Cheap Apartments for Rent in Chestnut Hill, MA from $300 (165 Rentals)
Search the lowest-cost Apartments available for rent right now in Chestnut Hill.

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75 Allston St, Unit PARKING

106 Addington Rd

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7 Linden St, Unit room

20 Highgate St

20 Highgate St
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.

20 Highgate St

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21 Granfield Ave, Unit 1

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120 Holton St, Unit 120 Holton

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46 Park Vale Ave, Unit 1

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16 Glenville Ave, Unit 2

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7 Portina Rd, Unit 01

20 Highgate St

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2 Lothian Rd

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72 Leicester St
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.

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166 Allston St, Unit 4

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53 Crescent Ave, Unit 53 Crescent Ave.

Hamilton Union

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12 Homer St, Unit 1

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23 Aspinwall Ave, Unit 2

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24 Highgate St, Unit 203

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7 Denby Rd, Unit 1

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104 Warren St, Unit 4

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252 Cypress St

153 Brighton Ave
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.

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99 Warren St, Unit 16

1459-1461 VFW Pky

Stony Brook Commons

CHR Brookline - Coolidge Corner Communities

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15 Higgins St, Unit A

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6 St Mark St, Unit A

Stony Brook Village

Parkway 1208

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44 Winslow Rd, Unit 8

10 Beals St
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.

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7 Beals St, Unit B7

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87 Gordon St, Unit 12

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90 Brainerd Rd, Unit 8

76 Euston Rd

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141 Englewood Ave

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1880 Commonwealth Ave, Unit #1

27 Saint Lukes Rd

35 Orkney Rd

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75 Euston Rd, Unit 4

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216 South St, Unit B
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, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cheap Chestnut Hill Studio Apartments | $2,457 | $1,700 | $5,650 |
| Cheap Chestnut Hill 1 Bedroom Apartments | $2,785 | $950 | $6,298 |
| Cheap Chestnut Hill 2 Bedroom Apartments | $3,461 | $375 | $10,000+ |
| Cheap Chestnut Hill 3 Bedroom Apartments | $4,053 | $950 | $10,000+ |
| Cheap Chestnut Hill 4 Bedroom Apartments | $4,791 | $1,225 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,053 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,246 | $1,150 | $10,000+ |
Browse Top Apartments in Chestnut Hill
See all Apartments in Chestnut HillExplore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
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- School Districts
Best Value Apartments for Rent in Chestnut Hill, MA
As of December 28, 2025 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 15 Higgins St Model at 15 Higgins St, Unit A in the in the St. Elizabeth's neighborhood starting from $1,750. The second greatest value Chestnut Hill apartment is the 1120 Commonwealth Ave Model at 1120 Commonwealth Ave, Unit A starting at $1,875 with a $0.19 price per square foot in the Harvard Square 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. |
|---|---|---|---|
| 15 Higgins St, Unit A | 15 Higgins St | 1BR,1BA | $0.18 |
| 1120 Commonwealth Ave, Unit A | 1120 Commonwealth Ave | Studio ,1BA | $0.19 |
| 1440 Commonwealth Ave, Unit 12 | 1440 Commonwealth Ave | Studio ,1BA | $0.19 |
| 90 Brainerd Rd, Unit 6 | 90 Brainerd Rd | Studio ,1BA | $0.19 |
| 1114 Commonwealth Ave, Unit 2 | 1114 Commonwealth Ave | Studio ,1BA | $0.19 |
| 2018 Commonwealth Avenue, Unit 33 | 2018 Commonwealth Avenue | Studio ,1BA | $0.20 |
| 2016 Commonwealth Ave, Unit 2 | 2016 Commonwealth Ave | Studio ,1BA | $0.20 |
| 28 Quint Ave, Unit 55 | 28 Quint Ave | Studio ,1BA | $0.20 |
| 5 Walbridge St, Unit 4 | 5 Walbridge St | Studio ,1BA | $0.20 |
| 22 Chiswick Rd, Unit 11 | 22 Chiswick Rd | Studio ,1BA | $0.20 |
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 ArticleDon'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 ArticleThe 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 ArticleCash 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 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 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.
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 Cheap Chestnut Hill Apartments
What is the Cheapest Studio apartment in Chestnut Hill?
Currently the most affordable Cheap Studio Apartment in Chestnut Hill is at 1459-1461 VFW Pky listed at $1,725.
How much is rent for a Cheap One Bedroom Chestnut Hill Apartment?
The lowest price for a Cheap One Bedroom Chestnut Hill Apartment is $1,777 at Stony Brook Village.
What is the lowest price for a Cheap Two Bedroom Chestnut Hill Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Chestnut Hill is starting from $2,120 at Stony Brook Village.
What is the most affordable Chestnut Hill Three Bedroom Apartment?
The best deal on a cheap Chestnut Hill Three Bedroom Apartment rental is at Commonwealth Gardens and starts from $2,650.
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 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.

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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!





