Homes for Rent in Chestnut Hill, MA with Swimming Pool (119 Rentals)

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property at 10 Hammond Pond Pky

$2,500

Total Monthly Price24 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

10 Hammond Pond Pky, Unit 304

10 Hammond Pond Pky
Chestnut HillMA02467
property at 607 Vfw Pky

$2,885

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,885

Total Monthly Price
$2,885

1 Bedroom, 1 Bath Townhome for Rent

Available Mar 1

607 Vfw Pky

Chestnut HillMA02467
property at 46 Gerry Rd

$2,930

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,930

Total Monthly Price
$2,930

1 Bedroom, 1 Bath Townhome for Rent

Available Now

46 Gerry Rd

Chestnut HillMA02467
property at 194 Gerry Rd

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1 Bath Townhome for Rent

Available Now

194 Gerry Rd

Chestnut HillMA02467
property at 79 Thornton Rd

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1.5 Bath Townhome for Rent

Available Now

79 Thornton Rd, Unit 79

79 Thornton Rd
Chestnut HillMA02467
property at 122 Independence Dr

$3,325

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,325

Total Monthly Price
$3,325

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

122 Independence Dr

Chestnut HillMA02467
property at 130 Sherman Rd

$3,375

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,375

Total Monthly Price
$3,375

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

130 Sherman Rd, Unit 130

130 Sherman Rd
Chestnut HillMA02467
property at 241 Gerry Rd

$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 Feb 15

241 Gerry Rd

Chestnut HillMA02467
property at 59 Thornton Rd

$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

59 Thornton Rd

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

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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 Bath Townhome for Rent

Available Apr 1

148 Independence Dr

Chestnut HillMA02467
property at 120 Thornton Rd

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

120 Thornton Rd

Chestnut HillMA02467
property at 33 Gerry Rd

$3,710

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,710

Total Monthly Price
$3,710

2 Bedroom, 1 Bath Townhome for Rent

Available Now

33 Gerry Rd

Chestnut HillMA02467
property at 97 Sherman Rd

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

97 Sherman 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 Feb 14

499 Vfw Pky

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 Now

29 Independence Dr

Chestnut HillMA02467
property at 20 Hammond Pond Pky

$3,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

2 Bedroom, 2 Bath Condo for Rent

Available Now

20 Hammond Pond Pky, Unit 305

20 Hammond Pond Pky
Chestnut HillMA02467
property at 250 Hammond Pond Pky

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky
Chestnut HillMA02467
property at 203 Ellery Ct

$5,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,395

Total Monthly Price
$5,395

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

203 Ellery Ct

Chestnut HillMA02467
property at 1415 Commonwealth Ave

$1,950

Total Monthly Price6 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

Studio, 1 Bath Condo for Rent

Available Now

1415 Commonwealth Ave, Unit 502

1415 Commonwealth Ave
BostonMA02135

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property at 33 Westgate Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

33 Westgate Rd, Unit 1

33 Westgate Rd
Boston CollegeMA02467
property at 33 Westgate Rd

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

33 Westgate Rd, Unit 5

33 Westgate Rd
Boston CollegeMA02467
property at 33 Westgate Rd

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

33 Westgate Rd, Unit 5

33 Westgate Rd
Boston CollegeMA02467
property at 28 Bryon 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

28 Bryon Rd

Boston CollegeMA02467
property at 31 Westgate Rd

$2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Condo for Rent

Available Now

31 Westgate Rd, Unit 5

31 Westgate Rd
Boston CollegeMA02467
property at 589 Vfw Pky

$2,885

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,885

Total Monthly Price
$2,885

1 Bedroom, 1 Bath Townhome for Rent

Available Feb 18

589 Vfw Pky

Boston CollegeMA02467
property at 162 Sherman Rd

$2,885

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,885

Total Monthly Price
$2,885

1 Bedroom, 1.5 Bath Townhome for Rent

Available Mar 1

162 Sherman Rd

Boston CollegeMA02467
property at 50 Broadlawn Park

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

50 Broadlawn Park, Unit 410

50 Broadlawn Park
Boston CollegeMA02467
property at 50-56 Broadlawn Park

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

50-56 Broadlawn Park, Unit 410

50-56 Broadlawn Park
Boston CollegeMA02467
property at 44 Washington St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Apr 1

44 Washington St, Unit 703

44 Washington St
BrooklineMA02445

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property at 50 Green St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

50 Green St, Unit 316

50 Green St
BrooklineMA02446
property at 77 Pond Ave

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

77 Pond Ave, Unit 407

77 Pond Ave
BrooklineMA02445
property at 33 Pond Ave

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Feb 15

33 Pond Ave, Unit 703

33 Pond Ave
BrooklineMA02445
property at 77 Pond Ave

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Feb 15

77 Pond Ave, Unit 407

77 Pond Ave
BrooklineMA02445
property at 44 Washington St

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

Studio, 1 Bath Condo for Rent

Available Jul 1

44 Washington St, Unit 316

44 Washington St
BrooklineMA02445
property at 33 Pond Ave

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1 Bath Condo for Rent

Available Now

33 Pond Ave, Unit 401

33 Pond Ave
BrooklineMA02445
property at 19 Winchester St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

19 Winchester St, Unit 512

19 Winchester St
BrooklineMA02446
property at 77 Pond Ave

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

77 Pond Ave, Unit 407

77 Pond Ave
BrooklineMA02445
property at 77 Pond Ave

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

77 Pond Ave, Unit 408

77 Pond Ave
BrooklineMA02445
property at 1731 Beacon St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

1731 Beacon St, Unit 422

1731 Beacon St
BrooklineMA02445

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property at 8 Juniper St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

8 Juniper St, Unit 22

8 Juniper St
BrooklineMA02445
property at 50 Green St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

50 Green St, Unit 411##

50 Green St
BrooklineMA02446
property at 1731 Beacon St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

1731 Beacon St, Unit 809

1731 Beacon St
BrooklineMA02445
property at 1600 Beacon St

$3,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

2 Bedroom, 2 Bath Condo for Rent

Available Mar 1

1600 Beacon St, Unit 312

1600 Beacon St
BrooklineMA02446
property at 1485 Beacon St

$3,730

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,730

Total Monthly Price
$3,730

1 Bedroom, 1 Bath Condo for Rent

Available Now

1485 Beacon St, Unit 708

1485 Beacon St
BrooklineMA02446
property at 77 Pond Ave

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

77 Pond Ave, Unit 306

77 Pond Ave
BrooklineMA02445
property at 10 Juniper St

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

10 Juniper St, Unit 35

10 Juniper St
BrooklineMA02445
property at 99 Pond Ave

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

99 Pond Ave, Unit 919

99 Pond Ave
BrooklineMA02445
property at 20 Webster St

$8,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000

6 Bedroom, 1 Bath Condo for Rent

Available Now

20 Webster St, Unit ##

20 Webster St
BrooklineMA02446
property at 15 Lanark Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

3 Bedroom, 2 Bath Condo for Rent

Available Mar 1

15 Lanark Rd, Unit 3

15 Lanark Rd
BrightonMA02135

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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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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

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

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Top Neighborhoods Near Boston Colleges and Universities

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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 4548 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 3845 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $825 to $38,000.

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 $38,000 with an average monthly rent of $7,872.

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 $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,075 to $7,800. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,175.

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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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.

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A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

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Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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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

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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.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.