Homes for Rent in Chestnut Hill, MA Under $2,000 (270 Rentals) Page 2 of 6

How Many Bedrooms?Done
Select your price rangeDone
to
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
property at 90 Brainerd Rd

90 Brainerd Rd, Unit 4

90 Brainerd Rd
BostonMA02134
property at 45 Longwood Ave

45 Longwood Ave, Unit 1##

45 Longwood Ave
BrooklineMA02446
property at 2016 Commonwealth Ave

2016 Commonwealth Ave, Unit 1B

2016 Commonwealth Ave
BostonMA02135
property at 90 Brainerd Rd

90 Brainerd Rd, Unit 8

90 Brainerd Rd
BostonMA02134
close
View Me
28 Austin St
$1,880
Total Monthly Price

Total Monthly Price

Base Rent
$1,520
Required Monthly Fees
$360
Total Monthly Price
$1,880
Studio Apartments Available May 14, 2026

28 Austin St

28 Austin StNewton, MA 02460
Furnished
property at 39 Willow St

39 Willow St

BostonMA02132
property at 1637 Commonwealth Ave

1637 Commonwealth Ave, Unit 7

1637 Commonwealth Ave
BostonMA02135
property at 90 Brainerd Rd

90 Brainerd Rd

BostonMA02134

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.

Read Article
property at 281 Corey Rd

281 Corey Rd

BostonMA02135
property at 1330 Commonwealth Ave

1330 Commonwealth Ave, Unit 10

1330 Commonwealth Ave
BostonMA02134
property at 15 Higgins St

15 Higgins St, Unit A

15 Higgins St
BostonMA02134

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

Read Article
property at 83 Gordon St

83 Gordon St

BostonMA02135
property at 1625 Commonwealth Ave

1625 Commonwealth Ave, Unit 1A

1625 Commonwealth Ave
BostonMA02135
property at 11 Cass St

11 Cass St

BostonMA02132
property at 1805 Beacon St

1805 Beacon St, Unit 2-B

1805 Beacon St
BrooklineMA02445
property at 22 Highgate St

22 Highgate St

BostonMA02134
Showing Results 51-100, Page 2 of 6

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4019 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $18,459. There are also 3401 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 to $22,000.

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 $750 to $22,000 with an average monthly rent of $4,792.

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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $22,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.

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 Apartment Common Area Rules: What Renters Need to Know article

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.

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.