
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (989 Rentals) Page 9 of 20
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


1867 Beacon St, Unit 5, Unit 5

1812 Beacon St, Unit 2, Unit 2

54 Alton Pl, Unit 6, Unit 6

26 Alton Pl

48 Cameron St, Unit 2, Unit 2

14 Alton Pl, Unit 3, Unit 3

1688 Beacon St, Unit 18, Unit 18

20 Alton Pl

9 Rice St, Unit 5, Unit 5

210 Winthrop Rd

9 Rice St, Unit 2, Unit 2

20 Bryon Rd, Unit 3, Unit 3

99 Pond Ave, Unit 218, Unit 218

24 Dean Rd

77 Pond Ave, Unit 612, Unit 612

15 Garrison Rd, Unit 1R, Unit 1R

1463 Beacon St

7 High Street Pl, Unit 2, Unit 2

77 Pond Ave, Unit 612, Unit 612

116 Brook St, Unit 02, Unit 02

77 Pond Ave, Unit 607, Unit 607

17 Fairbanks St, Unit 2a, Unit 2a

124 Independence Dr

1768 Beacon St

31 Hammond Pond Pky, Unit #2, Unit #2

41 Auburn St, Unit A, Unit A

33 Pond Ave, Unit 813, Unit 813

33 Pond Ave, Unit 218, Unit 218

96 Winthrop Rd, Unit 1, Unit 1

22 Chestnut Pl, Unit 1-bed 1-bath Brookline, Unit 1-bed 1-bath Brookline

22 Alton Pl, Unit 6, Unit 6

79 Thornton Rd

303 Tappan St, Unit 1B, Unit 1B

187 Winthrop Rd, Unit 31, Unit 31

309 Tappan St, Unit #1B, Unit #1B

537 Vfw Pky

97 Sherman Rd

79 Thornton Rd, Unit 79, Unit 79

589 Vfw Pky

194 Gerry Rd

162 Sherman Rd

306 Tappan St

311 Tappan St, Unit 6, Unit 6

316 Tappan St, Unit 5, Unit 5

576 Washington St, Unit 7, Unit 7

22 Chestnut Pl, Unit G1, Unit G1

13 Perry St, Unit 1, Unit 1

168 Winthrop Rd, Unit 4, Unit 4

10 Upland Rd
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 | $3,404 | $2,225 | $7,000 |
| South Brookline 3 Bedroom Homes for Rent | $4,578 | $2,500 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,726 | $1,175 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $7,393 | $1,460 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $9,352 | $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 989 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 1195 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,275 to $14,000. There are also 1115 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,055 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 $1,055 to $30,000 with an average monthly rent of $7,113.
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 $1,295 to $13,056, 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 $1,175 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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.