Cheap Homes for Rent in Chestnut Hill Neighborhood of Boston, MA from $900 (59 Rentals)

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Search the lowest-cost Homes available for rent right now in the Chestnut Hill area of Boston.

property at 110 Lanark Rd

110 Lanark Rd, Unit A

110 Lanark Rd
BostonMA02135
property at 110 Lanark Rd

110 Lanark Rd

BostonMA02135
property at 11 Englewood Ave

11 Englewood Ave, Unit 5

11 Englewood Ave
BrooklineMA02445
property at 2016 Commonwealth Ave

2016 Commonwealth Ave, Unit 1B

2016 Commonwealth Ave
BostonMA02135
property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 15

1880 Commonwealth Ave
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 5

4 Chiswick Rd
BostonMA02135
property at 22 Chiswick Rd

22 Chiswick Rd, Unit 5

22 Chiswick Rd
BostonMA02135
property at 70 Strathmore Rd

70 Strathmore Rd, Unit 11A

70 Strathmore Rd
BostonMA02135
property at 72 Strathmore Rd

72 Strathmore Rd

BostonMA02135
property at 1999 Commonwealth Ave

1999 Commonwealth Ave, Unit 01-2

1999 Commonwealth Ave
BostonMA02135
property at 2001 Commonwealth Ave

2001 Commonwealth Ave

BostonMA02135
property at 124 Sutherland Rd

124 Sutherland Rd, Unit 1

124 Sutherland Rd
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 24

4 Chiswick Rd
BostonMA02135
property at 141 Englewood Ave

141 Englewood Ave, Unit 2

141 Englewood Ave
BostonMA02135
property at 46 Chiswick Rd

46 Chiswick Rd, Unit 4

46 Chiswick Rd
BostonMA02135
property at 12 Kilsyth Terrace

12 Kilsyth Terrace

BostonMA02135
property at 145 Englewood Ave

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135
property at 116 Sutherland Rd

116 Sutherland Rd, Unit 4

116 Sutherland Rd
BostonMA02135
property at 7 Lothian Rd

7 Lothian Rd, Unit 7

7 Lothian Rd
BostonMA02135
property at 10 Lothian Rd

10 Lothian Rd, Unit 7

10 Lothian Rd
BostonMA02135
property at 2039 Commonwealth Ave

2039 Commonwealth Ave, Unit 31

2039 Commonwealth Ave
BostonMA02135
property at 119 Sutherland Rd

119 Sutherland Rd

BostonMA02135
property at 2035 Commonwealth Ave

2035 Commonwealth Ave, Unit 2

2035 Commonwealth Ave
BostonMA02135
property at 117 Sutherland Rd

117 Sutherland Rd, Unit A

117 Sutherland Rd
BostonMA02135
property at 1860 Commonwealth Ave

1860 Commonwealth Ave, Unit 9

1860 Commonwealth Ave
BostonMA02135
property at 1872 Commonwealth Ave

1872 Commonwealth Ave

BostonMA02135
property at 131 Sutherland Rd

131 Sutherland Rd, Unit A

131 Sutherland Rd
BostonMA02135
property at 124 Sutherland Rd

124 Sutherland Rd, Unit 5

124 Sutherland Rd
BostonMA02135
property at 1872 Commonwealth Ave

1872 Commonwealth Ave, Unit 6

1872 Commonwealth Ave
BostonMA02135
property at 124 Sutherland Rd

124 Sutherland Rd, Unit 5

124 Sutherland Rd
BostonMA02135
property at 2021 Commonwealth Ave

2021 Commonwealth Ave, Unit 2001-2

2021 Commonwealth Ave
BostonMA02135
property at 1868 Commonwealth Ave

1868 Commonwealth Ave, Unit 2

1868 Commonwealth Ave
BostonMA02135
property at 2009 Commonwealth Ave

2009 Commonwealth Ave

BostonMA02135
property at 629 Chestnut Hill Ave

629 Chestnut Hill Ave, Unit 1

629 Chestnut Hill Ave
BrooklineMA02445
Showing Results 1-50, Page 1 of 2

Chestnut Hill, Boston, MA Local Guide

Cheapest Available Chestnut Hill Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
Reservoir Court1 Bedroom/1 Bath1BR,1BA$2,100

Best Value Apartments for Rent in Chestnut Hill, MA

As of November 09, 2025 the best value apartment in the Chestnut Hill area is the $0.20 price per square foot 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 11 in the in the Chestnut Hill neighborhood starting from $2,000. The second greatest value Chestnut Hill apartment is the 126 Englewood Ave Model at 126 Englewood Ave, Unit 12B starting at $2,000 with a $0.20 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for Chestnut Hill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
22 Chiswick Rd, Unit 1122 Chiswick RdStudio ,1BA$0.20
126 Englewood Ave, Unit 12B126 Englewood AveStudio ,1BA$0.20
258 Chestnut Hill Ave, Unit 1258 Chestnut Hill AveStudio ,1BA$0.20
28 Sidlaw Rd, Unit 628 Sidlaw Rd1BR,1BA$0.20
2018 Commonwealth Avenue, Unit 482018 Commonwealth Avenue1BR,1BA$0.21
7 Lothian Rd, Unit 37 Lothian Rd1BR,1BA$0.22
198 Strathmore Rd, Unit 3198 Strathmore Rd1BR,1BA$0.22
132 Sutherland Rd, Unit 119-A132 Sutherland Rd1BR,1BA$0.22
24 Orkney Rd, Unit C24 Orkney Rd1BR,1BA$0.23
39 South St, Unit 2439 South St1BR,1BA$0.23

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Chestnut Hill, Boston, MA

Ranked #78

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 420 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,800 to $14,200. There are also 368 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 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 $900 to $17,500 with an average monthly rent of $7,248.

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 $5,985, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,075 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.

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 The 10 Best Affordable Neighborhoods in Boston, MA article

The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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.