
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (1,198 Rentals)
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


27 Orkney Rd, Unit 1

27 Orkney Rd, Unit Orkney Rd

1860 Commonwealth Ave, Unit 1

1860 Commonwealth Avenue, Unit 53

117 Sutherland Rd

58 Englewood Ave, Unit 1

76 South St, Unit 2C

25 Wade St, Unit 280

100 Allandale St
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

231 Chestnut Hill Ave, Unit 2

229 Chestnut Hill Ave, Unit 2

229 Chestnut Hill Ave, Unit 2

1914 Beacon St, Unit beacon st boston

1914 Beacon St

1914 Beacon St

1914 Beacon St, Unit 2

229 Chestnut Hill Ave, Unit Uni1 4-bed 2-bath

154 Kilsyth Rd

154 Kilsyth Rd, Unit 1

154 Kilsyth Rd, Unit Kilsyth Rd

157 Kilsyth Rd

154 Kilsyth Rd, Unit 154a

154 Kilsyth Rd, Unit 1

154 Kilsyth Rd, Unit T

154 Kilsyth Rd

48 Englewood Ave, Unit 1

40 Orkney Rd, Unit 3

20 Mossdale Rd

24 Beaufort Rd

70 Saint Rose St, Unit 2

164 Hyde Park Ave, Unit 2

164 Hyde Park Ave, Unit Hyde Park Ave. #2

164 Hyde Park Ave, Unit 2

11 Rosemary St

11 Rosemary St, Unit 11

164 Hyde Park Ave

164 Hyde Park Ave, Unit 3

47 Orkney Rd, Unit 2

48 Englewood Ave, Unit 1

45 Orkney Rd, Unit 3

27 Orkney Rd, Unit 27

27 Orkney Rd, Unit 2

47 Orkney Rd, Unit 2

27 Orkney Rd

7 Kilsyth Ter

48 Manthorne Rd, Unit 2

48 Manthorne Rd, Unit 2

1914 Beacon St, Unit 2

1914 Beacon St, Unit 2
South Brookline, Boston, MA Local Guide

How much does it cost to rent a home in South Brookline?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
South Brookline 2 Bedroom Homes for Rent | $3,421 | $1,600 | $7,500 |
South Brookline 3 Bedroom Homes for Rent | $4,227 | $1,125 | $10,000+ |
South Brookline 4 Bedroom Homes for Rent | $5,723 | $1,025 | $10,000+ |
South Brookline 5 Bedroom Homes for Rent | $7,481 | $4,800 | $10,000+ |
South Brookline 6 Bedroom Homes for Rent | $10,381 | $1,500 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 1198 rentals with your search options within a 2 mile radius of the South Brookline Neighborhood of Chestnut Hill, MA.
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South Brookline, Boston, MA Local Guide
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Quick Rent Budget Calculator
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Frequently Asked Questions about South Brookline
What type of rentals are currently available in South Brookline?
There are currently 1905 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,100 to $15,000. There are also 1341 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,025 to $22,000.
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 $1,025 to $22,000 with an average monthly rent of $5,166.
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 $2,450 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,125 to $13,000. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $1,140.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.