
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (895 Rentals)
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


293 Vermont St

105 Keith St

35 Westgate Rd

1840 Commonwealth Ave

7 Sutherland Rd

1982 Commonwealth Ave

1872 Commonwealth Ave

247 Chestnut Hill Ave

151 Park St
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4 Chiswick Rd

48 Strathmore Rd, Unit 26

59 Saint Rose St, Unit 3

1872 Commonwealth Ave, Unit 7

79 Poplar St, Unit 15

46 Chiswick Rd, Unit 5

164 Strathmore Rd, Unit 25

9 Braemore Rd, Unit 1A

9 Braemore Rd, Unit 12

26 Chiswick Rd
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9 Braemore Rd, Unit 12

1933 Commonwealth Ave, Unit #405a

14 Bryon Rd, Unit 6

12 Kilsyth Ter, Unit 24

2 Braemore Rd, Unit 1

226 Jamaicaway, Unit 4

1933 Commonwealth Ave, Unit 504

2 Braemore Rd, Unit A

276 Chestnut Hill Ave

63 Selkirk Rd
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67 Chiswick Rd

67 Chiswick Rd

1575 Centre St

995 Centre St, Unit A

2 Sutherland Rd

47 1/2 Jamaica, Unit 2

3 Sutherland Rd

995 Centre St, Unit 1

1933 Commonwealth Ave, Unit #-

14 Walter St, Unit 1
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2012 Commonwealth Ave, Unit BE

24 Chiswick Rd

276 Chestnut Hill Ave, Unit 26

1868 Commonwealth Ave, Unit 5

1999 Commonwealth Ave, Unit 4

1880 Commonwealth Ave, Unit 5

8 Selkirk Rd

840 South St, Unit #1

72 Strathmore Rd

39 Englewood Ave, Unit 12
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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 | $3,460 | $2,125 | $6,200 |
| South Brookline 3 Bedroom Homes for Rent | $4,659 | $2,500 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $6,021 | $1,100 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $6,571 | $1,430 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $11,200 | $5,650 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 895 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
- Nearby Cities
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- Local Counties
- School Districts
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 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 ArticleReal 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.
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 #97
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 1023 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,400 to $13,207. There are also 1015 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,100 to $26,000.
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 $1,100 to $26,000 with an average monthly rent of $6,307.
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 $1,400 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,100 and Four Bedroom Apartments start at $3,200.
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.

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!

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
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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.