
2 Bedroom Homes for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (313 Rentals)


14 Bryon Rd, Unit 6

46 Chiswick Rd

65 Catherine St, Unit 65

15 Colliston Rd, Unit 4

7 Montvale St, Unit 7 Montvale

9 Braemore Rd, Unit 1A

72 Strathmore Rd

1872 Commonwealth Ave

46 Orkney Rd, Unit #2
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

1868 Commonwealth Ave, Unit 5DW

1868 Commonwealth Ave, Unit 5

1880 Commonwealth Ave, Unit 5

8 Selkirk Rd

840 South St, Unit #1

39 Englewood Ave, Unit 12

67 Chiswick Rd

22 Chiswick Rd, Unit 13

79 Sutherland Rd, Unit 4

779 Vfw Pky
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

72 Strathmore Rd, Unit 3B

247 Chestnut Hill Ave

9 Herbertson Rd, Unit 1

734 South St

18 Pond St, Unit 7

148 Strathmore Rd, Unit 21

1575 Centre St

48 Farquhar St, Unit 1

1999 Commonwealth Ave

225 South St, Unit 3
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

10 Symmes St, Unit 1

370 Chestnut Hill Ave, Unit 35

16 Primrose St, Unit 2

32 Goodrich Rd, Unit 1

145 Englewood Ave, Unit 42

131 Hyde Park Ave, Unit 131B

145 Englewood Ave, Unit 4

332 Jamaicaway, Unit 404

1872 Commonwealth Ave, Unit 408

1999 Commonwealth Ave
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.

93 Strathmore Rd, Unit 1

8 Hastings St, Unit 3

85 Sutherland Rd, Unit 5

64 Bryon Rd, Unit 1

1820 Commonwealth Ave, Unit 19

85 Sutherland Rd, Unit 5

225 South St, Unit 3

47 Englewood Ave, Unit 6

47 Englewood Ave, Unit 4

47 Englewood Ave, Unit 2
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $3,458 | $2,150 | $10,000+ |
| South Brookline 3 Bedroom Homes for Rent | $4,607 | $2,700 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,665 | $1,200 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $6,398 | $1,380 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $10,890 | $5,500 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 313 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
- ZIP codes
- 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 #100
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 818 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,220 to $12,600. There are also 935 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,200 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 $1,200 to $26,000 with an average monthly rent of $8,491.
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 $2,200 to $12,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,700 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $1,350.
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

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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.