
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (896 Rentals) Page 2 of 18
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


79 Sutherland Rd, Unit 4

72 Strathmore Rd, Unit 3B

804 Centre St, Unit 101

21 Sutherland Rd, Unit B

78 Kilsyth Rd, Unit 1

1933 Commonwealth Ave

51 Custer St

89 Wachusett St, Unit 3

779 Vfw Pky
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Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

2003 Commonwealth Ave, Unit 20

148 Strathmore Rd, Unit 21

92 Perkins St, Unit 1

10 Selkirk Rd

231 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 25

1933 Commonwealth Ave, Unit 47

20 Boynton St, Unit 2

59A Strathmore Rd, Unit 1

391 Hyde Park Ave, Unit 206
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370 Chestnut Hill Ave, Unit 1

18 Pond St, Unit 7

39 South St, Unit #2

47 Englewood Ave, Unit ###6-1

370 Chestnut Hill Ave, Unit 35
1942 Beacon St, Unit 1

78 Kilsyth Rd, Unit 4

116 Englewood Ave

39 Englewood Ave, Unit #4

10 Symmes St, Unit 1
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

923 Lagrange St

34 Orkney Rd, Unit 9

1999 Commonwealth Ave

10 Selkirk Rd, Unit 4

11 Orkney Rd, Unit 3

6 Sutherland Rd, Unit 31

6 Sutherland Rd, Unit 31

39 Goldsmith St, Unit 2

2 Colliston Rd, Unit B

25 McBride St, Unit 3

4281 Washington St, Unit 4281 Washington St #4C

145 Englewood Ave, Unit 4

45 Englewood Ave, Unit 2

332 Jamaicaway, Unit 404

1872 Commonwealth Ave, Unit 408

1870 Commonwealth Ave, Unit 12A

9 Wenham St, Unit 4

8 Selkirk Rd, Unit 3

374 Chestnut Hill Ave, Unit 21

45 Orkney Rd, Unit 1
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 | $3,454 | $2,150 | $6,200 |
| South Brookline 3 Bedroom Homes for Rent | $4,678 | $2,500 | $10,000+ |
| South Brookline 4 Bedroom Homes for Rent | $5,991 | $1,100 | $10,000+ |
| South Brookline 5 Bedroom Homes for Rent | $6,570 | $1,430 | $10,000+ |
| South Brookline 6 Bedroom Homes for Rent | $11,850 | $5,650 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 896 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 1028 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,350 to $13,207. There are also 1026 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,100 to $26,000.
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 $1,100 to $26,000 with an average monthly rent of $7,285.
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 $1,395 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,100 and Four Bedroom Apartments start at $1,350.
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
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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
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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
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
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Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.