Homes for Rent in Chestnut Hill, MA with Swimming Pool (140 Rentals)

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property at 26 Bryon 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 Jul 1

26 Bryon Rd, Unit #1, Unit #1

26 Bryon Rd
Chestnut HillMA02467
property at 97 Sherman 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

97 Sherman 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 Bath Townhome for Rent

Available Now

79 Thornton Rd, Unit 79, Unit 79

79 Thornton Rd
Chestnut HillMA02467
property at 194 Gerry Rd

$3,170

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,170

Total Monthly Price
$3,170

1 Bedroom, 1.5 Bath Townhome for Rent

Available Now

194 Gerry 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
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 607 Vfw Pky

$3,440

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,440

Total Monthly Price
$3,440

2 Bedroom, 1 Bath Townhome for Rent

Available Now

607 Vfw Pky

Chestnut HillMA02467
property at 46 Gerry Rd

$3,440

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,440

Total Monthly Price
$3,440

2 Bedroom, 1 Bath Townhome for Rent

Available Now

46 Gerry Rd

Chestnut HillMA02467
property at 33 Gerry Rd

$3,455

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,455

Total Monthly Price
$3,455

2 Bedroom, 1 Bath Townhome for Rent

Available Now

33 Gerry Rd

Chestnut HillMA02467

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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 Now

148 Independence Dr

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 Now

241 Gerry 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 Now

499 Vfw Pky

Chestnut HillMA02467
property at 122 Independence Dr

$3,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,795

Total Monthly Price
$3,795

2 Bedroom, 1.5 Bath Townhome for Rent

Available Jun 1

122 Independence Dr

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 Now

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 Now

29 Independence Dr

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, 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 93 Woodcliff Rd

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500

4 Bedroom, 3.5 Bath Condo for Rent

Available Aug 1

93 Woodcliff Rd, Unit 1, Unit 1

93 Woodcliff Rd
Chestnut HillMA02467
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, Unit 5

33 Westgate Rd
Boston CollegeMA02467

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

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, Unit 1, Unit 1

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, Unit 5

31 Westgate Rd
Boston CollegeMA02467
property at 589 Vfw Pky

$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

589 Vfw Pky

Boston CollegeMA02467
property at 537 Vfw Pky

$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

537 Vfw Pky

Boston CollegeMA02467
property at 162 Sherman Rd

$3,170

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,170

Total Monthly Price
$3,170

1 Bedroom, 1.5 Bath Townhome for Rent

Available Now

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, Unit 410

50 Broadlawn Park
Boston CollegeMA02467
property at 533 Vfw Pky

$3,375

Total Monthly Price15 Month Lease Term

Total Monthly Price

Base Rent
$3,375

Total Monthly Price
$3,375

2 Bedroom, 1 Bath Townhome for Rent

Available Now

533 Vfw Pky

Boston CollegeMA02467

It's time to soak up some sun!

One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

property at 44 Washington St

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

44 Washington St, Unit 309, Unit 309

44 Washington St
BrooklineMA02445
property at 50 Green St

$2,650 - $2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650 - $2,850

Total Monthly Price
$2,650 - $2,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

50 Green St

BrooklineMA02446
property at 50 Green St

$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

50 Green St, Unit 114, Unit 114

50 Green 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 Jul 1

77 Pond Ave, Unit 612, Unit 612

77 Pond Ave
BrooklineMA02445
property at 38 Juniper 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 Jul 1

38 Juniper St, Unit 78, Unit 78

38 Juniper St
BrooklineMA02445
property at 33 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 Jul 1

33 Pond Ave, Unit 813, Unit 813

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, Unit 512

19 Winchester St
BrooklineMA02446
property at 33 Pond Ave

$3,000 - $3,200

Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$3,000 - $3,200

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

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

33 Pond Ave

BrooklineMA02445
property at 99 Pond Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

99 Pond Ave, Unit 213, Unit 213

99 Pond Ave
BrooklineMA02445

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 45 Longwood Ave

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

45 Longwood Ave, Unit 210, Unit 210

45 Longwood Ave
BrooklineMA02446
property at 20 Webster St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

20 Webster St, Unit 405, Unit 405

20 Webster St
BrooklineMA02446
property at 1731 Beacon St

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

1731 Beacon St, Unit 108, Unit 108

1731 Beacon St
BrooklineMA02445
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, Unit 708

1485 Beacon St
BrooklineMA02446
property at 1441 Beacon St

$3,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

1441 Beacon St, Unit 601, Unit 601

1441 Beacon St
BrooklineMA02446

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

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

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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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.

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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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Chestnut Hill, MA Apartments Map
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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4273 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $21,950. There are also 4876 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $925 to $30,000.

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 $925 to $30,000 with an average monthly rent of $4,586.

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 $1,295 to $16,877, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,250 to $30,000. Four Bedroom Single-Family rentals are also available starting from $980 and Four Bedroom Apartments start at $1,000.

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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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.

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Maximizing Your Refund: Essential Tax Tips for Renters

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