Room in Shared 6 bed/2 bath home, Unit C
34 Coolidge Rd
BostonMA02134
Cheap Homes for Rent in Chestnut Hill, MA from $900 (275 Rentals)
Search the lowest-cost Homes available for rent right now in Chestnut Hill.
Room in Shared 5 bed/1 bath home, Unit C
292 Lincoln St
BostonMA02134
Room in Shared 4 bed/2 bath home, Unit A
76 Easton St
BostonMA02134
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$1,0001 Bedroom Apartments Available Sep 1
26 Mapleton St, Unit 1
26 Mapleton StBoston, MA 02135
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$1,0001 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 1
14 Wallingford RdBoston, MA 02135
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$1,0001 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 2
14 Wallingford RdBoston, MA 02135
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$1,0001 Bedroom Apartments Available Aug 1
14 Wallingford Rd, Unit 2
14 Wallingford RdBoston, MA 02135
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$1,0001 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 1
14 Wallingford RdBoston, MA 02135
Room in Shared 5 bed/3 bath home, Unit A
17 Cummings Rd
BostonMA02135
16 Glenville Ave
BostonMA02134
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Get a local expert's guide to Boston's top 5 short-term rental neighborhoods. Essential tips on Fenway, Beacon Hill, Seaport, and Allston/Brighton.
Room in Shared 6 bed/2 bath home, Unit D
34 Coolidge Rd
BostonMA02134
Room in Shared 9 bed/2 bath home, Unit A
47 Wallingford Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit D
2 Sparhawk St
BostonMA02135
Room in Shared 9 bed/2 bath home, Unit I
47 Wallingford Rd
BostonMA02135
Room in Shared 7 bed/2 bath home, Unit F
11 A Islington St
BostonMA02134
Room in Shared 4 bed/2 bath home, Unit D
20 Alcott St
BostonMA02134
Room in Shared 5 bed/1 bath home, Unit D
292 Lincoln St
BostonMA02134
Room in Shared 9 bed/2 bath home, Unit E
47 Wallingford Rd
BostonMA02135
Room in Shared 4 bed/1 bath home, Unit B
23 Cummings Rd
BostonMA02135
60 Undine Rd
BostonMA02135
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
18 Bradbury St
BostonMA02134
7 Timon Ave, Unit 2
7 Timon Ave
Chestnut HillMA02467
Room in Shared 6 bed/4 bath home, Unit C
104 Academy Hill Rd
BostonMA02135
Room in Shared 7 bed/2 bath home, Unit G
11 Islington St
BostonMA02134
Room in Shared 6 bed/2 bath home, Unit E
2 Sparhawk St
BostonMA02135
Room in Shared 5 bed/1 bath home, Unit B
292 Lincoln St
BostonMA02134
Room in Shared 6 bed/2 bath home, Unit B
2 Sparhawk St
BostonMA02135
Room in Shared 4 bed/2 bath home, Unit B
28 Hunnewell Ave
BostonMA02135
Room in Shared 4 bed/2 bath home, Unit A
14 Bacon St
NewtonMA02458
Room in Shared 4 bed/1 bath home, Unit C
5 Linden St
BostonMA02134
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.
Room in Shared 4 bed/2 bath home, Unit D
17 Highgate St
BostonMA02134
Room in Shared 4 bed/2 bath home, Unit C
76 Easton St
BostonMA02134
Room in Shared 4 bed/2 bath home, Unit B
76 Easton St
BostonMA02134
Room in Shared 5 bed/1.5 bath home, Unit A
490 Washington St
BostonMA02135
Room in Shared 4 bed/2 bath home, Unit B
17 Highgate St
BostonMA02134
Room in Shared 7 bed/2 bath home, Unit A
45 Montcalm Ave
BostonMA02135
Room in Shared 4 bed/1 bath home, Unit B
1680 Commonwealth Ave
BostonMA02135
Room in Shared 4 bed/2 bath home, Unit B
14 Bacon St
NewtonMA02458
Room in Shared 7 bed/2 bath home, Unit B
11 A Islington St
BostonMA02134
Room in Shared 6 bed/1.5 bath home, Unit E
4 Sparhawk St
BostonMA02135
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.
