2 Bedroom Homes for Rent in Chestnut Hill, MA (1,081 Rentals)

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 2 Hammond Pond Pky

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

2 Hammond Pond Pky, Unit 604

2 Hammond Pond Pky
Chestnut HillMA02467
property at 6 Gerry Rd

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

6 Gerry Rd

Chestnut HillMA02467
property at 17 Sherman Rd

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Townhome for Rent

Available Now

17 Sherman Rd

Chestnut HillMA02467
property at 10 Gerry Rd

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Townhome for Rent

Available Now

10 Gerry Rd

Chestnut HillMA02467
property at 4 Gerry Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Townhome for Rent

Available Now

4 Gerry Rd

Chestnut HillMA02467
property at 1019 W Roxbury Pky

$3,322

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,322

Total Monthly Price
$3,322

2 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

1019 W Roxbury Pky, Unit 2

1019 W Roxbury Pky
Chestnut HillMA02467
property at 527 Vfw Pky

$3,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395

2 Bedroom, 1 Bath Townhome for Rent

Available Aug 1

527 Vfw Pky

Chestnut HillMA02467
property at 178 Thornton Rd

$3,516

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,516

Total Monthly Price
$3,516

2 Bedroom, 2.5 Bath Townhome for Rent

Available Now

178 Thornton Rd

Chestnut HillMA02467
property at 46 Gerry Rd

$3,640

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,640

Total Monthly Price
$3,640

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

46 Gerry Rd

Chestnut HillMA02467
property at 148 Independence Dr

$3,645

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,645

Total Monthly Price
$3,645

2 Bedroom, 1.5 Bath Townhome for Rent

Available Aug 1

148 Independence Dr

Chestnut HillMA02467

What It Really Costs to Live in Boston: A Local Renter’s Guide

Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

property at 33 Gerry Rd

$3,655

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,655

Total Monthly Price
$3,655

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

33 Gerry Rd

Chestnut HillMA02467
property at 130 Sherman Rd

$3,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,695

Total Monthly Price
$3,695

2 Bedroom, 1 Bath Townhome for Rent

Available Aug 1

130 Sherman Rd, Unit 130

130 Sherman Rd
Chestnut HillMA02467
property at 241 Gerry Rd

$3,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,695

Total Monthly Price
$3,695

2 Bedroom, 1 Bath Townhome for Rent

Available Oct 1

241 Gerry Rd

Chestnut HillMA02467
property at 59 Thornton Rd

$3,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,695

Total Monthly Price
$3,695

2 Bedroom, 1 Bath Townhome for Rent

Available Aug 15

59 Thornton Rd

Chestnut HillMA02467
property at 499 Vfw Pky

$3,760

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,760

Total Monthly Price
$3,760

2 Bedroom, 1.5 Bath Townhome for Rent

Available Aug 1

499 Vfw Pky

Chestnut HillMA02467
property at 9 Sherman Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

