Cheap Homes for Rent in Chestnut Hill, MA from $900 (309 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Homes available for rent right now in Chestnut Hill.

property at 71 Fairbanks St

71 Fairbanks St

BostonMA02135
property at 22 Highgate St

22 Highgate St

BostonMA02134
Showing Results 1-50, Page 1 of 7

Chestnut Hill, MA Local Guide

Cheapest Available Chestnut Hill Apartments for Rent

 

The cheapest available apartment rental in Chestnut Hill, MA is a Studio unit found at 1459-1461 VFW Pky in the East Dedham neighborhood priced from $1,650. CHR Brookline - Coolidge Corner Communities in the Kendall Square neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,750. Here is today’s list of the most affordable Chestnut Hill apartments for rent:

Apartment ListingModel NameBed/BathPriced From
1459-1461 VFW PkyStudioStudio,1BA$1,650
CHR Brookline - Coolidge Corner CommunitiesHampton Court - Studio/1 BathStudio,1BA$1,750
Stony Brook VillageOne Bedroom1BR,1BA$1,752
176 Naples RdStudioStudio,1BA$1,775

Best Value Apartments for Rent in Chestnut Hill, MA

As of August 09, 2025 the best value apartment in the Chestnut Hill area is the $0.21 price per square foot 11 Snow St Model at 11 Snow St, Unit 2 in the in the St. Elizabeth's neighborhood starting from $2,100. The second greatest value Chestnut Hill apartment is the 1381 Commonwealth Ave Model at 1381 Commonwealth Ave, Unit B starting at $2,095 with a $0.21 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.
11 Snow St, Unit 211 Snow St1BR,1BA$0.21
1381 Commonwealth Ave, Unit B1381 Commonwealth Ave1BR,1BA$0.21
40 Gardner St, Unit A40 Gardner StStudio ,1BA$0.20
1669 Commonwealth Ave, Unit 221669 Commonwealth AveStudio ,1BA$0.20
29-31 Litchfield St, Unit #329-31 Litchfield St1BR,1BA$0.20
10 Chester St, Unit 410 Chester StStudio ,1BA$0.21
1620 Commonwealth Ave, Unit 321620 Commonwealth AveStudio ,1BA$0.20
22 Chiswick Rd, Unit 522 Chiswick RdStudio ,1BA$0.19
64 Woodstock Ave, Unit 564 Woodstock AveStudio ,1BA$0.20
22 Shepard St, Unit B22 Shepard St1BR,1BA$0.18

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.

decorative image of people with a giant lease agreement

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 8220 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $22,483. There are also 6208 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 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 $975 to $40,000 with an average monthly rent of $4,327.

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 $799 to $18,105, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,260 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $1,150.

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 The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.