Room in Shared 4 bed/2 bath home, Unit D
14 Bacon St
NewtonMA02458
Room in Shared 4 bed/2 bath home, Unit C
76 Easton St
BostonMA02134
Room in Shared 6 bed/2 bath home, Unit A
34 Coolidge Rd
BostonMA02134
Room in Shared 7 bed/2 bath home, Unit B
45 Montcalm Ave
BostonMA02135
Room in Shared 4 bed/2.5 bath home, Unit A
33 Egremont Rd
BostonMA02135
Room in Shared 4 bed/1 bath home, Unit D
5 Linden St
BostonMA02134
Room in Shared 4 bed/1.5 bath home, Unit A
11 Linden St
BostonMA02134
Room in Shared 4 bed/1.5 bath home, Unit A
490 Washington St
BostonMA02135
Room in Shared 4 bed/1.5 bath home, Unit C
19 Highgate St
BostonMA02134
Room in Shared 7 bed/2 bath home, Unit E
11 A Islington St
BostonMA02134
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.
Chestnut Hill, 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 | $3,302 | $1,380 | $8,250 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,107 | $1,410 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,706 | $1,000 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,513 | $1,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,332 | $975 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,138 | $1,075 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Chestnut Hill
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Chestnut Hill, MA Local Guide
- Nearby Cities
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Cheapest Available Chestnut Hill Apartments for Rent
The cheapest available apartment rental in Chestnut Hill, MA is a Studio unit found at 1459-1461 VFW Pky in the East Dedham neighborhood priced from $1,725. CHR Coolidge Corner Communities in the Kendall Square neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,780. Here is today’s list of the most affordable Chestnut Hill apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1459-1461 VFW Pky | Studio | Studio,1BA | $1,725 |
| CHR Coolidge Corner Communities | Studio/1 Bath | Studio,1BA | $1,780 |
| Parkway 1208 | One Bedroom- 60% | 1BR,1BA | $1,790 |
Best Value Apartments for Rent in Chestnut Hill, MA
As of June 11, 2026 the best value apartment in the Chestnut Hill area is the $0.20 price per square foot 593 Cambridge St Model at 593 Cambridge St in the in the St. Elizabeth's neighborhood starting from $1,975. The second greatest value Chestnut Hill apartment is the 5 Walbridge St Model at 5 Walbridge St, Unit 4 starting at $1,995 with a $0.20 price per square foot in the St. Elizabeth's 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. |
|---|---|---|---|
| 593 Cambridge St | 593 Cambridge St | Studio ,1BA | $0.20 |
| 5 Walbridge St, Unit 4 | 5 Walbridge St | Studio ,1BA | $0.20 |
| 132 Sutherland Rd, Unit A | 132 Sutherland Rd | 1BR,1BA | $0.21 |
| 317 Allston St | 317 Allston St | Studio ,1BA | $0.20 |
| 15 Higgins St | 15 Higgins St | 1BR,1BA | $0.18 |
| 29-31 Boulevard Ter, Unit 3 | 29-31 Boulevard Ter | 1BR,1BA | $0.21 |
| 77 Chiswick Rd, Unit 2 | 77 Chiswick Rd | 1BR,1BA | $0.21 |
| 1661 Commonwealth Ave, Unit 9 | 1661 Commonwealth Ave | Studio ,1BA | $0.21 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 1460 Commonwealth Ave, Unit 3 | 1460 Commonwealth Ave | 1BR,1BA | $0.17 |
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.
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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 ArticleTop 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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
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If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 3638 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,000. There are also 4119 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $975 to $26,000.
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 $975 to $26,000 with an average monthly rent of $4,540.
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 $1,400 to $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,410 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,000 and Four Bedroom Apartments start at $1,050.
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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.