4 Bedroom Homes for Rent in Chestnut Hill, MA (669 Rentals) Page 2 of 14

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property at 1243 Beacon St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1243 Beacon St, Unit 3

1243 Beacon St
BrooklineMA02446
property at 195 Lake St

$3,800 - $4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800 - $4,500

Total Monthly Price
$3,800 - $4,500

4, 5 Bedroom Condos for Rent

Available Aug 30

195 Lake St

BostonMA02135
property at 73 Undine Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

73 Undine Rd

BostonMA02135
property at 19 Saint Lukes Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

19 Saint Lukes Rd, Unit 3

19 Saint Lukes Rd
BostonMA02134
property at 117 Cowing St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

117 Cowing St

BostonMA02132
property at 11 Englewood Ave

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $4,500

Total Monthly Price
$2,000 - $4,500

4 Bedroom Condos for Rent

Available Now

11 Englewood Ave

BrooklineMA02445
property at 72 Tyndale St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 3.5 Bath Home for Rent

Available Now

72 Tyndale St

BostonMA02131
property at 34 Brainerd Rd

$4,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,550

Total Monthly Price
$4,550

4 Bedroom, 2 Bath Condo for Rent

Available Now

34 Brainerd Rd, Unit 1

34 Brainerd Rd
BostonMA02134
property at 34 Royal St

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 2.5 Bath Townhome for Rent

Available Now

34 Royal St

BostonMA02134
property at 1909 Beacon St

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1909 Beacon St, Unit 3F

1909 Beacon St
BrooklineMA02445

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property at 1515 Commonwealth Ave

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1515 Commonwealth Ave, Unit 2

1515 Commonwealth Ave
BostonMA02135
property at 251 Cambridge St

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

4 Bedroom, 1 Bath Condo for Rent

Available Now

251 Cambridge St, Unit 3

251 Cambridge St
BostonMA02134
property at 14 Quint Ave

$4,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,695

Total Monthly Price
$4,695

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

14 Quint Ave, Unit 2

14 Quint Ave
BostonMA02134
property at 21 Highgate St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

21 Highgate St

BostonMA02134
property at 24 Tremont St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

24 Tremont St

BostonMA02135
property at 63 Fairbanks St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Aug 31

63 Fairbanks St, Unit 2

63 Fairbanks St
BostonMA02135
property at 161 Allston St

$4,795 - $4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,275 - $4,850

Total Monthly Price
$4,275 - $4,850

4 Bedroom Condos for Rent

Available Sep 1, 2027

161 Allston St

BostonMA02134
property at 165 Winthrop Rd

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

4 Bedroom, 2 Bath Condo for Rent

Available Now

165 Winthrop Rd, Unit 3

165 Winthrop Rd
BrooklineMA02445
property at 15 Lanark Rd

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

15 Lanark Rd, Unit 101

15 Lanark Rd
BrightonMA02135
property at 46 Cameron St

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800 - $4,900

Total Monthly Price
$2,800 - $4,900

4 Bedroom Condos for Rent

Available Sep 1

46 Cameron St

BrooklineMA02445

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property at 2 Ashford Ct

$4,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

2 Ashford Ct

BostonMA02134
property at 10 Glenville Ave

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

10 Glenville Ave, Unit #2

10 Glenville Ave
BostonMA02134
property at 120 Kenrick St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

120 Kenrick St, Unit 1

120 Kenrick St
BostonMA02135
property at 120 Kenrick St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

120 Kenrick St, Unit 5

120 Kenrick St
BostonMA02135
property at 14 Duval St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

14 Duval St, Unit 1

14 Duval St
BostonMA02135
property at 208A Winthrop Rd

$4,980 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $5,000

Total Monthly Price
$2,100 - $5,000

4 Bedroom Condos for Rent

Available Soon

208A Winthrop Rd

BrooklineMA02445
property at 1198 Commonwealth Ave

$4,000 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000 - $5,000

Total Monthly Price
$4,000 - $5,000

4 Bedroom Condo for Rent

Available Now

property at 48 Englewood Ave

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

48 Englewood Ave, Unit 1

48 Englewood Ave
BostonMA02135
property at 17 Nottinghill Rd

$5,075

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,075

Total Monthly Price
$5,075

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

17 Nottinghill Rd, Unit 2

17 Nottinghill Rd
BostonMA02135
property at 11 Islington St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

11 Islington St

BostonMA02134

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property at 6 Benson St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

6 Benson St

BostonMA02135
property at 63 Mapleton St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

63 Mapleton St, Unit 1

63 Mapleton St
BostonMA02135
property at 48 Englewood Ave

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

48 Englewood Ave, Unit 1

48 Englewood Ave
BostonMA02135
property at 4 Benson St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

4 Benson St

BostonMA02135
property at 9 Washburn Ter

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

9 Washburn Ter, Unit 2

9 Washburn Ter
BrooklineMA02446
property at 225 Chestnut Hill Ave

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 1 Bath Condo for Rent

Available Now

225 Chestnut Hill Ave, Unit 1

225 Chestnut Hill Ave
BostonMA02135
property at 1887 Beacon St

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

1887 Beacon St, Unit #1

1887 Beacon St
BrooklineMA02445
property at 20 Highgate St

$5,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,795 - $5,395

Total Monthly Price
$3,795 - $5,395

4 Bedroom Condos for Rent

Available Now

20 Highgate St

BostonMA02134
property at 11 Bagnal St

$5,400

Total Monthly Price9 Month Lease Term

Total Monthly Price

Base Rent
$4,600 - $5,900

Total Monthly Price
$4,600 - $5,900

4, 5 Bedroom Condos for Rent

Available Now

11 Bagnal St

BostonMA02134
property at 91 Wallingford Rd

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

91 Wallingford Rd

BostonMA02135

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Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 11 Wadsworth St

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

11 Wadsworth St

BostonMA02134
property at 1776 Commonwealth Ave

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $10,000

Total Monthly Price
$3,650 - $10,000

4, 5, 6 Bedroom Condos for Rent

Available Now

property at 1487 Beacon St

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1487 Beacon St

BrooklineMA02446
property at 539 Commonwealth Ave

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Condo for Rent

Available Now

539 Commonwealth Ave, Unit 2

539 Commonwealth Ave
NewtonMA02459
property at 144 Winchester St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 1.5 Bath Townhome for Rent

Available Apr 1, 2027

144 Winchester St, Unit 2

144 Winchester St
BrooklineMA02446
property at 48 Babcock St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

48 Babcock St, Unit 4

48 Babcock St
BrooklineMA02446
property at 1824 Beacon St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1824 Beacon St, Unit 4

1824 Beacon St
BrooklineMA02445
property at 110 Kenrick St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Now

110 Kenrick St

BostonMA02135
property at 153 Foster St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

153 Foster St, Unit 2A

153 Foster St
BostonMA02135
property at 34 Raymond St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 4.5 Bath Condo for Rent

Available Sep 1

34 Raymond St, Unit 1

34 Raymond St
BostonMA02134

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2445 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4311 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $99,999.

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 $900 to $99,999 with an average monthly rent of $3,583.

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 $1,033 to $12,535, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $99,999. Four Bedroom Single-Family rentals are also available starting from $1,110 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

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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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What It Really Costs to Live in Boston: A Local Renter's Guide

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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

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Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.