Pet Friendly Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (218 Rentals) Page 2 of 5

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

property at 29 Wiltshire Rd

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

29 Wiltshire Rd, Unit 1, Unit 1

29 Wiltshire Rd
BostonMA02135
property at 19 Chestnut Hill Ave

$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

19 Chestnut Hill Ave, Unit 1, Unit 1

19 Chestnut Hill Ave
BostonMA02135
property at 2012 Commonwealth Ave

$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

2012 Commonwealth Ave, Unit BE, Unit BE

2012 Commonwealth Ave
BostonMA02135
property at 135 Chiswick Rd

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

3 Bedroom, 1 Bath Condo for Rent

Available Now

135 Chiswick Rd, Unit 6, Unit 6

135 Chiswick Rd
BostonMA02135
property at 1880 Commonwealth Ave

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

1880 Commonwealth Ave, Unit 12, Unit 12

1880 Commonwealth Ave
BostonMA02135
property at 8 Mt Vernon 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 Home for Rent

Available Now

8 Mt Vernon St

BostonMA02135
property at 21 Chestnut Hill Ave

$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

21 Chestnut Hill Ave, Unit 1, Unit 1

21 Chestnut Hill Ave
BostonMA02135
property at 2001 Commonwealth Ave

$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

2001 Commonwealth Ave, Unit 16, Unit 16

2001 Commonwealth Ave
BostonMA02135
property at 135 Chiswick Rd

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

135 Chiswick Rd, Unit 11, Unit 11

135 Chiswick Rd
BostonMA02135
property at 129 Chiswick Rd

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

129 Chiswick Rd

BostonMA02135
property at 550 Washington St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 1 Bath Condo for Rent

Available Now

550 Washington St, Unit 1, Unit 1

550 Washington St
BostonMA02135
property at 130 Englewood Ave

$3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

130 Englewood Ave, Unit 4, Unit 4

130 Englewood Ave
BostonMA02135
property at 145 Chiswick Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

145 Chiswick Rd, Unit 8, Unit 8

145 Chiswick Rd
BostonMA02135
property at 520 Washington St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

520 Washington St, Unit 1, Unit 1

520 Washington St
BostonMA02135
property at 541 Washington St

$3,300 - $3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300 - $3,400

Total Monthly Price
$3,300 - $3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

541 Washington St

BostonMA02135
property at 505 Washington St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

505 Washington St, Unit 2, Unit 2

505 Washington St
BostonMA02135
property at 8 Oakland St

$3,300 - $3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300 - $3,500

Total Monthly Price
$3,300 - $3,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

8 Oakland St

BostonMA02135
property at 91 Wallingford Rd

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

3 Bedroom, 1 Bath Condo for Rent

Available Now

91 Wallingford Rd, Unit 3, Unit 3

91 Wallingford Rd
BostonMA02135
property at 16 Dighton St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Condo for Rent

Available Jun 1

16 Dighton St, Unit 1, Unit 1

16 Dighton St
BostonMA02135
property at 16 Dighton St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Condo for Rent

Available Jun 1

16 Dighton St, Unit B, Unit B

16 Dighton St
BostonMA02135
property at 54 Tremont St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Now

54 Tremont St, Unit 3, Unit 3

54 Tremont St
BostonMA02135
property at 370 Chestnut Hill Ave

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

370 Chestnut Hill Ave, Unit 34, Unit 34

370 Chestnut Hill Ave
BostonMA02135
property at 7 Lothian Rd

$3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450

3 Bedroom, 1 Bath Condo for Rent

Available Now

7 Lothian Rd, Unit 11, Unit 11

7 Lothian Rd
BostonMA02135
property at 505 Washington St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

505 Washington St, Unit 1, Unit 1

505 Washington St
BostonMA02135
property at 71 Foster St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

71 Foster St, Unit 1, Unit 1

71 Foster St
BostonMA02135
property at 22 Eastburn St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

22 Eastburn St

BostonMA02135
property at 16 Gerald Rd

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Home for Rent

Available Now

16 Gerald Rd

BostonMA02135
property at 20 Anselm Ter

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Now

20 Anselm Ter, Unit 1, Unit 1

20 Anselm Ter
BostonMA02135
property at 1999 Commonwealth Ave

$3,650 - $4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $4,900

Total Monthly Price
$3,650 - $4,900

2 To 3 Bedroom Condos for Rent

Available Jun 1

property at 27 Willoughby St

$3,650 - $4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650 - $4,100

Total Monthly Price
$3,650 - $4,100

3 To 4 Bedroom Condos for Rent

Available Now

27 Willoughby St

BostonMA02135
property at 5 Glenley Terrace

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

5 Glenley Terrace, Unit 1, Unit 1

5 Glenley Terrace
BostonMA02135
property at 2 Chestnut Pl

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

2 Chestnut Pl, Unit 1, Unit 1

2 Chestnut Pl
BostonMA02135
property at 3 Glenley Ter

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 3 Bath Condo for Rent

Available Now

3 Glenley Ter, Unit 1, Unit 1

3 Glenley Ter
BostonMA02135
property at 137 Chiswick Terrace

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

137 Chiswick Terrace, Unit 5, Unit 5

137 Chiswick Terrace
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, Unit 13C

1945 Commonwealth Ave
BostonMA02135
property at 14 Breck Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

14 Breck Ave, Unit 2, Unit 2

14 Breck Ave
BostonMA02135
property at 48 South Crescent Circuit

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

48 South Crescent Circuit, Unit 2, Unit 2

48 South Crescent Circuit
BostonMA02135
property at 409 Washington St

$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

409 Washington St, Unit 401, Unit 401

409 Washington St
BostonMA02135
property at 9 Oak Square Ave

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 2 Bath Condo for Rent

Available Now

9 Oak Square Ave, Unit 2, Unit 2

9 Oak Square Ave
BostonMA02135
property at 1872 Commonwealth Ave

$4,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

2 Bedroom, 2 Bath Condo for Rent

Available May 1

1872 Commonwealth Ave, Unit 408, Unit 408

1872 Commonwealth 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, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 5 Glenmont Rd

$4,220

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,220

Total Monthly Price
$4,220

4 Bedroom, 2 Bath Condo for Rent

Available Jul 1

5 Glenmont Rd, Unit 1, Unit 1

5 Glenmont Rd
BostonMA02135
property at 35 Henshaw St

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

3 Bedroom, 4 Bath Condo for Rent

Available Now

35 Henshaw St, Unit 1ZB, Unit 1ZB

35 Henshaw St
BostonMA02135
property at 25 Embassy Rd

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Home for Rent

Available Now

25 Embassy Rd

BostonMA02135
property at 328 Washington St

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

328 Washington St, Unit 1, Unit 1

328 Washington St
BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 493 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $17,000. There are also 603 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $800 to $17,500.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $800 to $17,500 with an average monthly rent of $6,124.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,550 to $8,997, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,030 and Four Bedroom Apartments start at $3,200.

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.

Articles, How-To's, and Tips

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.