
Cheap Homes for Rent in Chestnut Hill Neighborhood of Boston, MA from $900 (73 Rentals)
Search the lowest-cost Homes available for rent right now in the Chestnut Hill area of Boston.


Room in Shared 6 bed/2 bath home

Room in Shared 6 bed/2 bath home

Room in Shared 6 bed/2 bath home

Room in Shared 4 bed/2 bath home

Room in Shared 4 bed/2 bath home

Room in Shared 6 bed/2 bath home

Room in Shared 6 bed/2 bath home

7 Timon Ave, Unit 3

6 Lothian Rd
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.

2018 Commonwealth Ave

11 Englewood Ave

24 Sidlaw Rd

48 Strathmore Rd

70 Strathmore Rd, Unit 11A

4 Chiswick Rd, Unit 24

65 Chiswick Rd

160 Strathmore Rd

2018 Commonwealth Ave

32 Sidlaw Rd
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.

7 Lothian Rd

2039 Commonwealth Ave

1933 Commonwealth Ave, Unit 8

6 Orkney Rd

1846 Commonwealth Ave

70 Strathmore Rd

70 Strathmore Rd

70 Strathmore Rd, Unit 11

70 Strathmore Rd

70 Strathmore Rd
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.

70 Strathmore Rd

2018 Commonwealth Ave

2018 Commonwealth Ave

124 Sutherland Rd

160 Strathmore Rd

32 Sidlaw Rd, Unit 18

42 Strathmore Rd

10 Lothian Rd

14 Orkney Rd

124 Sutherland Rd, Unit 1
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.

1848 Commonwealth Ave

95 Sutherland Rd

21 Kinross Rd

10 Lothian Rd, Unit 7

30 Kinross Rd, Unit 2##

28 Sidlaw Rd, Unit 12

163 Strathmore Rd

131 Sutherland Rd, Unit A

124 Sutherland Rd, Unit 5

10 Lothian Rd
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

How much does it cost to rent a home in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill 2 Bedroom Homes for Rent | $3,238 | $2,295 | $4,850 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,057 | $2,500 | $7,600 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,247 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,807 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,894 | $910 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $11,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 73 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
Explore Boston
Best Value Apartments for Rent in Chestnut Hill, MA
As of March 12, 2026 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 48 Strathmore Rd Model at 48 Strathmore Rd, Unit #23 in the in the Chestnut Hill neighborhood starting from $1,775. The second greatest value Chestnut Hill apartment is the 258 Chestnut Hill Ave Model at 258 Chestnut Hill Ave, Unit 1 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 48 Strathmore Rd, Unit #23 | 48 Strathmore Rd | Studio ,1BA | $0.18 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 28 Sidlaw Rd, Unit 6 | 28 Sidlaw Rd | 1BR,1BA | $0.20 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 152 Strathmore Rd, Unit 1 | 152 Strathmore Rd | 1BR,1BA | $0.20 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.22 |
| 39 South St | 39 South St | 1BR,1BA | $0.23 |
| 61 Selkirk Rd, Unit 10 | 61 Selkirk Rd | 1BR,1BA | $0.23 |
| 183 Strathmore Rd, Unit 2 | 183 Strathmore Rd | 2BR,1BA | $0.23 |
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 493 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 468 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 $7,015.
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 $9,196, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,600. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.
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

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.

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!

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.

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

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.

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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.