Pet Friendly Apartments for Rent in Chester, MA (34 Rentals)

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Apartments for rent in Chester that love your dogs or cats as much as you do!

property at 10 Baker Ave

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

5 Bedroom, 1 Bath Home for Rent

Available Now

10 Baker Ave

ChesterMA01011
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The Willows
Rent Specials
$2,014
Total Monthly Price

Total Monthly Price

Base Rent
$2,014

Total Monthly Price
$2,014
1 to 2 Bedroom Apartments Available Now

The Willows

19 Lockhouse RdWestfield, MA 01085
Student Housing
  • Verified
  • Customer Reviewed
  • 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.

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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Chicopee Village Townhomes
Rent Specials
$1,096 - $1,481
Total Monthly Price

Total Monthly Price

Base Rent
$1,096 - $1,481

Total Monthly Price
$1,096 - $1,481
1 to 3 Bedroom Apartments Contact Us For Availability

Chicopee Village Townhomes

68 Eastern DrChicopee, MA 01013
  • Verified
  • Customer Reviewed
  • Low Income
property at 77 Cranston St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

3 Bedroom, 1 Bath Townhome for Rent

Available Now

77 Cranston St

WestfieldMA01085
property at 123-125 Williams 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 Jan 1, 2026

123-125 Williams St

NorthamptonMA01060
property at 16 Winslow Ave

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

3 Bedroom, 2 Bath Home for Rent

Available Mar 1, 2026

16 Winslow Ave

NorthamptonMA01062
property at 104 Underwood Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1.25 Bath Home for Rent

Available Jan 1, 2026

104 Underwood Rd

Great BarringtonMA01230
property at 25 Maple St

$1,625

Total Monthly Price

Total Monthly Price

Base Rent
$1,625

Total Monthly Price
$1,625

2 Bedroom, 1 Bath Home for Rent

Available Now

25 Maple St

South HadleyMA01075
property at 130 West St

$3,895

Total Monthly Price

Total Monthly Price

Base Rent
$3,895

Total Monthly Price
$3,895

4 Bedroom, 1 Bath Condo for Rent

Available Aug 1, 2026

130 West St

HadleyMA01035
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Lansdowne Place
1 to 2 Bedroom Apartments

Lansdowne Place

38 Thomas StWestfield, MA 01085
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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.

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465 Chapel St
Studio to 1 Bedroom Apartments

465 Chapel St

465 Chapel StLee, MA 01238
  • Utilities Included
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60 Prince Street
Studio to 2 Bedroom Apartments

60 Prince Street

60 Prince StNorthampton, MA 01060
  • Utilities Included
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329 Beech St
1 Bedroom Apartments

329 Beech St

329 Beech StHolyoke, MA 01040

Chester, MA Local Guide

Cheapest Pet Friendly Apartment Rentals in Chester , MA and nearby

The lowest priced Chester apartment at a property that allows pets is the Studio Studio Model at Montcalm Heights Apartments in the Boston Road neighborhood starting from $1,370. The second cheapest Chester Pet Friendly apartment is the Barclay Model at Dale House, which is a 2 Beds starting at $1,395 in the East Springfield neighborhood. Here are the most affordable Pet Friendly Chester apartments.

Apartment ListingModel NamePriced From
Montcalm Heights ApartmentsStudio$1,370
Dale HouseBarclay$1,395
Beacon SquareThe Classic$1,477
Devonshire Place ApartmentsFloor Plan E$1,595
Westwood Court TownhousesTwo Bedroom 1.5 Bath$1,695
Brookview Townhomes2 Bedroom$1,800
Edgewood CourtThe Willow$1,841
The WillowsThe Valley$2,014
Southwood AcresThe Woodhaven$2,024
Hathaway Farms Townhomes at Northampton2 Bedroom/ 1 Bath$2,329

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.

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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.

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Cash 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.

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

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Frequently Asked Questions about Pet Friendly Chester Apartments

What is the Cheapest Pet Friendly apartment in Chester?

Currently the most affordable Pet Friendly Apartment in Chester is at The Residences on Appleton, A 55+ Community listed at $1,162.

How much is the average rent for a Pet Friendly Chester Apartment?

The average rent for a Pet Friendly Apartment in Chester is $1,731.

What is the largest Pet Friendly Chester Apartment for rent?

Today's Pet Friendly apartment with the most square footage in Chester is a 1,422 square feet unit starting from $1,750 at University Crossing.

What is the average size for Chester Pet Friendly Apartments for rent?

The average size for a Pet Friendly rental in Chester is currently at 656 sq ft.

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

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.