 Scammell Ave
PittsfieldMA01201
Showing Results 1-13, Page 1 of 1
Chester, MA Local Guide
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How much does it cost to rent a home in Chester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chester 2 Bedroom Homes for Rent | $2,064 | $1,650 | $3,200 |
| Chester 3 Bedroom Homes for Rent | $2,747 | $2,000 | $4,600 |
| Chester 4 Bedroom Homes for Rent | $3,945 | $3,895 | $3,995 |
| Chester 5 Bedroom Homes for Rent | $4,796 | $4,000 | $4,995 |
| Chester 6 Bedroom Homes for Rent | $4,700 | $4,500 | $4,900 |
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 Lenox Schoolhouse Apartments priced from $1,082. 571 Chicopee St has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,100. Here is today’s list of the most affordable Chester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Lenox Schoolhouse Apartments | Large Studio 55 and Older | Studio,1BA | $1,082 |
| 571 Chicopee St | 2 Beds, 1 bath | 2BR,1BA | $1,100 |
| Hillcrest Arms Apartments | Studio | Studio,1BA | $1,175 |
| Mall Apartments | 0BR | Studio,1BA | $1,195 |
| Baystate Place | 1 Bedroom 1 Bath | 1BR,1BA | $1,344 |
Best Value Apartments for Rent in Chester, MA and Nearby
As of September 10, 2026 the best value apartment in the Chester area is the $1.86 price per square foot 3 Bedroom Model at Forge in the starting from $2,495. The second greatest value Chester apartment is the 3rd Floor Model at 55 Katharine St starting at $1,700 with a $1.42 price per square foot in the Downtown Westfield neighborhood. 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. |
|---|---|---|---|
| Forge | 3 Bedroom | 3BR,2BA | $1.86 |
| 55 Katharine St | 3rd Floor | 3BR,1BA | $1.42 |
| Edgewood Apartments | 2 Bedroom 1 Bathroom | 2BR,1BA | $1.81 |
| Brookview Townhomes | 2 Bedroom | 2BR,1.5BA | $2.11 |
| Longhill Gardens | 2 Bedroom | 2BR,1BA | $2.08 |
| Dale House | Barclay | 2BR,1BA | $1.94 |
| Olympia Manor | 2BR/1BA | 2BR,1BA | $2.00 |
| Maple Ridge Apartments | 2 Bedroom Sm | 2BR,1BA | $2.43 |
| Montcalm Heights Apartments | 1 Bedroom | 1BR,1BA | $2.52 |
| Lenox Schoolhouse Apartments | Large Studio 55 and Older | Studio ,1BA | $2.08 |
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
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleReal 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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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 55 Apartments for Rent in Chester, MA with pricing that ranges from $1,096 to $3,750. There are also 41 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,095 to $4,995.
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 $1,095 to $4,995 with an average monthly rent of $2,623.
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 $3,750, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $4,600. Four Bedroom Single-Family rentals are also available starting from $3,895 and Four Bedroom Apartments start at $3,053.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.