Cheap Homes for Rent in Chestnut Hill Neighborhood of Boston, MA from $800 (65 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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

property at 110 Lanark Rd

$900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$900

Total Monthly Price
$900

4 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

110 Lanark Rd, Unit A

110 Lanark Rd
BostonMA02135
property at 110 Lanark Rd

$900

Total Monthly Price

Total Monthly Price

Base Rent
$900

Total Monthly Price
$900

1 Bedroom, 1 Bath Condo for Rent

Available Now

110 Lanark Rd

BostonMA02135
property at 7 Timon Ave

$1,000

Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

5 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

7 Timon Ave, Unit Unit 1

7 Timon Ave
Chestnut HillMA02467
property at 141 Englewood Ave

$1,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

Studio, 1 Bath Condo for Rent

Available Now

141 Englewood Ave, Unit 1

141 Englewood Ave
BostonMA02135

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

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

property at 11 Englewood Ave

$1,900

Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

Studio, 1 Bath Condo for Rent

Available Jan 1, 2026

11 Englewood Ave, Unit 5

11 Englewood Ave
BrooklineMA02445
property at 4 Chiswick Rd

$1,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

1 Bedroom, 1 Bath Condo for Rent

Available Now

4 Chiswick Rd, Unit 5

4 Chiswick Rd
BostonMA02135
property at 22 Chiswick Rd

$1,975

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,975

Total Monthly Price
$1,975

Studio, 1 Bath Condo for Rent

Available Now

22 Chiswick Rd, Unit 5

22 Chiswick Rd
BostonMA02135
property at 70 Strathmore Rd

$1,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

Studio, 1 Bath Condo for Rent

Available Now

70 Strathmore Rd, Unit 11A

70 Strathmore Rd
BostonMA02135
property at 72 Strathmore Rd

$1,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

Studio, 1 Bath Condo for Rent

Available Now

72 Strathmore Rd

BostonMA02135
property at 1999 Commonwealth Ave

$1,999

Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$1,999

Total Monthly Price
$1,999

1 Bedroom, 1 Bath Condo for Rent

Available Now

1999 Commonwealth Ave, Unit 01-2

1999 Commonwealth Ave
BostonMA02135
property at 124 Sutherland Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Now

124 Sutherland Rd, Unit 1

124 Sutherland Rd
BostonMA02135

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

property at 4 Chiswick Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Now

4 Chiswick Rd, Unit 24

4 Chiswick Rd
BostonMA02135
property at 1872 Commonwealth Ave

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

1872 Commonwealth Ave, Unit 6

1872 Commonwealth Ave
BostonMA02135
property at 39 Englewood Ave

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Jan 1, 2026

39 Englewood Ave, Unit 17

39 Englewood Ave
BostonMA02135
property at 39 Englewood Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

39 Englewood Ave

BostonMA02135
property at 65 Strathmore Rd

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

65 Strathmore Rd

BostonMA02135
property at 1872 Commonwealth Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 160 Strathmore Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Feb 1, 2026

160 Strathmore Rd, Unit 5

160 Strathmore Rd
BostonMA02135
property at 155 Strathmore Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

155 Strathmore Rd, Unit 1

155 Strathmore Rd
BostonMA02135
property at 12 Kilsyth Terrace

$2,075

Total Monthly Price

Total Monthly Price

Base Rent
$2,075

Total Monthly Price
$2,075

1 Bedroom, 1 Bath Condo for Rent

Available Now

12 Kilsyth Terrace

BostonMA02135

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

property at 10 Lothian Rd

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

10 Lothian Rd, Unit 7

10 Lothian Rd
BostonMA02135
property at 117 Sutherland Rd

$2,225

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,225

Total Monthly Price
$2,225

2 Bedroom, 1 Bath Condo for Rent

Available Now

117 Sutherland Rd, Unit A

117 Sutherland Rd
BostonMA02135
property at 1945 Commonwealth Ave

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 131 Sutherland Rd

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 Bedroom, 1 Bath Condo for Rent

Available Now

131 Sutherland Rd, Unit A

131 Sutherland Rd
BostonMA02135
property at 124 Sutherland Rd

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 Bedroom, 1 Bath Condo for Rent

Available Now

124 Sutherland Rd, Unit 5

124 Sutherland Rd
BostonMA02135

Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

property at 1782 Commonwealth Ave

$2,275

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,275

Total Monthly Price
$2,275

1 Bedroom, 1 Bath Condo for Rent

Available Now

1782 Commonwealth Ave, Unit 21

1782 Commonwealth Ave
BostonMA02135
property at 2009 Commonwealth Ave

$2,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

1 Bedroom, 1 Bath Condo for Rent

Available Now

property at 2031 Commonwealth Ave

$2,295

Total Monthly Price

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 1868 Commonwealth Ave

$2,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

1 Bedroom, 1 Bath Condo for Rent

Available Now

1868 Commonwealth Ave, Unit 2

1868 Commonwealth Ave
BostonMA02135
property at 2021 Commonwealth Ave

$2,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

1 Bedroom, 1 Bath Condo for Rent

Available Now

2021 Commonwealth Ave, Unit 2001-2

2021 Commonwealth Ave
BostonMA02135
property at 21 Sutherland Rd

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

21 Sutherland Rd

BostonMA02135

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Chestnut Hill, Boston, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill, MA

As of December 25, 2025 the best value apartment in the Chestnut Hill area is the $0.20 price per square foot 2018 Commonwealth Avenue Model at 2018 Commonwealth Avenue, Unit 33 in the in the Chestnut Hill neighborhood starting from $1,950. The second greatest value Chestnut Hill apartment is the 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 11 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.
2018 Commonwealth Avenue, Unit 332018 Commonwealth AvenueStudio ,1BA$0.20
22 Chiswick Rd, Unit 1122 Chiswick RdStudio ,1BA$0.20
193 Strathmore Rd193 Strathmore Rd1BR,1BA$0.20
2016 Commonwealth Ave, Unit 22016 Commonwealth AveStudio ,1BA$0.20
7 Lothian Rd, Unit 37 Lothian Rd1BR,1BA$0.22
198 Strathmore Rd, Unit 3198 Strathmore Rd1BR,1BA$0.22
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
48 Strathmore Rd, Unit #2348 Strathmore RdStudio ,1BA$0.18

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

Read Article
Decorative image

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
Decorative image

Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

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

decorative image of woman handing cat to small boy

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 450 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,200. There are also 386 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $810 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 $810 to $17,500 with an average monthly rent of $7,150.

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 $6,285, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,500.

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.

Helpful Local Expert Guides

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 A Local Experts Guide to the Top Boston Neighborhoods for College Renters article

A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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!