Luxury Apartments for Rent near Chester, MA (29 Rentals)

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The most luxurious Apartments in Chester with high-end amenities, features, and finishes.

property at 157 Sycamore St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

157 Sycamore St

HolyokeMA01040
property at 72 Lyman St

$2,795

Total Monthly Price

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

3 Bedroom, 1 Bath Condo for Rent

Available Oct 1

72 Lyman St

South HadleyMA01075
property at 90 Allengate Ave

$2,795

Total Monthly Price

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

3 Bedroom, 1 Bath Home for Rent

Available Now

90 Allengate Ave

PittsfieldMA01201
property at 37 Middle St

$2,795

Total Monthly Price

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

3 Bedroom, 1 Bath Condo for Rent

Available Now

37 Middle St

HadleyMA01035
property at 398 Elm St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1 Bath Home for Rent

Available Now

398 Elm St

PittsfieldMA01201

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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.

property at 11 Dartmouth St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 2 Bath Home for Rent

Available Now

11 Dartmouth St

PittsfieldMA01201
property at 237 Bridge St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

4 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

237 Bridge St

NorthamptonMA01060
property at 54 E Silver St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

54 E Silver St

WestfieldMA01085
property at 65 Spadina Pkwy

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

3 Bedroom, 1.5 Bath Home for Rent

Available Aug 15

65 Spadina Pkwy

PittsfieldMA01201
property at 11 Silver St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 2 Bath Home for Rent

Available Now

11 Silver St

South HadleyMA01075
property at 135 Morningview Dr

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1.5 Bath Home for Rent

Available Now

135 Morningview Dr

PittsfieldMA01201
property at 12 Hadley St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 2 Bath Home for Rent

Available Now

12 Hadley St

South HadleyMA01075

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

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property at 1197 Ratley Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2.5 Bath Home for Rent

Available Now

1197 Ratley Rd

SuffieldCT06093
property at 38 Round Hill Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 2 Bath Home for Rent

Available Aug 15

38 Round Hill Rd

NorthamptonMA01060
property at 138 Pine Grove Dr

$3,245

Total Monthly Price

Total Monthly Price

Base Rent
$3,245

Total Monthly Price
$3,245

3 Bedroom, 2 Bath Home for Rent

Available Aug 15

138 Pine Grove Dr

PittsfieldMA01201
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68 Kemble St
2 Bedroom Apartments

68 Kemble St

68 Kemble StLenox, MA 01240
property at 10 Brenan St

$3,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

4 Bedroom, 2 Bath Home for Rent

Available Now

10 Brenan St

HolyokeMA01040
property at 30 School St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1.5 Bath Home for Rent

Available Now

30 School St

DaltonMA01226
property at 61 Woodlawn Ave

$4,250

Total Monthly Price

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

4 Bedroom, 2 Bath Home for Rent

Available Now

61 Woodlawn Ave

NorthamptonMA01060

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property at 61 Kelly Ln

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 1.5 Bath Home for Rent

Available Now

61 Kelly Ln

GranbyCT06035
property at 174 Russell St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

6 Bedroom, 2 Bath Home for Rent

Available Now

174 Russell St

HadleyMA01035
property at 177 Springfield St

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

6 Bedroom, 4 Bath Home for Rent

Available Now

177 Springfield St

SpringfieldMA01107
property at 320 Lakeshore Dr

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 4 Bath Home for Rent

Available Now

320 Lakeshore Dr

SandisfieldMA01255
property at 15 Goodrich St

$10,000

Total Monthly Price

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

1 Bedroom, 2 Bath Home for Rent

Available Now

15 Goodrich St

StockbridgeMA01262
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60 Prince Street
Studio to 2 Bedroom Apartments

60 Prince Street

60 Prince StNorthampton, MA 01060
  • Utilities Included

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.

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343 Main St
1 Bedroom Apartments

343 Main St

343 Main StGreat Barrington, MA 01230

Chester, MA Local Guide

Real 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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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chester, MA Rentals by Map

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Frequently Asked Questions about Chester

How much are Studio apartments in Chester?

There are currently 15 Studio Apartments in Chester with rent ranges from $1,175 to $1,539 with an average price of $1,316.

What is the current price range for One Bedroom Chester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chester ranges from $1,096 to $2,171 with an average monthly rent of $1,630.

What does renting a Two Bedroom Apartment in Chester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $1,100 to $2,718. Today's average rental price for Two Bedrooms here is $1,975.

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

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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.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.