9 Sherman Rd

Chestnut HillMA02467
property at 120 Thornton Rd

$3,815

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,815

Total Monthly Price
$3,815

2 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

120 Thornton Rd

Chestnut HillMA02467
property at 29 Independence Dr

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

29 Independence Dr

Chestnut HillMA02467
property at 607 Vfw Pky

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

607 Vfw Pky

Chestnut HillMA02467
property at 26 Thornton Rd

$3,865

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,865

Total Monthly Price
$3,865

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

26 Thornton Rd

Chestnut HillMA02467

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 53 Thornton Rd

$3,865

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,865

Total Monthly Price
$3,865

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

53 Thornton Rd

Chestnut HillMA02467
property at 81 Thornton Rd

$3,885

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,885

Total Monthly Price
$3,885

2 Bedroom, 1 Bath Townhome for Rent

Available Aug 4

81 Thornton Rd

Chestnut HillMA02467
property at 1 Sherman Rd

$4,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,395

Total Monthly Price
$4,395

2 Bedroom, 1 Bath Townhome for Rent

Available Now

1 Sherman Rd

Chestnut HillMA02467
property at 52 Bryon Rd

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

52 Bryon Rd, Unit 3

52 Bryon Rd
Chestnut HillMA02467
property at 6 Hayes Rd

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

6 Hayes Rd, Unit 24

6 Hayes Rd
BostonMA02131
property at 99 Bynner St

$2,790

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,790

Total Monthly Price
$2,790

2 Bedroom, 1 Bath Condo for Rent

Available Now

99 Bynner St, Unit 3

99 Bynner St
BostonMA02130
property at 15 Cottage Ct

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

15 Cottage Ct, Unit 2

15 Cottage Ct
NewtonMA02458
property at 16 Addington Rd

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

16 Addington Rd, Unit 16 Addington Rd Apt 12

16 Addington Rd
BrooklineMA02445
property at 98 Westbourne Ter

$2,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

2 Bedroom, 1 Bath Condo for Rent

Available Now

98 Westbourne Ter, Unit A

98 Westbourne Ter
BrooklineMA02446

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

property at 357 Faneuil St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

357 Faneuil St

BostonMA02135
property at 357 Faneuil St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

357 Faneuil St, Unit #4A

357 Faneuil St
BostonMA02135
property at 73 Charlesbank Rd

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

73 Charlesbank Rd, Unit 202AZ

73 Charlesbank Rd
NewtonMA02458
property at 357 Faneuil St

$2,275

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,275

Total Monthly Price
$2,275

2 Bedroom, 1 Bath Condo for Rent

Available Now

357 Faneuil St, Unit 15

357 Faneuil St
BostonMA02135
property at 136 Chiswick Rd

$2,350

Total Monthly Price14 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Condo for Rent

Available Aug 1

136 Chiswick Rd, Unit B

136 Chiswick Rd
BostonMA02135
property at 1330 Commonwealth Ave

$2,385

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,965 - $3,335

Total Monthly Price
$1,965 - $3,335

2 Bedroom Condos for Rent

Available Sep 1

property at 14 Bryon Rd

$2,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,395

Total Monthly Price
$2,395

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

14 Bryon Rd, Unit 6

14 Bryon Rd
BostonMA02467
property at 7 Lothian Rd

$2,250 - $2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,400

Total Monthly Price
$2,250 - $2,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

7 Lothian Rd

BostonMA02135
property at 800 Hyde Park Ave

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

800 Hyde Park Ave, Unit 22

800 Hyde Park Ave
BostonMA02136
property at 108 Washington St

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

108 Washington St, Unit B

108 Washington St
BostonMA02135

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

property at 8 Riverside St

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

8 Riverside St

WatertownMA02472
property at 46 Chiswick Rd

$2,485

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,865 - $2,485

Total Monthly Price
$1,865 - $2,485

2 Bedroom Condos for Rent

Available Sep 1

46 Chiswick Rd

BostonMA02135
property at 1629 Commonwealth Ave

$2,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,375 - $2,495

Total Monthly Price
$2,375 - $2,495

2 Bedroom Condos for Rent

Available Sep 1

property at 23 Egremont Rd

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,495 - $2,500

Total Monthly Price
$2,495 - $2,500

2 Bedroom Condos for Rent

Available Sep 1

23 Egremont Rd

BostonMA02135
property at 16 Mount Calvary Rd

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

16 Mount Calvary Rd, Unit #1

16 Mount Calvary Rd
BostonMA02131
property at 65 Catherine St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

65 Catherine St, Unit 65

65 Catherine St
BostonMA02131
property at 1730 Commonwealth Ave

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Aug 1

1730 Commonwealth Ave, Unit 3

1730 Commonwealth Ave
BostonMA02135
property at 34 Foster St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

34 Foster St, Unit 1

34 Foster St
BostonMA02135
property at 12 Commonwealth Ct

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

12 Commonwealth Ct, Unit 9

12 Commonwealth Ct
BostonMA02135
property at 7 Lothian Rd

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $2,800

Total Monthly Price
$2,000 - $2,800

2 Bedroom Condos for Rent

Available Now

7 Lothian Rd

BostonMA02135

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Chestnut Hill, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

Read Article
Decorative image

Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

Read Article
Decorative image

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
Decorative image

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

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

Explore Chestnut Hill, MA Rentals by Map

View Map
Chestnut Hill, MA Apartments Map
View Map
Chestnut Hill, MA Rental Homes Map

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2805 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $960 to $20,583. There are also 3896 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 to $26,000.

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 $26,000 with an average monthly rent of $4,814.

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 $1,350 to $12,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $1,350.

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.

Helpful Local Expert Guides

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.