4 Bedroom Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (108 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 Colliston Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

2 Colliston Rd, Unit B

2 Colliston Rd
BostonMA02135
property at 19 Pond St

$4,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,095

Total Monthly Price
$4,095

4 Bedroom, 1 Bath Condo for Rent

Available Now

19 Pond St, Unit 2

19 Pond St
BostonMA02130
property at 41 Orkney Rd

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

41 Orkney Rd, Unit 3

41 Orkney Rd
BostonMA02135
property at 8 Selkirk Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

8 Selkirk Rd, Unit 3

8 Selkirk Rd
BostonMA02135
property at 1872 Commonwealth Ave

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Condo for Rent

Available Aug 28, 2026

1872 Commonwealth Ave, Unit A

1872 Commonwealth Ave
BostonMA02135
property at 1004 South St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

1004 South St, Unit 2

1004 South St
BostonMA02131
property at 61 Strathmore Rd

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 2 Bath Condo for Rent

Available Now

61 Strathmore Rd, Unit 1

61 Strathmore Rd
BostonMA02135
property at 34 Orkney Rd

$4,600

Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1 Bath Condo for Rent

Available Now

34 Orkney Rd, Unit 1

34 Orkney Rd
BostonMA02135
property at 27 Orkney Rd

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1 Bath Condo for Rent

Available Now

27 Orkney Rd, Unit 2

27 Orkney Rd
BostonMA02135
property at 43 Orkney Rd

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

4 Bedroom, 2 Bath Condo for Rent

Available Now

43 Orkney Rd, Unit 4-bed 2-bath

43 Orkney Rd
BostonMA02135

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

property at 7 Wenham St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

7 Wenham St, Unit 1

7 Wenham St
BostonMA02130
property at 7 Kilsyth Ter

$4,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 Bedroom, 2 Bath Townhome for Rent

Available Now

7 Kilsyth Ter

BostonMA02135
property at 41 Orkney Rd

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

41 Orkney Rd, Unit 2

41 Orkney Rd
BostonMA02135
property at 11 Rosemary St

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

11 Rosemary St, Unit 11

11 Rosemary St
BostonMA02130
property at 164 Hyde Park Ave

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

164 Hyde Park Ave, Unit 3

164 Hyde Park Ave
BostonMA02130
property at 164 Hyde Park Ave

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

164 Hyde Park Ave, Unit 2

164 Hyde Park Ave
BostonMA02130
property at 229 Chestnut Hill Ave

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

229 Chestnut Hill Ave, Unit 2

229 Chestnut Hill Ave
BostonMA02135
property at 100 Allandale St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3.5 Bath Home for Rent

Available Now

100 Allandale St

BostonMA02130
property at 20 Mossdale Rd

$7,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

4 Bedroom, 3.5 Bath Home for Rent

Available Now

20 Mossdale Rd

BostonMA02130

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 1593 Centre St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

1593 Centre St

BostonMA02132
property at 1004 South St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Townhome for Rent

Available Now

1004 South St

BostonMA02131

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.

property at 24 University Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

24 University Rd, Unit 1

24 University Rd
BrooklineMA02445
property at 81 Boylston St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

81 Boylston St, Unit 3

81 Boylston St
BrooklineMA02445
property at 1489 Beacon St

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

1489 Beacon St, Unit 1

1489 Beacon St
BrooklineMA02446
property at 1901 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1901 Beacon St, Unit 2F

1901 Beacon St
BrooklineMA02445
property at 1681 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1681 Beacon St, Unit 1

1681 Beacon St
BrooklineMA02445
property at 16 University Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

16 University Rd, Unit 1

16 University Rd
BrooklineMA02445
property at 1909 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1909 Beacon St, Unit 2F

1909 Beacon St
BrooklineMA02445
property at 1675 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1675 Beacon St, Unit 2

1675 Beacon St
BrooklineMA02445
property at 1677 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1677 Beacon St, Unit 2

1677 Beacon St
BrooklineMA02445
property at 1677 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1677 Beacon St, Unit 16

1677 Beacon St
BrooklineMA02445

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 1677 Beacon St

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

1677 Beacon St, Unit 1

1677 Beacon St
BrooklineMA02445
property at 497 Boylston St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Condo for Rent

Available Now

497 Boylston St, Unit 1##

497 Boylston St
BrooklineMA02445
property at 303 Tappan St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Condo for Rent

Available Now

303 Tappan St, Unit 4

303 Tappan St
BrooklineMA02445
property at 235 Rawson Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

235 Rawson Rd, Unit 3

235 Rawson Rd
BrooklineMA02445
property at 9 Strathmore Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

9 Strathmore Rd, Unit 2

9 Strathmore Rd
BrooklineMA02445
property at 9 Strathmore Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

9 Strathmore Rd, Unit 2

9 Strathmore Rd
BrooklineMA02445
property at 28 Manet Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

28 Manet Rd, Unit 2

28 Manet Rd
Chestnut HillMA02467
property at 135 Brook St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

135 Brook St, Unit 3

135 Brook St
BrooklineMA02445
property at 208A Winthrop Rd

$4,980

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,980

Total Monthly Price
$4,980

4 Bedroom, 2 Bath Condo for Rent

Available Now

208A Winthrop Rd, Unit 3

208A Winthrop Rd
BrooklineMA02445
property at 15 Lanark Rd

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 3 Bath Condo for Rent

Available Now

15 Lanark Rd, Unit 4##

15 Lanark Rd
BrightonMA02135

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

South Brookline, Boston, 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

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.

Read Article
Decorative image

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

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

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

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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

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

Pet Friendly Lifestyle
South Brookline, Chestnut Hill, MA

Ranked #92

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1119 Apartments for Rent in South Brookline, MA with pricing that ranges from $375 to $21,050. There are also 758 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $17,500.

What is the current price range for Rental Homes in South Brookline?

Today's rental pricing for Homes for Rent, Condos and Townhomes in South Brookline ranges from $1,000 to $17,500 with an average monthly rent of $7,932.

How much are larger Three and Four Bedroom Rentals in South Brookline?

For those who are looking for larger living arrangements, Three Bedroom Apartments in South Brookline range from $1,000 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $7,700. Four Bedroom Single-Family rentals are also available starting from $1,150 and Four Bedroom Apartments start at $2,975.

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

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!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

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.

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 Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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!