Cheap Homes for Rent in Chestnut Hill, MA from $900 (302 Rentals)

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property at 48 Allston St

48 Allston St, Unit 2

48 Allston St
BostonMA02134

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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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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property at 76 Easton St

76 Easton St

BostonMA02134

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

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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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Chestnut Hill, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill, MA and Nearby

As of September 23, 2025 the best value apartment in the Chestnut Hill area is the $0.19 price per square foot 592 Cambridge St Model at 592 Cambridge St, Unit 11 in the in the St. Elizabeth's neighborhood starting from $1,895. The second greatest value Chestnut Hill apartment is the 64 Woodstock Ave Model at 64 Woodstock Ave, Unit 4 starting at $1,895 with a $0.19 price per square foot in the St. Elizabeth's neighborhood. Here is today’s list of the best values for Chestnut Hill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
592 Cambridge St, Unit 11592 Cambridge StStudio ,1BA$0.19
64 Woodstock Ave, Unit 464 Woodstock AveStudio ,1BA$0.19
28 Quint Ave, Unit 1628 Quint AveStudio ,1BA$0.19
7 Barrows St, Unit 7B7 Barrows StStudio ,1BA$0.19
90 Brainerd Rd, Unit 690 Brainerd RdStudio ,1BA$0.19
166 Kelton St, Unit 36166 Kelton StStudio ,1BA$0.19
99 Warren St, Unit 1699 Warren StStudio ,1BA$0.17
1440 Commonwealth Ave, Unit 121440 Commonwealth AveStudio ,1BA$0.19
15 Higgins St, Unit A15 Higgins St1BR,1BA$0.18
38 Linden St38 Linden StStudio ,1BA$0.17

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

Explore Chestnut Hill, MA Rentals by Map

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See the most popular apartments and homes in Chestnut Hill, MA

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 5130 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4118 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $40,000.

What is the current price range for Rental Homes in Chestnut Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $900 to $40,000 with an average monthly rent of $4,116.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,000 to $14,817, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,400.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.