Pet Friendly Homes for Rent in Chestnut Hill, MA (1,704 Rentals) Page 2 of 35

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Homes for rent in Chestnut Hill that love your dogs or cats as much as you do!

property at 7 High Street Pl

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

7 High Street Pl, Unit B2

7 High Street Pl
BrooklineMA02445
property at 1824 Beacon St

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

1824 Beacon St, Unit 1-B3

1824 Beacon St
BrooklineMA02445
property at 1850 Beacon St

$2,400

Total Monthly Price6 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1850 Beacon St, Unit 3-6

1850 Beacon St
BrooklineMA02445
property at 30 Kilsyth Rd

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

30 Kilsyth Rd, Unit 3

30 Kilsyth Rd
BrooklineMA02445
property at 18 Alton Pl

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

Studio, 1 Bath Condo for Rent

Available Now

18 Alton Pl, Unit 3

18 Alton Pl
BrooklineMA02446
property at 12 Sewall Ave

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

12 Sewall Ave, Unit 314

12 Sewall Ave
BrooklineMA02446
property at 22 Fairbanks St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

22 Fairbanks St, Unit 2

22 Fairbanks St
BrooklineMA02446
property at 17 Fairbanks St

$2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

17 Fairbanks St, Unit 33

17 Fairbanks St
BrooklineMA02446
property at 50 Babcock St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

50 Babcock St, Unit 9

50 Babcock St
BrooklineMA02446
property at 67 Park St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

67 Park St, Unit 3

67 Park St
BrooklineMA02446

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property at 19 Short St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

19 Short St, Unit 5

19 Short St
BrooklineMA02446
property at 1243 Beacon St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

1243 Beacon St, Unit 2D

1243 Beacon St
BrooklineMA02446
property at 77 Pond Ave

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

77 Pond Ave, Unit 1010

77 Pond Ave
BrooklineMA02445
property at 1243 Beacon St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

1243 Beacon St, Unit 1B-Brookline

1243 Beacon St
BrooklineMA02446
property at 25 Garrison Rd

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

25 Garrison Rd, Unit 3

25 Garrison Rd
BrooklineMA02445
property at 1583 Beacon St

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1 Bath Condo for Rent

Available Now

1583 Beacon St, Unit 1

1583 Beacon St
BrooklineMA02446
property at 1867 Beacon St

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1 Bath Condo for Rent

Available Now

1867 Beacon St, Unit 5

1867 Beacon St
BrooklineMA02445
property at 15 Green

$2,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

1 Bedroom, 1 Bath Condo for Rent

Available Now

15 Green, Unit 1

15 Green
BrooklineMA02446

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

property at 20 John St

$2,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

1 Bedroom, 1 Bath Condo for Rent

Available Now

20 John St, Unit 6

20 John St
BrooklineMA02446
property at 1688 Beacon St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

1688 Beacon St, Unit 18

1688 Beacon St
BrooklineMA02445
property at 19 Winchester St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

19 Winchester St, Unit 512

19 Winchester St
BrooklineMA02446
property at 1463 Beacon St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

1463 Beacon St, Unit 32

1463 Beacon St
BrooklineMA02446
property at 116 Brook St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

116 Brook St, Unit 02

116 Brook St
BrooklineMA02445
property at 77 Pond Ave

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

77 Pond Ave, Unit 407

77 Pond Ave
BrooklineMA02445
property at 210 Winthrop Rd

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available May 1, 2026

210 Winthrop Rd, Unit 31

210 Winthrop Rd
BrooklineMA02445
property at 322 Tappan St

$2,975

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 1 Bath Condo for Rent

Available Now

322 Tappan St, Unit 1b

322 Tappan St
BrooklineMA02445
property at 316 Tappan St

$2,975

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

316 Tappan St, Unit 1B

316 Tappan St
BrooklineMA02445
property at 1475 Beacon St

$2,999

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,999

Total Monthly Price
$2,999

1 Bedroom, 1 Bath Condo for Rent

Available Dec 31

1475 Beacon St, Unit 34

1475 Beacon St
BrooklineMA02446
property at 22 Alton Pl

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

22 Alton Pl, Unit 6

22 Alton Pl
BrooklineMA02446
property at 96 Winthrop Rd

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

96 Winthrop Rd, Unit 1

96 Winthrop Rd
BrooklineMA02445
property at 1450 Beacon St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

1450 Beacon St, Unit 203

1450 Beacon St
BrooklineMA02446
property at 1805 Beacon St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1805 Beacon St, Unit 502

1805 Beacon St
BrooklineMA02445
property at 33 Pond Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

33 Pond Ave, Unit 417

33 Pond Ave
BrooklineMA02445
property at 9 Rice St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

9 Rice St, Unit 5

9 Rice St
BrooklineMA02445
property at 354 Tappan St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

354 Tappan St, Unit 1

354 Tappan St
BrooklineMA02445
property at 54 Lancaster Ter

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

54 Lancaster Ter, Unit 2B

54 Lancaster Ter
BrooklineMA02446
property at 311 Tappan St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

311 Tappan St, Unit 6

311 Tappan St
BrooklineMA02445
property at 172 Fuller St

$3,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095

2 Bedroom, 1 Bath Condo for Rent

Available Now

172 Fuller St, Unit 3

172 Fuller St
BrooklineMA02446
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 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 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 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 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 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 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

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4130 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3594 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 $8,008.

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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