Room in Shared 4 bed/2 bath home, Unit A
10 Strathmore Rd
BostonMA02445
Cheap Homes for Rent in Chestnut Hill Neighborhood of Boston, MA from $1,100 (123 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, Unit 3E
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 3F
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 2B
132 Chiswick Rd
BostonMA02135
Room in Shared 4 bed/2 bath home, Unit 1C
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 2D
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 2C
132 Chiswick Rd
BostonMA02135
7 Timon Ave, Unit 3, Unit 3
7 Timon Ave
Chestnut HillMA02467
22 Chiswick Rd, Unit 5
22 Chiswick Rd
BostonMA02135
32 Sidlaw Rd
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.
24 Sidlaw Rd
BostonMA02135
70 Strathmore Rd, Unit 11A
70 Strathmore Rd
BostonMA02135
70 Strathmore Rd, Unit 11, Unit 11
70 Strathmore Rd
BostonMA02135
70 Strathmore Rd, Unit 11A
70 Strathmore Rd
BostonMA02135
70 Strathmore Rd, Unit 11A
70 Strathmore Rd
BostonMA02135
70 Strathmore Rd, Unit 11A
70 Strathmore Rd
BostonMA02135
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$1,950Studio Apartments Available Sep 1
70 Strathmore Rd, Unit 11A
70 Strathmore RdBoston, MA 02135
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$1,950Studio Apartments Available Jul 1
2018 Commonwealth Ave, Unit 24
2018 Commonwealth AveBoston, MA 02135
70 Strathmore Rd, Unit 11A, Unit 11A
70 Strathmore Rd
BostonMA02135
4 Chiswick Rd, Unit 24, Unit 24
4 Chiswick 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.
65 Chiswick Rd
BostonMA02135
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$2,025Studio Apartments Available Jul 1
6 Orkney Rd, Unit 22
6 Orkney RdBoston, MA 02135
2018 Commonwealth Ave, Unit 31
2018 Commonwealth Ave
BostonMA02135
160 Strathmore Rd, Unit 21
160 Strathmore Rd
BostonMA02135
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$2,125Studio Apartments Available Jun 1
4 Ayr Rd, Unit 43
4 Ayr RdBoston, MA 02135
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$2,1501 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 14
10 Lothian RdBoston, MA 02135
66 Chiswick Rd, Unit 26
66 Chiswick Rd
BostonMA02135
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$2,150Studio Apartments Available Sep 1
66 Chiswick Rd, Unit 26
66 Chiswick RdBoston, MA 02135
66 Chiswick Rd, Unit 26
66 Chiswick Rd
BostonMA02135
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$2,165Studio Apartments Available Sep 1
66 Chiswick Rd, Unit 17
66 Chiswick RdBoston, MA 02135
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.
66 Chiswick Rd, Unit 27
66 Chiswick Rd
BostonMA02135
21 Kinross Rd, Unit 1
21 Kinross Rd
BostonMA02135
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$2,2001 Bedroom Apartments Available Now
95 Sutherland Rd, Unit 1C
95 Sutherland RdBoston, MA 02135
10 Lothian Rd, Unit 7, Unit 7
10 Lothian Rd
BostonMA02135
199 Strathmore Rd, Unit 2
199 Strathmore Rd
BostonMA02135
199 Strathmore Rd, Unit 9
199 Strathmore Rd
BostonMA02135
199 Strathmore Rd, Unit 5
199 Strathmore Rd
BostonMA02135
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$2,2001 Bedroom Apartments Available Aug 1
199 Strathmore Rd, Unit 4
199 Strathmore RdBoston, MA 02135
26 Chiswick Rd
BostonMA02135
117 Sutherland Rd, Unit A, Unit A
117 Sutherland Rd
BostonMA02135
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.
66 Chiswick Rd, Unit 6
66 Chiswick Rd
BostonMA02135
66 Chiswick Rd, Unit 6
66 Chiswick Rd
BostonMA02135
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$2,250Studio Apartments Available Sep 1
66 Chiswick Rd, Unit 6
66 Chiswick RdBoston, MA 02135
131 Sutherland Rd, Unit A, Unit A
131 Sutherland Rd
BostonMA02135
124 Sutherland Rd, Unit 5, Unit 5
124 Sutherland Rd
BostonMA02135
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$2,2501 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 7
10 Lothian RdBoston, MA 02135
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$2,2501 Bedroom Apartments Available Jun 1
10 Lothian Rd, Unit 12
10 Lothian RdBoston, MA 02135
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$2,2751 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 5
10 Lothian RdBoston, MA 02135
1782 Commonwealth Ave
BostonMA02135
2021 Commonwealth Ave, Unit 2001-2, Unit 2001-2
2021 Commonwealth Ave
BostonMA02135
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.
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 | $3,244 | $2,225 | $4,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,126 | $2,500 | $7,000 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,400 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,618 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,682 | $1,180 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 123 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Cheapest Available Chestnut Hill Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 286 & 288 Chestnut Hill Avenue | Studio | Studio,1BA | $2,100 |
Best Value Apartments for Rent in Chestnut Hill, MA
As of April 26, 2026 the best value apartment in the Chestnut Hill area is the $0.27 price per square foot 24 Orkney Rd Model at 24 Orkney Rd in the in the Chestnut Hill neighborhood starting from $2,650. The second greatest value Chestnut Hill apartment is the 629 Chestnut Hill Ave Model at 629 Chestnut Hill Ave, Unit 1 starting at $2,350 with a $0.24 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. |
|---|---|---|---|
| 24 Orkney Rd | 24 Orkney Rd | 1BR,1BA | $0.27 |
| 629 Chestnut Hill Ave, Unit 1 | 629 Chestnut Hill Ave | 2BR,1BA | $0.24 |
| 12 Gerald Rd, Unit 24 | 12 Gerald Rd | 1BR,1BA | $0.24 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.24 |
| 28 Sidlaw Rd, Unit 6 | 28 Sidlaw Rd | 1BR,1BA | $0.20 |
| 249 Chestnut Hill Ave, Unit 32 | 249 Chestnut Hill Ave | 2BR,1BA | $0.24 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 152 Strathmore Rd, Unit 1 | 152 Strathmore Rd | 1BR,1BA | $0.20 |
| 110 Lanark Rd, Unit 1 | 110 Lanark Rd | 2BR,1BA | $0.27 |
Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 457 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 605 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,175 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 $1,175 to $17,500 with an average monthly rent of $6,808.
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 $2,500 to $9,102, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,000. Four Bedroom Single-Family rentals are also available starting from $1,175 and Four Bedroom Apartments start at $3,500.
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
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
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.