Pet Friendly Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (145 Rentals) Page 3 of 3

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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 6 Lothian Rd

6 Lothian Rd, Unit 2

6 Lothian Rd
BostonMA02135
property at 11 Undine Rd

11 Undine Rd, Unit 1

11 Undine Rd
BostonMA02135
property at 288 Foster St

288 Foster St, Unit 1

288 Foster St
BostonMA02135
property at 153 Foster St

153 Foster St, Unit 1

153 Foster St
BostonMA02135
property at 1 Glenley Terrace

1 Glenley Terrace, Unit 1

1 Glenley Terrace
BostonMA02135
property at 64 Langley Rd

64 Langley Rd

BostonMA02135
property at 2021 Commonwealth Ave

2021 Commonwealth Ave, Unit 2

2021 Commonwealth Ave
BostonMA02135
property at 116 Lake St

116 Lake St, Unit 1

116 Lake St
BostonMA02135
property at 44 Kirkwood Rd

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd
BostonMA02135
property at 1860 Commonwealth Ave
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181 Washington St
$3,105
Total Monthly Price

Total Monthly Price

Base Rent
$2,740
Required Monthly Fees
$365

Total Monthly Price
$3,105
Studio Apartments Available Jan 18, 2026

181 Washington St

181 Washington StBoston, MA 02135
Furnished
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181 Washington St
$3,135
Total Monthly Price

Total Monthly Price

Base Rent
$2,780
Required Monthly Fees
$355

Total Monthly Price
$3,135
1 Bedroom Apartments Available Nov 22

181 Washington St

181 Washington StBoston, MA 02135
Furnished
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181 Washington St
$3,165
Total Monthly Price

Total Monthly Price

Base Rent
$2,820
Required Monthly Fees
$345

Total Monthly Price
$3,165
Studio Apartments Available May 2, 2026

181 Washington St

181 Washington StBoston, MA 02135
Furnished
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181 Washington St
$3,325
Total Monthly Price

Total Monthly Price

Base Rent
$2,890
Required Monthly Fees
$435

Total Monthly Price
$3,325
2 Bedroom Apartments Available Dec 21

181 Washington St

181 Washington StBoston, MA 02135
Furnished
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181 Washington St
$4,035
Total Monthly Price

Total Monthly Price

Base Rent
$3,600
Required Monthly Fees
$435

Total Monthly Price
$4,035
2 Bedroom Apartments Available Jan 1, 2026

181 Washington St

181 Washington StBoston, MA 02135
Furnished
property at 697 Hammond St

697 Hammond St

BrooklineMA02467
property at 569 Commonwealth Ave
property at 14 Hammondswood Rd

14 Hammondswood Rd

NewtonMA02467
property at 642 Centre St

642 Centre St

NewtonMA02458
property at 47 Ripley St

47 Ripley St

NewtonMA02459
property at 225 Kenrick St

225 Kenrick St

NewtonMA02458
property at 476 Heath St

476 Heath St

BrooklineMA02467
property at 458 Heath St

458 Heath St

BrooklineMA02467
property at 29 Merrill Rd

29 Merrill Rd

NewtonMA02459
property at 138 Woodland Rd

138 Woodland Rd

BrooklineMA02467
property at 1880 Commonwealth Ave
property at 2001 Commonwealth Ave
property at 249 Chestnut Hill Ave
property at 112 Lake Shore Rd

112 Lake Shore Rd

BostonMA02135
property at 153 Strathmore Rd

153 Strathmore Rd

BostonMA02135
property at 144 Kenrick St

144 Kenrick St

BostonMA02135
property at 58 Winship St

58 Winship St

BostonMA02135
property at 2025 Commonwealth Ave
property at 99 Chestnut Hill Ave
property at 45 S Crescent Circuit
property at 574 Washington St

574 Washington St

BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 431 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $13,500. There are also 470 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $980 to $36,000.

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 $980 to $36,000 with an average monthly rent of $6,807.

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 $5,955, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $3,150.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.