
Cheap Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA from $1,000 (97 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

43 Orkney Rd

13 Spalding St, Unit 1

Room in Shared 5 bed/2 bath home

163 Strathmore Rd, Unit 1
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

6 St Mark St

153 University Rd, Unit 1

53 University Rd

22 Chestnut Pl

222 South St

108 Perkins St, Unit 5

11 Englewood Ave, Unit 5

2018 Commonwealth Ave

46 Chiswick Rd, Unit 4

46 Chiswick Rd, Unit 0

22 Chestnut Pl, Unit 4M

171 South St

22 Chiswick Rd, Unit 5
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.

72 Strathmore Rd

70 Strathmore Rd, Unit 11A

70 Strathmore Rd, Unit 11A

57 Broadlawn Park

247 Chestnut Hill Ave

4 Chiswick Rd

4 Chiswick Rd, Unit 24

141 Englewood Ave, Unit 2

21 Sutherland Rd, Unit 17

8 Chiswick Rd, Unit 29
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.

65 Chiswick Rd, Unit F-2

2016 Commonwealth Ave

46 Chiswick Rd, Unit 1

33 Westgate Rd

2016 Commonwealth Ave, Unit 1B

145 Englewood Ave, Unit 2

145 Englewood Ave, Unit 2
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.

1880 Commonwealth Ave, Unit 15

4 Chiswick Rd, Unit 27

145 Englewood Ave

2018 Commonwealth Ave

33 Westgate Rd, Unit 1

38 Park St

220 Washington St, Unit 906

33 Westgate Rd, Unit 5

33 Westgate Rd, Unit 5

1559 Beacon St, Unit 3FF

24 Chiswick Rd

33 Westgate Rd
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.
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 | $3,501 | $1,800 | $9,500 |
| South Brookline 3 Bedroom Homes for Rent | $4,552 | $1,000 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,762 | $1,150 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $7,692 | $1,125 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $10,543 | $5,650 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 97 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
Cheapest Available South Brookline Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Village At Brookline | 55+/Accessible - INCOME RESTRICTED - 99 Kent Stree | 2BR,1BA | $1,793 |
Best Value Apartments for Rent in South Brookline, MA
As of September 14, 2025 the best value apartment in the South Brookline area is the $0.11 price per square foot 9 Anson St Model at 9 Anson St, Unit 2a in the in the Jamaica Central neighborhood starting from $1,050. The second greatest value South Brookline apartment is the 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 5 starting at $1,900 with a $0.19 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. |
|---|---|---|---|
| 9 Anson St, Unit 2a | 9 Anson St | 4BR,1BA | $0.11 |
| 22 Chiswick Rd, Unit 5 | 22 Chiswick Rd | Studio ,1BA | $0.19 |
| 2016 Commonwealth Ave, Unit 2 | 2016 Commonwealth Ave | Studio ,1BA | $0.20 |
| 22 Chiswick Rd, Unit 11 | 22 Chiswick Rd | Studio ,1BA | $0.20 |
| 141 Englewood Ave, Unit 2 | 141 Englewood Ave | Studio ,1BA | $0.20 |
| 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 |
| 1959 Commonwealth Ave, Unit 7 | 1959 Commonwealth Ave | Studio ,1BA | $0.20 |
| 497 Boylston St, Unit 003 | 497 Boylston St | 1BR,1BA | $0.21 |
| 61 Strathmore Rd | 61 Strathmore Rd | 1BR,1BA | $0.22 |
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 #88
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 1386 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,000 to $14,000. There are also 1172 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $40,000.
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 $1,000 to $40,000 with an average monthly rent of $5,293.
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 $1,000 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,150 and Four Bedroom Apartments start at $1,050.
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.

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
