
Cheap Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA from $1,000 (66 Rentals)
Search the lowest-cost Homes available for rent right now in the South Brookline area of Chestnut Hill.


Room in Shared 5 bed/2 bath home

Room in Shared 5 bed/2 bath home

Room in Shared 5 bed/2 bath home

RoostUp Furnished Private Bedroom in Jamai

RoostUp Furnished Private Bedroom in Jamai

1805 Beacon St, Unit 2-B

RoostUp Furnished Private Bedroom in Jamai

39 Willow St

2016 Commonwealth Ave, Unit 1B

108 Perkins St, Unit 5

11 Englewood Ave, Unit 5

1880 Commonwealth Ave, Unit 15

4 Chiswick Rd, Unit 5

22 Chiswick Rd, Unit 5

70 Strathmore Rd, Unit 11A

72 Strathmore Rd

1999 Commonwealth Ave, Unit 01-2

141 Englewood Ave, Unit 2

33 Westgate Rd, Unit 1

4 Chiswick Rd, Unit 24

12 Kilsyth Terrace

46 Chiswick Rd, Unit 4

33 Westgate Rd

2018 Commonwealth Ave

9 Braemore Rd

145 Englewood Ave, Unit 2

33 Westgate Rd, Unit 1

42 Westgate Rd, Unit 4

1559 Beacon St, Unit 3FF

33 Westgate Rd, Unit 5

33 Westgate Rd, Unit 5

1563 Beacon St, Unit 1

117 Sutherland Rd, Unit A

1872 Commonwealth Ave, Unit 6

1860 Commonwealth Ave, Unit 9

1872 Commonwealth Ave

1868 Commonwealth Ave, Unit 2

33 Westgate Rd, Unit 1

590 Washington St, Unit 1

15 University Rd, Unit 25

1933 Commonwealth Ave

47 Granfield Ave

15-17 University Rd

842 South St, Unit 1
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 | $3,412 | $2,225 | $7,000 |
| South Brookline 3 Bedroom Homes for Rent | $4,422 | $1,075 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,772 | $3,800 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $7,597 | $1,110 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $8,960 | $5,650 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 66 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
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Best Value Apartments for Rent in South Brookline, MA
As of November 09, 2025 the best value apartment in the South Brookline area is the $0.21 price per square foot 2018 Commonwealth Avenue Model at 2018 Commonwealth Avenue, Unit 48 in the in the Chestnut Hill neighborhood starting from $2,100. The second greatest value South Brookline apartment is the 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 9 starting at $2,300 with a $0.23 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for South Brookline apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2018 Commonwealth Avenue, Unit 48 | 2018 Commonwealth Avenue | 1BR,1BA | $0.21 |
| 22 Chiswick Rd, Unit 9 | 22 Chiswick Rd | 1BR,1BA | $0.23 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.23 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.23 |
| 22 Chiswick Rd, Unit 11 | 22 Chiswick Rd | Studio ,1BA | $0.20 |
| 24 Orkney Rd, Unit C | 24 Orkney Rd | 1BR,1BA | $0.23 |
| 1999 Commonwealth Ave, Unit 2018-48 | 1999 Commonwealth Ave | 1BR,1BA | $0.23 |
| 43 Selkirk Rd, Unit 1 | 43 Selkirk Rd | 1BR,1BA | $0.23 |
| 126 Englewood Ave, Unit 12B | 126 Englewood Ave | Studio ,1BA | $0.20 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.20 |
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.
Pet Friendly LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #94
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 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.

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.

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

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.




