Cheap Homes for Rent in Chester, MA from $1,100 (8 Rentals)

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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 15 Vernon St

15 Vernon St

HolyokeMA01040

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.

Chester, MA Local Guide

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 $1,015. Valley View Apartments in the Downtown Holyoke neighborhood 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 ListingModel NameBed/BathPriced From
Lenox Schoolhouse ApartmentsLarge Studio 55 and OlderStudio,1BA$1,015
Valley View ApartmentsStudioStudio,1BA$1,095
Mall ApartmentsstudioStudio,1BA$1,195

Best Value Apartments for Rent in Chester, MA and Nearby

As of June 03, 2025 the best value apartment in the Chester area is the $1.73 price per square foot Three Bedroom Model at Riverboat Village in the starting from $2,250. The second greatest value Chester apartment is the Floor Plan B Model at Devonshire Place Apartments starting at $1,850 with a $1.79 price per square foot in the Downtown Holyoke neighborhood. Here is today’s list of the best values for Chester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Riverboat VillageThree Bedroom3BR,2BA$1.73
Devonshire Place ApartmentsFloor Plan B2BR,2BA$1.79
Kenlee Gardens26-1L2BR,1BA$2.32
Brookview Townhomes2 Bedroom2BR,1.5BA$2.00
Dale HouseBarclay2BR,1BA$1.64
Oakwood Terrace2 Beds, 1.5 baths2BR,1.5BA$1.94
Westwood Court TownhousesTwo Bedroom 1.5 Bath2BR,1.5BA$2.00
Forge1 Bedroom1BR,1BA$1.97
Lenox Schoolhouse ApartmentsLarge Studio 55 and OlderStudio ,1BA$1.67
Hilltop Garden ApartmentsOne Bedroom1BR,1BA$1.99

Quick Rent Budget Calculator

How much rent can you afford?

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.

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Frequently Asked Questions about Chester

What type of rentals are currently available in Chester?

There are currently 48 Apartments for Rent in Chester, MA with pricing that ranges from $895 to $5,285. There are also 33 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,190 to $6,800.

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 $1,190 to $6,800 with an average monthly rent of $2,400.

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 $5,285, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $4,500. Four Bedroom Single-Family rentals are also available starting from $2,200 and Four Bedroom Apartments start at $3,238.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.