Luxury Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA (1,068 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 39 Englewood Ave

39 Englewood Ave, Unit 23

39 Englewood Ave
BostonMA02135
property at 155 Strathmore Rd

155 Strathmore Rd, Unit 2

155 Strathmore Rd
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 32

249 Chestnut Hill Ave
BostonMA02135
property at 12 Kilsyth Ter

12 Kilsyth Ter, Unit 42

12 Kilsyth Ter
BostonMA02135
property at 2 Sutherland Rd

2 Sutherland Rd, Unit 22

2 Sutherland Rd
BostonMA02135
property at 3951 Washington St

3951 Washington St, Unit 3R

3951 Washington St
BostonMA02131
property at 145 Englewood Ave

145 Englewood Ave, Unit 43

145 Englewood Ave
BostonMA02135
property at 67 Chiswick Rd

67 Chiswick Rd, Unit 1

67 Chiswick Rd
BostonMA02135
property at 111 Sutherland Rd

111 Sutherland Rd, Unit I

111 Sutherland Rd
BostonMA02135
property at 115 Sutherland Rd

115 Sutherland Rd, Unit I

115 Sutherland Rd
BostonMA02135

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.

property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 108

1933 Commonwealth Ave
BostonMA02135
property at 34 Stellman Rd

34 Stellman Rd, Unit 3

34 Stellman Rd
BostonMA02131
property at 117 Sutherland Rd

117 Sutherland Rd, Unit 3

117 Sutherland Rd
BostonMA02135
property at 36 Orkney Rd

36 Orkney Rd, Unit B

36 Orkney Rd
BostonMA02135
property at 18 Symmes St

18 Symmes St, Unit 1

18 Symmes St
BostonMA02131
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 108

1933 Commonwealth Ave
BostonMA02135
property at 2 Ayr Rd
property at 69 Chiswick Rd

69 Chiswick Rd, Unit 1

69 Chiswick Rd
BostonMA02135
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 1

370 Chestnut Hill Ave
BostonMA02135
property at 35 Colgate Rd

35 Colgate Rd, Unit 2

35 Colgate Rd
BostonMA02131

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.

property at 5 Braemore Rd

5 Braemore Rd, Unit 1-15

5 Braemore Rd
BostonMA02135
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 401

1933 Commonwealth Ave
BostonMA02135
property at 111 Russett Rd

111 Russett Rd, Unit 111

111 Russett Rd
BostonMA02132
property at 1933 Commonwealth Ave

1933 Commonwealth Ave, Unit 401

1933 Commonwealth Ave
BostonMA02135
property at 848 South St

848 South St, Unit 2

848 South St
BostonMA02131
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 51

249 Chestnut Hill Ave
BostonMA02135
property at 2 Braemore Rd

2 Braemore Rd, Unit 1

2 Braemore Rd
BostonMA02135
property at 5 Braemore Rd

5 Braemore Rd, Unit 8

5 Braemore Rd
BostonMA02135
property at 276 Chestnut Hill Ave

276 Chestnut Hill Ave, Unit 6

276 Chestnut Hill Ave
BostonMA02135
property at 1988 Commonwealth Ave

1988 Commonwealth Ave, Unit 9

1988 Commonwealth Ave
BostonMA02135

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.

property at 63 Selkirk Rd

63 Selkirk Rd, Unit 1

63 Selkirk Rd
BostonMA02135
property at 98 Strathmore Rd

98 Strathmore Rd, Unit 2

98 Strathmore Rd
BostonMA02135
property at 374 Chestnut Hill Ave

374 Chestnut Hill Ave, Unit 2

374 Chestnut Hill Ave
BostonMA02135
property at 6 Sutherland Rd

6 Sutherland Rd, Unit 43

6 Sutherland Rd
BostonMA02135
property at 110 Strathmore Rd

110 Strathmore Rd, Unit 204

110 Strathmore Rd
BostonMA02135
property at 734 South St

734 South St, Unit 3

734 South St
BostonMA02131
property at 276 Chestnut Hill Ave

276 Chestnut Hill Ave, Unit 11

276 Chestnut Hill Ave
BostonMA02135

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.

property at 30 Chiswick Rd

30 Chiswick Rd, Unit 2

30 Chiswick Rd
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 32

249 Chestnut Hill Ave
BostonMA02135
property at 5 Wenham St

5 Wenham St, Unit 3

5 Wenham St
BostonMA02130
property at 17 Hastings St

17 Hastings St, Unit 1

17 Hastings St
BostonMA02132
property at 63 Selkirk Rd

63 Selkirk Rd, Unit 3

63 Selkirk Rd
BostonMA02135
property at 2012 Commonwealth Ave

2012 Commonwealth Ave, Unit BE

2012 Commonwealth Ave
BostonMA02135
property at 58 Selkirk Rd

58 Selkirk Rd, Unit 5

58 Selkirk Rd
BostonMA02135
property at 249 Chestnut Hill Ave

249 Chestnut Hill Ave, Unit 1

249 Chestnut Hill Ave
BostonMA02135
property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 12

1880 Commonwealth Ave
BostonMA02135
property at 8 Selkirk Rd

8 Selkirk Rd

BostonMA02135
property at 21 Sutherland Rd

21 Sutherland Rd, Unit 1

21 Sutherland Rd
BostonMA02135
property at 116 Englewood Ave

116 Englewood Ave, Unit 25

116 Englewood Ave
BostonMA02135
property at 39 South St

39 South St

BostonMA02130

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

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.

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Pet Friendly Lifestyle
South Brookline, Chestnut Hill, MA

Ranked #88

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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.

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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 The Rental Move-In Inspection Checklist: A Guide for Renters article

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.

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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.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

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.