2 Bedroom Homes for Rent in Chestnut Hill, MA (827 Rentals) Page 16 of 17

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property at 24 Arsenal St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

24 Arsenal St

WatertownMA02472
property at 1 O'Leary Way

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

1 O'Leary Way

BostonMA02130
property at 38 Fairview St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

38 Fairview St

BostonMA02131
property at 14 Heron St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Heron St

BostonMA02132
property at 33 Paul St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

33 Paul St

NewtonMA02459
property at 22 Walnut Pl

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

22 Walnut Pl

NewtonMA02460
property at 2025 Commonwealth Ave

$2,850 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom Rentals

Available Now

property at 48 Hollis St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

48 Hollis St

NewtonMA02458
property at 31 Hammond Pond Pky

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Home for Rent

Available Jan 1, 2026

31 Hammond Pond Pky

NewtonMA02467
property at 55 Norwood Ave

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

55 Norwood Ave

NewtonMA02459
property at 147 Kelton St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

147 Kelton St

BostonMA02134
property at 2035 Commonwealth Ave

$2,900 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom Rentals

Available Now

property at 20 Alton Pl

$2,900 - $4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom Rentals

Available Now

20 Alton Pl

BrooklineMA02446
property at 11 Vinal St

$2,725 - $2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom Rentals

Available Now

11 Vinal St

BostonMA02135
property at 22 School St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

2 Bedroom, 1 Bath Home for Rent

Available Now

22 School St

NewtonMA02458
property at 9 Gardner St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

9 Gardner St

BostonMA02134
property at 1662 Commonwealth Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 55 Glenellen Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Now

55 Glenellen Rd

BostonMA02132
property at 7 Cypress Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Townhome for Rent

Available Jan 1, 2026

7 Cypress Rd

BostonMA02135
property at 22 Potomac St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Townhome for Rent

Available Now

22 Potomac St

BostonMA02132
property at 8 Elko St

$3,000 - $3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Now

8 Elko St

BostonMA02135
property at 31 South St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

31 South St

BostonMA02135
property at 25 N Beacon St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2026

25 N Beacon St

BostonMA02134
property at 1450 Beacon St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

1450 Beacon St

BrooklineMA02446
property at 1283 Commonwealth Ave

$3,000 - $3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom Rentals

Available Sep 1, 2026

property at 208 Winthrop Rd

$2,950 - $3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom Rentals

Available Sep 1, 2026

208 Winthrop Rd

BrooklineMA02445
property at 134 Englewood Ave

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

2 Bedroom, 1 Bath Condo for Rent

Available Now

134 Englewood Ave

BostonMA02135
property at 11 Revere St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

11 Revere St

BostonMA02130
property at 20 Hammond Pond Pkwy

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 108 Perkins St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

108 Perkins St

BostonMA02130
property at 105 Chestnut St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

105 Chestnut St

BrooklineMA02445
property at 141 Coolidge Ave

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

141 Coolidge Ave

WatertownMA02472
property at 20 Penniman Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

20 Penniman Rd

BostonMA02134
property at 50 Watertown St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

50 Watertown St

WatertownMA02472
property at 26 Chiswick Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

26 Chiswick Rd

BostonMA02135
property at 1130 Commonwealth Ave

$3,200 - $4,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom Rentals

Available Sep 1, 2026

property at 143-171-171 Hyde Park Ave

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 27 Payne Rd

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Townhome for Rent

Available Now

27 Payne Rd

NewtonMA02461
property at 2 Hammond Pond Pkwy

$3,375

Total Monthly Price

Total Monthly Price

Base Rent
$3,375

Total Monthly Price
$3,375

2 Bedroom, 1 Bath Condo for Rent

Available Now

2 Hammond Pond Pkwy

NewtonMA02467
property at 33 Highgate St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2026

33 Highgate St

BostonMA02134
property at 20 Radcliffe Rd

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

20 Radcliffe Rd

BostonMA02134
property at 85 Brainerd Rd

$3,200 - $5,055

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom Rentals

Available Now

85 Brainerd Rd

BostonMA02134
property at 16 Alton Pl

$3,300 - $3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom Rentals

Available Now

16 Alton Pl

BrooklineMA02446
property at 11 Elko St

$3,450

Total Monthly Price6 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 1 Bath Home for Rent

Available Feb 1, 2026

11 Elko St

BostonMA02135
property at 50 Green

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

50 Green

BrooklineMA02446
property at 120 Beaconsfield Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

120 Beaconsfield Rd

BrooklineMA02445
property at 30 Penniman Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

30 Penniman Rd

BostonMA02134
property at 21 Gibbs St

$3,200 - $4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom Rentals

Available Now

21 Gibbs St

BrooklineMA02446
property at 65 Glen Rd

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

2 Bedroom, 2 Bath Condo for Rent

Available Now

65 Glen Rd

BrooklineMA02445
property at 726 Washington St

$3,400 - $3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom Rentals

Available Sep 1, 2026

726 Washington St

BrooklineMA02446

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4085 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3220 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 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 $725 to $38,000 with an average monthly rent of $8,047.

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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,225.

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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