2 Bedroom Homes for Rent in Chestnut Hill, MA (798 Rentals) Page 7 of 16

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property at 187 Winthrop Rd

$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

187 Winthrop Rd, Unit 28

187 Winthrop Rd
BrooklineMA02445
property at 1487 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 Jan 1, 2026

1487 Beacon St, Unit 4

1487 Beacon St
BrooklineMA02446
property at 29 Brainerd Rd

$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 Now

29 Brainerd Rd, Unit 305

29 Brainerd Rd
BostonMA02134
property at 1607 Commonwealth Ave

$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 Now

1607 Commonwealth Ave, Unit 9

1607 Commonwealth Ave
BostonMA02135
property at 31 Glenville Ave

$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 Now

31 Glenville Ave, Unit 1

31 Glenville Ave
BostonMA02134
property at 21 Westbourne Ter

$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 Now

21 Westbourne Ter, Unit 6

21 Westbourne Ter
BrooklineMA02446
property at 317 Summit Ave

$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 Now

317 Summit Ave, Unit 5

317 Summit Ave
BostonMA02135
property at 1607 Commonwealth Ave

$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 Now

1607 Commonwealth Ave, Unit 9

1607 Commonwealth Ave
BostonMA02135
property at 14 Westford 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 Now

14 Westford St, Unit 7

14 Westford St
BostonMA02134
property at 317 Summit Ave

$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 Now

317 Summit Ave

BostonMA02135
property at 2009 Commonwealth Ave

$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

2009 Commonwealth Ave, Unit 10

2009 Commonwealth Ave
BostonMA02135
property at 1880 Commonwealth Ave

$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

1880 Commonwealth Ave, Unit 10

1880 Commonwealth Ave
BostonMA02135
property at 309 Tappan St

$3,125

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125

2 Bedroom, 1 Bath Condo for Rent

Available Now

309 Tappan St, Unit #1B

309 Tappan St
BrooklineMA02445
property at 48 Lancaster Ter

$3,145

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,145

Total Monthly Price
$3,145

2 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

48 Lancaster Ter, Unit 103

48 Lancaster Ter
BrooklineMA02446
property at 116 Englewood Ave

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Now

116 Englewood Ave, Unit 4

116 Englewood Ave
BostonMA02135
property at 1950 Beacon St

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1950 Beacon St, Unit 1

1950 Beacon St
BostonMA02135
property at 79 Sutherland Rd

$3,160

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,160

Total Monthly Price
$3,160

2 Bedroom, 1 Bath Condo for Rent

Available Now

79 Sutherland Rd, Unit 7

79 Sutherland Rd
BostonMA02135
property at 192 Allston St

$3,175

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,175

Total Monthly Price
$3,175

2 Bedroom, 1 Bath Condo for Rent

Available Now

192 Allston St, Unit 2-bed 1-bath

192 Allston St
BostonMA02134
property at 1880 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2026

1880 Commonwealth Ave, Unit 5

1880 Commonwealth Ave
BostonMA02135
property at 1868 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2026

1868 Commonwealth Ave, Unit 5

1868 Commonwealth Ave
BostonMA02135
property at 93 Lancaster Ter

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

2 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

93 Lancaster Ter, Unit 103

93 Lancaster Ter
BrooklineMA02446
property at 1563 Beacon St

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

2 Bedroom, 2 Bath Condo for Rent

Available Jan 1, 2026

1563 Beacon St, Unit 6

1563 Beacon St
BrooklineMA02446
property at 145 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

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135
property at 16 Glenville 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 Jan 1, 2026

16 Glenville Ave, Unit 8

16 Glenville Ave
BostonMA02134
property at 104 Warren St

$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

104 Warren St, Unit 5

104 Warren St
BostonMA02135
property at 306 Tappan St

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

2 Bedroom, 2 Bath Condo for Rent

Available Now

306 Tappan St, Unit 103

306 Tappan St
BrooklineMA02445
property at 184 Allston St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

184 Allston St, Unit 2

184 Allston St
BostonMA02134
property at 210 Winthrop Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

210 Winthrop Rd, Unit 31

210 Winthrop Rd
BrooklineMA02445
property at 168 Winthrop Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

168 Winthrop Rd, Unit 4

168 Winthrop Rd
BrooklineMA02445
property at 3 Wallingford Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

3 Wallingford Rd, Unit 2

3 Wallingford Rd
BostonMA02135
property at 192 Allston St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Townhome for Rent

Available Now

192 Allston St

BostonMA02134
property at 10 Upland Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

10 Upland Rd

BrooklineMA02445
property at 147 Kelton St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

147 Kelton St, Unit 311

147 Kelton St
BostonMA02134
property at 18 Alton Pl

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

18 Alton Pl, Unit 1

18 Alton Pl
BrooklineMA02446
property at 21 Gibbs St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

21 Gibbs St, Unit 1

21 Gibbs St
BrooklineMA02446
property at 30 Bentley St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

30 Bentley St, Unit 1

30 Bentley St
BostonMA02135
property at 56 Hobson St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

56 Hobson St, Unit B

56 Hobson St
BostonMA02135
property at 150 North Beacon St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

150 North Beacon St, Unit B2

150 North Beacon St
BostonMA02135
property at 12 Alton Pl

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

12 Alton Pl, Unit 2

12 Alton Pl
BrooklineMA02446
property at 229 Kelton St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

229 Kelton St, Unit 7

229 Kelton St
BostonMA02134
property at 20 Alton Pl

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

20 Alton Pl, Unit 4

20 Alton Pl
BrooklineMA02446
property at 57 Hemman St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

57 Hemman St, Unit #1

57 Hemman St
BostonMA02131
property at 1662 Commonwealth Avenue

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

1662 Commonwealth Avenue, Unit 11

1662 Commonwealth Avenue
BostonMA02135
property at 14 Langley Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Langley Rd, Unit 2

14 Langley Rd
BostonMA02135
property at 229 Kelton St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

229 Kelton St

BostonMA02134
property at 56 Hobson St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

56 Hobson St, Unit G

56 Hobson St
BostonMA02135
property at 20 Penniman Rd

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

20 Penniman Rd, Unit 108

20 Penniman Rd
BostonMA02134
property at 1933 Commonwealth Ave

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

1933 Commonwealth Ave, Unit 1

1933 Commonwealth Ave
BostonMA02135
property at 1933 Commonwealth Ave

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

1933 Commonwealth Ave, Unit 403

1933 Commonwealth Ave
BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4076 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3242 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 $925 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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