2 Bedroom Homes for Rent in Chestnut Hill, MA (1,200 Rentals)

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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 90 Boylston St

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

90 Boylston St, Unit 4

90 Boylston St
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 Now

527 Vfw Pky

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 Now

148 Independence Dr

Chestnut HillMA02467
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 Now

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 Now

59 Thornton Rd

Chestnut HillMA02467

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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 Now

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 41 Broadlawn Park

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

41 Broadlawn Park

Chestnut HillMA02467
property at 57 Broadlawn Park

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 2 Bath Home for Rent

Available Sep 1

57 Broadlawn Park

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 99 Bynner 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

99 Bynner St, Unit 3

99 Bynner St
BostonMA02130

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property at 6 Hayes Rd

$2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595

2 Bedroom, 1 Bath Condo for Rent

Available Now

6 Hayes Rd, Unit 24

6 Hayes Rd
BostonMA02131
property at 1589 Beacon St

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1589 Beacon St, Unit 4

1589 Beacon St
BrooklineMA02446
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
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 790 Hyde Park

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

790 Hyde Park, Unit 1

790 Hyde Park
BostonMA02136
property at 1629 Commonwealth Ave

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1629 Commonwealth Ave, Unit 4

1629 Commonwealth Ave
BostonMA02135
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

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

136 Chiswick Rd, Unit B

136 Chiswick Rd
BostonMA02135
property at 1258 Commonwealth Avenue

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Oct 1

1258 Commonwealth Avenue, Unit 12

1258 Commonwealth Avenue
BostonMA02134
property at 1840 Commonwealth Ave

$2,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,895 - $2,395

Total Monthly Price
$1,895 - $2,395

2 Bedroom Condos for Rent

Available Sep 1

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property at 65 Catherine 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

65 Catherine St, Unit 65

65 Catherine St
BostonMA02131
property at 64 Murdock 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

64 Murdock St, Unit 2

64 Murdock St
BostonMA02135
property at 804 Centre 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

804 Centre St, Unit 2

804 Centre St
BostonMA02130
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
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 1754 Commonwealth Ave

$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

1754 Commonwealth Ave, Unit 5

1754 Commonwealth Ave
BostonMA02135
property at 10 Scottfield 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 Sep 1

10 Scottfield Rd, Unit 33

10 Scottfield Rd
BostonMA02134
property at 208 Bigelow 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 Now

208 Bigelow St

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

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property at 1872 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 Sep 1

1872 Commonwealth Ave, Unit 5

1872 Commonwealth Ave
BostonMA02135
property at 178 Brighton Ave

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

178 Brighton Ave, Unit 7

178 Brighton Ave
BostonMA02134
property at 26 Lake Shore Ct

$2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

26 Lake Shore Ct, Unit 1P

26 Lake Shore Ct
BostonMA02135
property at 73 Charlesbank Rd

$2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

73 Charlesbank Rd, Unit 201

73 Charlesbank Rd
NewtonMA02458
property at 1408 Commonwealth Ave

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $3,200

Total Monthly Price
$2,000 - $3,200

2 Bedroom Condos for Rent

Available Sep 1

property at 14 Heron St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Heron St, Unit 410

14 Heron St
BostonMA02132
property at 43 Riverside St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

43 Riverside St, Unit #2

43 Riverside St
WatertownMA02472
property at 142 Kenrick St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

142 Kenrick St, Unit 38

142 Kenrick St
BostonMA02135
property at 280 Corey Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

280 Corey Rd, Unit 2

280 Corey Rd
BostonMA02135
property at 59 Lanark 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 Sep 1

59 Lanark Rd, Unit 12

59 Lanark Rd
BostonMA02135

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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.

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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

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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.

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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.

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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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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2410 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4049 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.

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 $24,000 with an average monthly rent of $3,525.

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 $1,495 to $12,742, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,130 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

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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

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

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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.

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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!

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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!

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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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.

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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.