
Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (1,068 Rentals)
The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.


155 Strathmore Rd, Unit 2

249 Chestnut Hill Ave, Unit 32

12 Kilsyth Ter, Unit 42

2 Sutherland Rd, Unit 22

3951 Washington St, Unit 3R

145 Englewood Ave, Unit 43

67 Chiswick Rd, Unit 1

111 Sutherland Rd, Unit I

115 Sutherland Rd, Unit I
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

1933 Commonwealth Ave, Unit 108

34 Stellman Rd, Unit 3

117 Sutherland Rd, Unit 3

36 Orkney Rd, Unit B

18 Symmes St, Unit 1

1933 Commonwealth Ave, Unit 108

2 Ayr Rd, Unit unitB 1-bed 1-bath

69 Chiswick Rd, Unit 1

370 Chestnut Hill Ave, Unit 1

35 Colgate Rd, Unit 2
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

5 Braemore Rd, Unit 1-15

1933 Commonwealth Ave, Unit 401

111 Russett Rd, Unit 111

1933 Commonwealth Ave, Unit 401

848 South St, Unit 2

249 Chestnut Hill Ave, Unit 51

2 Braemore Rd, Unit 1

5 Braemore Rd, Unit 8

276 Chestnut Hill Ave, Unit 6

1988 Commonwealth Ave, Unit 9
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

63 Selkirk Rd, Unit 1

98 Strathmore Rd, Unit 2

374 Chestnut Hill Ave, Unit 2

6 Sutherland Rd, Unit 43

110 Strathmore Rd, Unit 204

734 South St, Unit 3

276 Chestnut Hill Ave, Unit 11
The Art of the Rental Viewing: What to look for during a property tour
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.

30 Chiswick Rd, Unit 2

249 Chestnut Hill Ave, Unit 32

5 Wenham St, Unit 3

17 Hastings St, Unit 1

63 Selkirk Rd, Unit 3

2012 Commonwealth Ave, Unit BE

58 Selkirk Rd, Unit 5

249 Chestnut Hill Ave, Unit 1

1880 Commonwealth Ave, Unit 12

8 Selkirk Rd

21 Sutherland Rd, Unit 1

116 Englewood Ave, Unit 25

39 South St
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $3,501 | $1,800 | $9,500 |
South Brookline 3 Bedroom Homes for Rent | $4,552 | $1,000 | $10,000+ |
South Brookline 4 Bedroom Homes for Rent | $5,762 | $1,150 | $10,000+ |
South Brookline 5 Bedroom Homes for Rent | $7,692 | $1,125 | $10,000+ |
South Brookline 6 Bedroom Homes for Rent | $10,543 | $5,650 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 1068 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
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleSouth Brookline, Chestnut Hill, MA
Ranked #88
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in South Brookline, Chestnut Hill, MA
School data provided by Great Schools
Frequently Asked Questions about South Brookline
What type of rentals are currently available in South Brookline?
There are currently 1386 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,000 to $14,000. There are also 1172 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $40,000.
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 $40,000 with an average monthly rent of $5,293.
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 $1,000 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,150 and Four Bedroom Apartments start at $1,050.
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.

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.