2 Bedroom Apartments for Rent in Chester, MA (39 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.

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.

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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

property at 15 Vernon St

15 Vernon St

HolyokeMA01040

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Summit Place Apartments
2 Bedroom Apartments

Summit Place Apartments

7 Upper Church StWest Springfield, MA 01089
  • Utilities Included
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Lansdowne Place
2 Bedroom Apartments

Lansdowne Place

38 Thomas StWestfield, MA 01085
  • Smoke Free

Chester, MA Local Guide

Largest Available Chester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Chester, MA is found at Devonshire Place Apartments in the Downtown Holyoke neighborhood and is 1,175 square feet priced from $2,195. Kenlee Gardens in the Boston Road neighborhood has the second largest 2 Bedroom, which is sized at 980 square feet and currently listed start at $1,850. Here is today’s list of the largest available 2 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
Devonshire Place Apartments1,175 Sq Ft$2,195
Kenlee Gardens26-1L980 Sq Ft$1,850
Brookview Townhomes2 Bedroom900 Sq Ft$1,800
Longhill Gardens2 Bedroom864 Sq Ft$1,700
Dale HouseBarclay850 Sq Ft$1,395
Westwood Court TownhousesTwo Bedroom 1.5 Bath850 Sq Ft$1,700
Oakwood Terrace2 Beds, 1.5 baths850 Sq Ft$1,650
Cumberland Homes2 Bedroom793 Sq Ft$1,327
The WillowsThe Valley775 Sq Ft$1,872
Valley View ApartmentsTwo Bedroom725 Sq Ft$1,595

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of May 22, 2025 the lowest priced 2 Bedroom apartment unit in Chester, MA is the 2 Bedroom Model starting from $1,327 at Cumberland Homes in the Forest Park neighborhood. The second most affordable Chester 2 Bedroom is the Barclay Model at Dale House starting at $1,395 in the Boston Road neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $1,910. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Cumberland Homes2 Bedroom$1,327
Dale HouseBarclay$1,395
Valley View ApartmentsTwo Bedroom$1,595
Oakwood Terrace2 Beds, 1.5 baths$1,650
Westwood Court TownhousesTwo Bedroom 1.5 Bath$1,700
Longhill Gardens2 Bedroom$1,700
Elizabeth ManorTwo Bedroom$1,750
Brookview Townhomes2 Bedroom$1,800
Devonshire Place ApartmentsFloor Plan B$1,850
Kenlee Gardens28-1R$1,850

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Explore Chester, MA Rentals by Map

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Getting Around Chester, MA

Walk Score®

20 / 100

Car-Dependent

Almost all errands require a car

Bike Score®

16 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about 2 Bedroom Chester Apartments

What is the Cheapest apartment in Chester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Chester is at Cumberland Homes listed at $1,327.

How much is the average rent for a 2 Bedroom Chester Apartment?

The average rent for a 2 Bedroom Apartment in Chester is $1,910.

What is the largest available 2 Bedroom Chester Apartment for rent?

Today's apartment with the most square footage in Chester is a 1,175 square feet unit starting from $2,195 at Devonshire Place Apartments.

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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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.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

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As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.