
Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA with Swimming Pool (65 Rentals)


370 Chestnut Hill Ave

6 Sutherland Rd, Unit 31

57 Broadlawn Park, Unit 16

2 Sutherland Rd, Unit 51

370 Chestnut Hill Ave, Unit 21

2 Sutherland Rd, Unit 51

241 Perkins St, Unit 101

2 Sutherland Rd, Unit 5

374 Chestnut Hill Ave
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.

111 Perkins St

1945 Commonwealth Ave

33 Westgate Rd, Unit 1

44 Washington St, Unit 616

33 Westgate Rd, Unit 5

33 Westgate Rd, Unit 5

23 Westgate Rd, Unit 6

10 Hammond Pond Pky, Unit 304

33 Pond Ave, Unit 301

77 Pond Ave, Unit 1010
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.

31 Westgate Rd, Unit 5

99 Pond Ave, Unit 902

589 Vfw Pky

162 Sherman Rd

607 Vfw Pky

77 Pond Ave, Unit 407

46 Gerry Rd

33 Pond Ave, Unit 417

79 Thornton Rd, Unit 79

194 Gerry Rd
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1731 Beacon St, Unit 1213

60 Broadlawn Park, Unit 410

50-56 Broadlawn Park, Unit 410

1731 Beacon St, Unit 422

50 Broadlawn Park, Unit 410

1731 Beacon St, Unit 203

130 Sherman Rd, Unit 130

241 Gerry Rd

59 Thornton Rd

527 Vfw Pky
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8 Juniper St, Unit 22

148 Independence Dr

120 Thornton Rd

33 Gerry Rd

1485 Beacon St, Unit 708

97 Sherman Rd

499 Vfw Pky

10 Juniper St, Unit 35

29 Independence Dr

250 Hammond Pond Pky, Unit 1203N
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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.
South Brookline, Boston, MA Local Guide

How much does it cost to rent a home in South Brookline?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| South Brookline 2 Bedroom Homes for Rent | $3,401 | $2,225 | $7,000 |
| South Brookline 3 Bedroom Homes for Rent | $4,319 | $1,025 | $7,700 |
| South Brookline 4 Bedroom Homes for Rent | $5,772 | $1,150 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $6,902 | $1,000 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $9,905 | $5,650 | $10,000+ |
| South Brookline 7 Bedroom Homes for Rent | $15,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 65 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
South Brookline, Boston, MA Local Guide
- Nearby Chestnut Hill neighborhoods
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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.
Read ArticleDon'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 ArticleThe 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 ArticleCash 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 ArticleTop 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 ArticleQuick 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.
Pet Friendly LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #92
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 1125 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 $7,911.
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

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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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!

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.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
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Articles, How-To's, and Tips

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.

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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!