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$9601 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 1
14 Wallingford RdBoston, MA 02135
Cheap Homes for Rent near Chestnut Hill, MA from $900 (239 Rentals)
Search the lowest-cost Homes available for rent right now in Chestnut Hill.
Room in Shared 5 bed/1 bath home in Allston, Unit C
292 Lincoln St
BostonMA02134
Room in Shared 6 bed/2 bath home in Brighton, Unit 3F
132 Chiswick Rd
BostonMA02135
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$1,0001 Bedroom Apartments Available Jul 27
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
Room in Shared 7 bed/2 bath home in Allston, Unit A
53 Saunders St
BostonMA02134
Room in Shared 6 bed/2 bath home in Allston, Unit C
34 Coolidge Rd
BostonMA02134
Room in Shared 9 bed/2 bath home in Brighton, Unit I
47 Wallingford Rd
BostonMA02135
Room in Shared 9 bed/2 bath home in Brighton, Unit A
47 Wallingford Rd
BostonMA02135
Room in Shared 4 bed/1.5 bath home in Allston, Unit B
11 Linden St
BostonMA02134
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
Room in Shared 6 bed/2 bath home in Allston, Unit B
30 Royal St
BostonMA02134
Room in Shared 9 bed/2 bath home in Brighton, Unit E
47 Wallingford Rd
BostonMA02135
Room in Shared 7 bed/2 bath home in Allston, Unit G
11 Islington St
BostonMA02134
Room in Shared 9 bed/2 bath home in Brighton, Unit B
47 Wallingford Rd
BostonMA02135
Room in Shared 6 bed/1.5 bath home in Brighton, Unit E
4 Sparhawk St
BostonMA02135
Room in Shared 6 bed/2 bath home in Allston, Unit C
30 Royal St
BostonMA02134
Room in Shared 7 bed/2 bath home in Allston, Unit E
53 Saunders St
BostonMA02134
Room in Shared 4 bed/2 bath home in Allston, Unit C
76 Easton St
BostonMA02134
Room in Shared 7 bed/2 bath home in Allston, Unit E
11 A Islington St
BostonMA02134
Room in Shared 5 bed/1.5 bath home in Brighton, Unit C
490 Washington St
BostonMA02135
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
Room in Shared 7 bed/2 bath home in Allston, Unit C
53 Saunders St
BostonMA02134
Room in Shared 4 bed/2 bath home in Allston, Unit D
20 Alcott St
BostonMA02134
Room in Shared 6 bed/2 bath home in Allston, Unit D
34 Coolidge Rd
BostonMA02134
Room in Shared 6 bed/2 bath home in Brighton, Unit D
2 Sparhawk St
BostonMA02135
Room in Shared 9 bed/2 bath home in Brighton, Unit H
47 Wallingford Rd
BostonMA02135
Room in Shared 4 bed/2 bath home in Allston, Unit A
76 Easton St
BostonMA02134
Room in Shared 9 bed/2 bath home in Brighton, Unit G
47 Wallingford Rd
BostonMA02135
Room in Shared 7 bed/2 bath home in Allston, Unit G
53 Saunders St
BostonMA02134
Room in Shared 5 bed/1.5 bath home in Brighton, Unit E
490 Washington St
BostonMA02135
Room in Shared 4 bed/2 bath home in Allston, Unit B
20 Alcott St
BostonMA02134
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
Room in Shared 4 bed/2 bath home in Allston, Unit C
76 Easton St
BostonMA02134
Room in Shared 6 bed/2 bath home in Allston, Unit A
34 Coolidge Rd
BostonMA02134
Room in Shared 6 bed/2 bath home in Brighton, Unit E
2 Sparhawk St
BostonMA02135
Room in Shared 4 bed/1.5 bath home in Allston, Unit A
11 Linden St
BostonMA02134
Room in Shared 4 bed/2 bath home in Allston, Unit D
76 Easton St
BostonMA02134
43 Orkney Rd
BostonMA02135
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$1,2001 Bedroom Apartments Available Aug 25
1729 Commonwealth Ave
1729 Commonwealth AveBoston, MA 02135
Room in Shared 2 bed/1 bath home in Allston, Unit B
30 Royal St
BostonMA02134
Room in Shared 6 bed/2 bath home in Brighton, Unit B
2 Murdock Terrace
BostonMA02135
Room in Shared 5 bed/2 bath home in Brighton, Unit D
1682 Commonwealth Ave
BostonMA02135
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 in Brighton, Unit A
2 Murdock Terrace
BostonMA02135
Room in Shared 4 bed/1 bath home in Allston, Unit C
5 Linden St
BostonMA02134
Room in Shared 6 bed/4 bath home in Brighton, Unit C
104 Academy Hill Rd
BostonMA02135
Room in Shared 4 bed/2 bath home in Allston, Unit B
76 Easton St
BostonMA02134
Room in Shared 4 bed/2 bath home in Allston, Unit A
17 Highgate St
BostonMA02134
Room in Shared 9 bed/2 bath home in Brighton, Unit F
47 Wallingford Rd
BostonMA02135
Room in Shared 4 bed/1 bath home in Allston, Unit C
5 Linden St
BostonMA02134
Room in Shared 6 bed/4 bath home in Brighton, Unit A
104 Academy Hill Rd
BostonMA02135
Room in Shared 4 bed/2 bath home in Allston, Unit D
76 Easton St
BostonMA02134
Room in Shared 4 bed/2 bath home in Allston, Unit D
76 Easton St
BostonMA02134
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Showing Results 1-50, Page 1 of 5
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 | $3,278 | $1,200 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,019 | $1,380 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,671 | $1,080 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,712 | $975 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $5,890 | $975 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,678 | $1,025 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
Explore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Chestnut Hill Apartments for Rent and Nearby
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1459-1461 VFW Pky | Studio | Studio,1BA | $1,725 |
Best Value Apartments for Rent in Chestnut Hill, MA and Nearby
As of July 27, 2026 the best value apartment in the Chestnut Hill area is the $0.19 price per square foot 145 Winthrop Rd Model at 145 Winthrop Rd, Unit 6 in the in the St. Elizabeth's neighborhood starting from $1,900. The second greatest value Chestnut Hill apartment is the 132 Sutherland Rd Model at 132 Sutherland Rd, Unit A starting at $2,100 with a $0.21 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. |
|---|---|---|---|
| 145 Winthrop Rd, Unit 6 | 145 Winthrop Rd | 1BR,1BA | $0.19 |
| 132 Sutherland Rd, Unit A | 132 Sutherland Rd | 1BR,1BA | $0.21 |
| 317 Allston St | 317 Allston St | Studio ,1BA | $0.20 |
| 18 Saint Lukes Rd | Studio | Studio ,1BA | $0.18 |
| 15 Higgins St | 15 Higgins St | 1BR,1BA | $0.18 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 2 Chestnut Hill Ave, Unit 4 | 2 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 22 Highgate St, Unit 1 | 22 Highgate St | Studio ,2BA | $0.15 |
| 77 Chiswick Rd, Unit 2 | 77 Chiswick Rd | 1BR,1BA | $0.21 |
| 70 Strathmore Rd, Unit 11A | 70 Strathmore Rd | Studio ,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
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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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 2805 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $960 to $20,583. There are also 3896 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 $4,814.
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 $1,350 to $12,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,080 and Four Bedroom Apartments start at $1,350.
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
What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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.