Luxury Homes for Rent in Chestnut Hill, MA (3,257 Rentals) Page 58 of 66

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The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

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 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 22 Alton Ct

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

22 Alton Ct

BrooklineMA02446
property at 200 Hyde Park Ave

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

6 Bedroom, 3 Bath Condo for Rent

Available Sep 1

200 Hyde Park Ave, Unit 3

200 Hyde Park Ave
BostonMA02130
property at 124 Kenrick St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Rentals

Available Now

124 Kenrick St, Unit 6

124 Kenrick St
BostonMA02135
property at 124 Kenrick St

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Rentals

Available Now

124 Kenrick St, Unit 5

124 Kenrick St
BostonMA02135
property at 3 Greenough 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 Home for Rent

Available Now

3 Greenough St

BrooklineMA02445
property at 241 Perkins St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

2 Bedroom, 2 Bath Townhome for Rent

Available Oct 1

241 Perkins St

BostonMA02130
property at 126 Kenrick St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 3 Bath Condo for Rent

Available Sep 1

126 Kenrick St

BostonMA02135
property at 121 Franklin St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

6 Bedroom, 2 Bath Condo for Rent

Available Sep 1

121 Franklin St

BostonMA02134
property at 115 Franklin St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

6 Bedroom, 2 Bath Home for Rent

Available Sep 1

115 Franklin St

BostonMA02134
property at 35 Pratt St

$4,000 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom Rentals

Available Now

35 Pratt St

BostonMA02134
property at 186 Kelton St

$5,000 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom Rentals

Available Now

186 Kelton St

BostonMA02134
property at 26 Hammond Pond Pkwy

$5,530

Total Monthly Price

Total Monthly Price

Base Rent
$5,530

Total Monthly Price
$5,530

4 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

26 Hammond Pond Pkwy

BrooklineMA02467
property at 20 Colborne Rd

$5,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,595

Total Monthly Price
$5,595

3 Bedroom, 2 Bath Condo for Rent

Available Now

20 Colborne Rd, Unit 8

20 Colborne Rd
BostonMA02135
property at 34 Perthshire Rd

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

6 Bedroom, 3 Bath Condo for Rent

Available Sep 1

34 Perthshire Rd

BostonMA02135
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 1914 Beacon St

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

5 Bedroom, 2 Bath Rentals

Available Now

1914 Beacon St, Unit 2

1914 Beacon 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
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 24 Long Ave

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

24 Long Ave

BostonMA02134
property at 73 Leicester St

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

73 Leicester St

BostonMA02135
property at 5 University Rd

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

5 University Rd

BrooklineMA02445
property at 6 Strathmore Rd

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

6 Strathmore Rd

BostonMA02135
property at 10 Wadsworth St

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

10 Wadsworth St

BostonMA02134
property at 47 Ridgemont St

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

47 Ridgemont St

BostonMA02134
property at 27 Greylock Rd

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

27 Greylock Rd

BostonMA02134
property at 44 Ridgemont St

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

44 Ridgemont St

BostonMA02134
property at 75 Leicester St

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

5 Bedroom Rentals

Available Sep 1

75 Leicester St

BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2376 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 3937 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.

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 $24,000 with an average monthly rent of $3,521.

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 $12,866, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,060 and Four Bedroom Apartments start at $1,300.

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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Articles, How-To's, and Tips

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

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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

Written by: Robin Stewart

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

Written by: Robin Stewart

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

Written by: Robin Stewart

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.