5 Bedroom Homes for Rent in Chestnut Hill, MA (375 Rentals) Page 5 of 8

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property at 52 Rawson Rd

$8,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,400

Total Monthly Price
$8,400

5 Bedroom, 3.5 Bath Home for Rent

Available Aug 1

52 Rawson Rd

BrooklineMA02445
property at 119 Westbourne Ter

$8,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500

Total Monthly Price
$8,500

5 Bedroom, 3.5 Bath Condo for Rent

Available Now

119 Westbourne Ter, Unit 1, Unit 1

119 Westbourne Ter
BrooklineMA02446
property at 8 Sawyer Ter

$8,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,600

Total Monthly Price
$8,600

5 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

8 Sawyer Ter

BostonMA02134
property at 2021 Commonwealth Ave

$8,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,750

Total Monthly Price
$8,750

5 Bedroom, 2.5 Bath Condo for Rent

Available Now

2021 Commonwealth Ave, Unit D, Unit D

2021 Commonwealth Ave
BostonMA02135
property at 12 Gerald Rd

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

5 Bedroom, 3 Bath Home for Rent

Available Now

12 Gerald Rd

BostonMA02135
property at 12 Gerald Rd

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

5 Bedroom, 3 Bath Home for Rent

Available Now

12 Gerald Rd

BostonMA02135
property at 43 Dwight St

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

5 Bedroom, 3.5 Bath Condo for Rent

Available Now

43 Dwight St, Unit 1, Unit 1

43 Dwight St
BrooklineMA02446
property at 1726 Beacon St

$12,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 3 Bath Condo for Rent

Available Now

1726 Beacon St

BrooklineMA02445
property at 28 Manet Rd

$5,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,950

Total Monthly Price
$5,950

5 Bedroom, 1.5 Bath Rentals

Available Sep 1

28 Manet Rd, Unit 1

28 Manet Rd
NewtonMA02467
property at 32 Bayard St

$4,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,750

Total Monthly Price
$4,750

5 Bedroom, 2 Bath Rentals

Available Sep 1

32 Bayard St

BostonMA02134
property at 14 Glenmont Rd

$7,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,200

Total Monthly Price
$7,200

5 Bedroom, 2 Bath Rentals

Available Aug 15

14 Glenmont Rd, Unit 2

14 Glenmont Rd
BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4595 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,754. There are also 5113 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $38,000.

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 $675 to $38,000 with an average monthly rent of $8,501.

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 $1,295 to $17,754, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $30,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,295.

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.

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