20 Hammond Pond Pky, Unit 206
20 Hammond Pond Pky
Chestnut HillMA02467
2 Bedroom Homes for Rent in Chestnut Hill, MA (1,096 Rentals)
1019 W Roxbury Pky, Unit 2
1019 W Roxbury Pky
Chestnut HillMA02467
231 Gerry Rd
Chestnut HillMA02467
527 Vfw Pky
Chestnut HillMA02467
59 Thornton Rd
Chestnut HillMA02467
46 Gerry Rd
Chestnut HillMA02467
607 Vfw Pky
Chestnut HillMA02467
33 Gerry Rd
Chestnut HillMA02467
25 Crosby Rd
Chestnut HillMA02467
475 Vfw Pky, Unit 2
475 Vfw Pky
Chestnut HillMA02467
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
130 Sherman Rd, Unit 130
130 Sherman Rd
Chestnut HillMA02467
148 Independence Dr
Chestnut HillMA02467
9 Sherman Rd, Unit 1
9 Sherman Rd
Chestnut HillMA02467
241 Gerry Rd
Chestnut HillMA02467
499 Vfw Pky
Chestnut HillMA02467
122 Independence Dr
Chestnut HillMA02467
9 Sherman Rd
Chestnut HillMA02467
120 Thornton Rd
Chestnut HillMA02467
29 Independence Dr
Chestnut HillMA02467
176 Thornton Rd
Chestnut HillMA02467
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.
250 Hammond Pond Pky, Unit 1203N
250 Hammond Pond Pky
Chestnut HillMA02467
7 Montvale St, Unit 7 Montvale
7 Montvale St
BostonMA02131
3531 Washington St, Unit 402
3531 Washington St
BostonMA02130
293 Vermont St
BostonMA02132
53 Harvard Ave, Unit 5
53 Harvard Ave
BrooklineMA02446
173 Chiswick Rd, Unit 29
173 Chiswick Rd
BostonMA02135
98 Westbourne Ter, Unit A
98 Westbourne Ter
BrooklineMA02446
357 Faneuil St
BostonMA02135
14 Melvin Ave, Unit 7
14 Melvin Ave
BostonMA02135
357 Faneuil St, Unit 15
357 Faneuil St
BostonMA02135
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
107 Gordon St
BostonMA02135
86 Glenville Ave, Unit 10
86 Glenville Ave
BostonMA02134
1213 Commonwealth Ave, Unit 9
1213 Commonwealth Ave
BostonMA02134
49 Bennett St
BostonMA02135
7 Lothian Rd
BostonMA02135
8 Riverside St
WatertownMA02472
1762 Commonwealth Ave
BostonMA02135
7 Lothian Rd
BostonMA02135
319 Allston St, Unit 4
319 Allston St
BostonMA02135
47 Gordon St, Unit 3
47 Gordon St
BostonMA02134
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
34 Bryon Rd, Unit 3
34 Bryon Rd
Boston CollegeMA02467
1151 Commonwealth Ave
BostonMA02134
4 Price Rd
BostonMA02134
11 Commonwealth Ct, Unit 10
11 Commonwealth Ct
BostonMA02135
79 Poplar St, Unit 15
79 Poplar St
BostonMA02131
16 Mount Calvary Rd, Unit #1
16 Mount Calvary Rd
BostonMA02131
8R Riverside St, Unit 1-3
8R Riverside St
WatertownMA02472
35 Westgate Rd
BostonMA02467
1330 Commonwealth Ave
BostonMA02134
6 Woodlawn St, Unit 2
6 Woodlawn St
BostonMA02130
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
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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
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 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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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.