Furnished Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (25 Rentals)

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Homes for rent in the South Brookline area of Chestnut Hill, complete with furniture included - Beds, tables, chairs and more - Ready for move-in!

property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 401

1933 Commonwealth Ave
BostonMA02135
property at 1988 Commonwealth Ave

1988 Commonwealth Ave, Unit 9

1988 Commonwealth Ave
BostonMA02135
property at 17 Lesher St

17 Lesher St

BostonMA02131
property at 124 Bynner St

124 Bynner St, Unit #1

124 Bynner St
BostonMA02130
property at 332 Jamaicaway

332 Jamaicaway, Unit 404

332 Jamaicaway
BostonMA02130
property at 1870 Commonwealth Ave

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
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.

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property at 40 Orkney Rd

40 Orkney Rd, Unit 1

40 Orkney Rd
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.

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property at 515 Heath St

515 Heath St

BrooklineMA02467
property at 35A Harvard St

35A Harvard St, Unit 1

35A Harvard St
BrooklineMA02445
property at 1471 Beacon St

1471 Beacon St, Unit 2

1471 Beacon St
BrooklineMA02446
property at 33 Pond Ave

33 Pond Ave

BrooklineMA02445
property at 143 Beaconsfield Rd

143 Beaconsfield Rd, Unit 3

143 Beaconsfield Rd
BrooklineMA02445

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.

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property at 74 Kent St

74 Kent St, Unit 3

74 Kent St
BrooklineMA02445
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116 Winthrop Rd
$3,575
Total Monthly Price

Total Monthly Price

Base Rent
$3,130
Required Monthly Fees
$445
Total Monthly Price
$3,575
3 Bedroom Apartments Available Dec 24

116 Winthrop Rd

116 Winthrop RdBrookline, MA 02445
Furnished
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116 Winthrop Rd
$4,195
Total Monthly Price

Total Monthly Price

Base Rent
$3,750
Required Monthly Fees
$445
Total Monthly Price
$4,195
3 Bedroom Apartments Available Sep 1, 2026

116 Winthrop Rd

116 Winthrop RdBrookline, MA 02445
Furnished

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.

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108 Winthrop Rd
$4,575
Total Monthly Price

Total Monthly Price

Base Rent
$4,130
Required Monthly Fees
$445
Total Monthly Price
$4,575
3 Bedroom Apartments Available Dec 17, 2027

108 Winthrop Rd

108 Winthrop RdBrookline, MA 02445
Furnished
Showing Results 1-26, Page 1 of 1

South Brookline, Boston, MA Local Guide

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.

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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

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.

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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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Quick Rent Budget Calculator

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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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Pet Friendly Lifestyle
South Brookline, Chestnut Hill, MA

Ranked #94

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
South Brookline, Chestnut Hill, MA

School data provided by Great Schools

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1076 Apartments for Rent in South Brookline, MA with pricing that ranges from $375 to $14,000. There are also 813 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,075 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 $1,075 to $17,500 with an average monthly rent of $6,271.

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 $1,075 to $12,000. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $1,068.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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.

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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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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.