4 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA(114 Rentals)

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59 Strathmore Rd
$4,2004 Bedroom, 2 Bath Condo for RentAvailable Now

59 Strathmore Rd, Unit 1

59 Strathmore Rd
Boston, MA 02135
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34 Orkney Rd
$4,6004 Bedroom, 1 Bath Condo for RentAvailable Sep 1, 2025

34 Orkney Rd, Unit 1

34 Orkney Rd
Boston, MA 02135
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61 Strathmore Rd
$4,6004 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025

61 Strathmore Rd, Unit 1

61 Strathmore Rd
Boston, MA 02135
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43 Orkney Rd
$4,8004 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2025

43 Orkney Rd, Unit 1

43 Orkney Rd
Boston, MA 02135
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132 Chiswick Rd
$4,8005 Bedroom, 2 Bath Condo for RentUnavailable

132 Chiswick Rd, Unit 2

132 Chiswick Rd
Boston, MA 02135
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41 Orkney Rd
$5,2004 Bedroom, 2 Bath Condo for RentAvailable Now

41 Orkney Rd, Unit 3

41 Orkney Rd
Boston, MA 02135
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47 Orkney Rd
$5,2505 Bedroom, 2 Bath Condo for RentUnavailable

47 Orkney Rd, Unit 2

47 Orkney Rd
Boston, MA 02135
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53 Radnor Rd
$5,5004 Bedroom, 2 Bath Condo for RentAvailable Aug 24, 2025

53 Radnor Rd, Unit 2

53 Radnor Rd
Boston, MA 02135
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49 Radnor Rd
$5,5004 Bedroom, 2 Bath Condo for RentAvailable Aug 24, 2025

49 Radnor Rd, Unit 2

49 Radnor Rd
Boston, MA 02135
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6 Lothian Rd
$5,8005 Bedroom, 2 Bath Condo for RentUnavailable

6 Lothian Rd, Unit 2

6 Lothian Rd
Boston, MA 02135
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1914 Beacon St
$5,9005 Bedroom, 2 Bath Condo for RentUnavailable

1914 Beacon St, Unit 2

1914 Beacon St
Boston, MA 02135
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1914 Beacon St
$5,9005 Bedroom, 2 Bath Condo for RentUnavailable

1914 Beacon St, Unit 2

1914 Beacon St
Boston, MA 02135
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1914 Beacon St
$5,9005 Bedroom, 2 Bath Condo for RentUnavailable

1914 Beacon St

Boston, MA 02135
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1914 Beacon St
$5,9005 Bedroom, 2 Bath Condo for RentUnavailable

1914 Beacon St, Unit 2

1914 Beacon St
Boston, MA 02135
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129 Sutherland Rd
$6,0005 Bedroom, 4 Bath Condo for RentUnavailable

129 Sutherland Rd

Boston, MA 02135
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58 Englewood Ave
$6,0006 Bedroom, 2 Bath Condo for RentUnavailable

58 Englewood Ave, Unit 1

58 Englewood Ave
Boston, MA 02135
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154 Kilsyth Rd
$6,0005 Bedroom, 4 Bath Condo for RentUnavailable

154 Kilsyth Rd

Boston, MA 02135
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1914 Beacon St
$6,2005 Bedroom, 2 Bath Condo for RentUnavailable

1914 Beacon St, Unit #3

1914 Beacon St
Boston, MA 02135
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129 Sutherland
$6,2005 Bedroom, 4 Bath Condo for RentUnavailable

129 Sutherland, Unit House

129 Sutherland
Boston, MA 02135
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48 Englewood Ave
$6,2004 Bedroom, 2 Bath Condo for RentAvailable Aug 31, 2025

48 Englewood Ave, Unit 2

48 Englewood Ave
Boston, MA 02135
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21 Radnor Rd
$6,2004 Bedroom, 1 Bath Townhome for RentAvailable Now

21 Radnor Rd

Boston, MA 02135
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129 Sutherland Rd
$6,3005 Bedroom, 4 Bath Condo for RentUnavailable

129 Sutherland Rd

Boston, MA 02135
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129 Sutherland Rd
$6,3005 Bedroom, 4 Bath Home for RentUnavailable

129 Sutherland Rd

Boston, MA 02135
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25 Wade St
$6,5005 Bedroom, 3 Bath Home for RentUnavailable

25 Wade St, Unit 280

25 Wade St
Boston, MA 02135
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2021 Commonwealth Ave
$7,5005 Bedroom, 2 Bath Condo for RentUnavailable

2021 Commonwealth Ave

Boston, MA 02135
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Chestnut Hill, Boston, MA Local Guide

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 711 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,831. There are also 431 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,800 to $16,500.

What is the current price range for Rental Homes in Chestnut Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $1,800 to $16,500 with an average monthly rent of $4,643.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $3,000 to $10,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,200 to $8,900. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $1,000.

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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Signing Your Apartment Lease: The Basics

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When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print. While most leases...

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What to Know About Fees and Fines When Renting

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When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process. While fees will range depending on...

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Real Estate Term Glossary: Your Guide to The A to Zs of Renting

Written by: Kevin Ready

Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new...

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Navigating the World of Low-Income Housing: A Comprehensive Guide

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Are you having difficulty keeping up with bills or paying the rent? If so, you are not alone. Many families struggle to keep up with rents that have increased up to 40% in...