Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (1,198 Rentals)

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The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.

property at 27 Orkney Rd

27 Orkney Rd, Unit 1

27 Orkney Rd
BostonMA02135
property at 27 Orkney Rd

27 Orkney Rd, Unit 1

27 Orkney Rd
BostonMA02135
property at 117 Sutherland Rd

117 Sutherland Rd

BostonMA02135
property at 100 Allandale St

100 Allandale St

BostonMA02130

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

Read Article
property at 1914 Beacon St

1914 Beacon St

BostonMA02135
property at 154 Kilsyth Rd

154 Kilsyth Rd

BostonMA02135
property at 157 Kilsyth Rd

157 Kilsyth Rd

BostonMA02135
property at 20 Mossdale Rd

20 Mossdale Rd

BostonMA02130
property at 11 Rosemary St

11 Rosemary St

BostonMA02130
property at 164 Hyde Park Ave

164 Hyde Park Ave

BostonMA02130
property at 47 Orkney Rd

47 Orkney Rd, Unit 2

47 Orkney Rd
BostonMA02135
property at 45 Orkney Rd

45 Orkney Rd, Unit 3

45 Orkney Rd
BostonMA02135
property at 27 Orkney Rd

27 Orkney Rd, Unit 2

27 Orkney Rd
BostonMA02135
property at 47 Orkney Rd

47 Orkney Rd, Unit 2

47 Orkney Rd
BostonMA02135
property at 27 Orkney Rd

27 Orkney Rd

BostonMA02135
property at 7 Kilsyth Ter

7 Kilsyth Ter

BostonMA02135
Showing Results 1-50, Page 1 of 24

South Brookline, Boston, MA Local Guide

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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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

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.

decorative image for Battling the Butts: Your Guide to the Reality of Smoke-Free Renting article

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.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

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.