Homes for Rent in Chestnut Hill, MA (4,188 Rentals) Page 56 of 84

How Many Bedrooms?Done
Select your price rangeDone
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
12 Dean Rd
$2,900
Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900
2 Bedroom Apartments Available Now

12 Dean Rd

12 Dean RdBrookline, MA 02445
Affordability
close
View Me
1440 Beacon St
$2,915
Total Monthly Price

Total Monthly Price

Base Rent
$2,900
Required Monthly Fees
$15

Total Monthly Price
$2,915
Studio Apartments Available May 6, 2026

1440 Beacon St

1440 Beacon StBrookline, MA 02446
Furnished
close
View Me
1440 Beacon St
$2,975
Total Monthly Price

Total Monthly Price

Base Rent
$2,960
Required Monthly Fees
$15

Total Monthly Price
$2,975
Studio Apartments Available Aug 4, 2026

1440 Beacon St

1440 Beacon StBrookline, MA 02446
Furnished
close
View Me
1440 Beacon St
$2,975
Total Monthly Price

Total Monthly Price

Base Rent
$2,960
Required Monthly Fees
$15

Total Monthly Price
$2,975
Studio Apartments Available Aug 4, 2026

1440 Beacon St

1440 Beacon StBrookline, MA 02446
Furnished
close
View Me
312 Tappan St
$3,125
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125
2 Bedroom Apartments Available Now

312 Tappan St

312 Tappan StBrookline, MA 02445
Affordability
close
View Me
1788 Beacon St
$3,245
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,245

Total Monthly Price
$3,245
2 Bedroom Apartments Available Now

1788 Beacon St

1788 Beacon StBrookline, MA 02445
Affordability
close
View Me
310 Tappan St
$3,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,295

Total Monthly Price
$3,295
2 Bedroom Apartments Available Now

310 Tappan St

310 Tappan StBrookline, MA 02445
Affordability
close
View Me
1284 Beacon St
$3,445
Total Monthly Price

Total Monthly Price

Base Rent
$3,430
Required Monthly Fees
$15

Total Monthly Price
$3,445
1 Bedroom Apartments Available Jun 1, 2026

1284 Beacon St

1284 Beacon StBrookline, MA 02446
Furnished
close
View Me
1788 Beacon St
$3,475
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,475

Total Monthly Price
$3,475
2 Bedroom Apartments Available Now

1788 Beacon St

1788 Beacon StBrookline, MA 02445
Affordability
close
View Me
116 Winthrop Rd
$3,765
Total Monthly Price

Total Monthly Price

Base Rent
$3,750
Required Monthly Fees
$15

Total Monthly Price
$3,765
3 Bedroom Apartments Available Sep 1, 2026

116 Winthrop Rd

116 Winthrop RdBrookline, MA 02445
Furnished
close
View Me
116 Winthrop Rd
$3,965
Total Monthly Price

Total Monthly Price

Base Rent
$3,950
Required Monthly Fees
$15

Total Monthly Price
$3,965
3 Bedroom Apartments Available Jun 21, 2026

116 Winthrop Rd

116 Winthrop RdBrookline, MA 02445
Furnished

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4995 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4117 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $825 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 $825 to $40,000 with an average monthly rent of $4,132.

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 $14,716, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,550.

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 Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide article

Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide

Written by: Amber Kanuckel

Hey, there! I’m Amber, your ApartmentHomeLiving.com local expert for Kansas City, and I’m back with my recommendations for top employers in the area.

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.