2 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (111 Rentals) Page 2 of 3

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property at 1872 Commonwealth Ave

$3,355

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,355

Total Monthly Price
$3,355

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2026

1872 Commonwealth Ave, Unit 7

1872 Commonwealth Ave
BostonMA02135
property at 48 Englewood Ave

$3,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,495

Total Monthly Price
$3,495

2 Bedroom, 1 Bath Condo for Rent

Available Now

48 Englewood Ave, Unit #2

48 Englewood Ave
BostonMA02135
property at 6 South St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

6 South St, Unit uni3 2-bed 1-bath

6 South St
BostonMA02135
property at 10 Selkirk Rd

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

2 Bedroom, 2 Bath Condo for Rent

Available Now

10 Selkirk Rd, Unit 1

10 Selkirk Rd
BostonMA02135
property at 45 Englewood Ave

$3,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,795

Total Monthly Price
$3,795

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Englewood Ave, Unit 47 #6

45 Englewood Ave
BostonMA02135
property at 1945 Commonwealth Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

1945 Commonwealth Ave, Unit 13C

1945 Commonwealth Ave
BostonMA02135
property at 45 Englewood Ave

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Englewood Ave, Unit 2

45 Englewood Ave
BostonMA02135
property at 1870 Commonwealth Ave

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 2 Sutherland Rd

$4,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

2 Sutherland Rd, Unit 51

2 Sutherland Rd
BostonMA02135
property at 2017 Commonwealth Ave

$4,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,450

Total Monthly Price
$4,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

2017 Commonwealth Ave, Unit #1

2017 Commonwealth Ave
BostonMA02135

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

property at 2016 Commonwealth Ave

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

2 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1, 2026

2016 Commonwealth Ave, Unit 5

2016 Commonwealth Ave
BostonMA02135

Boston's Best Affordable Neighborhoods

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

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35 South St
$3,120
Total Monthly Price

Total Monthly Price

Base Rent
$2,680
Required Monthly Fees
$440

Total Monthly Price
$3,120
2 Bedroom Apartments Available May 1, 2026

35 South St

35 South StBoston, MA 02135
Furnished
property at 2031 Commonwealth Ave

$2,295

Total Monthly Price

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 97 Strathmore Rd

$2,675

Total Monthly Price

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

97 Strathmore Rd

BostonMA02135
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 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 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 38 Englewood Ave

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

38 Englewood Ave

BostonMA02135
property at 629 Chestnut Hill Ave

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Condo for Rent

Available Now

629 Chestnut Hill Ave, Unit 1

629 Chestnut Hill Ave
BrooklineMA02445
property at 320 Hammond Pond Pky

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pky

Chestnut HillMA02467
property at 384 Langley Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

384 Langley Rd, Unit 384

384 Langley Rd
NewtonMA02459
property at 320 Hammond Pond Pkwy

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pkwy, Unit 104

320 Hammond Pond Pkwy
NewtonMA02467
property at 11 Hammond Pond Pky

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

2 Bedroom, 2 Bath Condo for Rent

Available Now

11 Hammond Pond Pky, Unit 203

11 Hammond Pond Pky
Chestnut HillMA02467
property at 25 Crosby Rd

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1, 2026

25 Crosby Rd

Chestnut HillMA02467
property at 250 Hammond Pond Pky

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky
Chestnut HillMA02467
property at 26 Holly Ln

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

26 Holly Ln, Unit 2

26 Holly Ln
BrooklineMA02467

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 459 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,200. There are also 389 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $810 to $17,500.

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 $810 to $17,500 with an average monthly rent of $7,170.

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 $2,700 to $6,320, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,500.

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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