
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (886 Rentals) Page 4 of 18
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


154 Kilsyth Rd

154 Kilsyth Rd

48 Englewood Ave, Unit U3 4-bed Brighton

100 Allandale St

229 Chestnut Hill Ave, Unit 1

20 Mossdale Rd, Unit T

25 Wade St

1914 Beacon St, Unit 1

1914 Beacon St, Unit 1

58 Englewood Ave, Unit 1

117 Sutherland Rd

1 Arborway, Unit T

20 Mossdale Rd

20 Mossdale Rd

23 Orkney Rd, Unit 2

235 Chestnut Hill Ave, Unit 1

1860 Commonwealth Ave

27 Orkney Rd

109 Strathmore Rd

108 Hyde Park Ave

108 Perkins St

1848 Commonwealth Ave

3961 Washington St

61 Selkirk Rd

61 Selkirk Rd

4041 Washington St

1860 Commonwealth Ave

14 Chiswick Rd

1799 Centre St

14 Lakeville Rd

16 Lakeville Rd

109 Strathmore Rd

355 Chestnut Hill Ave

109 Strathmore Rd

109 Strathmore Rd

109 Strathmore Rd

153 Strathmore Rd

1848 Commonwealth Ave

26 Chiswick Rd

14 Lakeville Rd

164 Hyde Park Ave

39 Parkton Rd

17 Pond St

69 Chiswick Rd

15 Pond St

1945 MA-30

2 Sutherland Rd

67 Chiswick Rd

370 Chestnut Hill Ave
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 | $3,392 | $1,000 | $7,000 |
| South Brookline 3 Bedroom Homes for Rent | $4,547 | $2,500 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,541 | $1,060 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $7,194 | $1,225 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $10,027 | $1,500 | $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 886 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
Frequently Asked Questions about South Brookline
What type of rentals are currently available in South Brookline?
There are currently 1212 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,100 to $17,668. There are also 982 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $30,000.
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 $30,000 with an average monthly rent of $7,920.
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 $2,600 to $17,668, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $30,000. Four Bedroom Single-Family rentals are also available starting from $1,060 and Four Bedroom Apartments start at $2,650.
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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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.