2 Sutherland Rd, Unit 51
2 Sutherland Rd
BostonMA02135
2 Bedroom Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (103 Rentals) Page 2 of 3
2017 Commonwealth Ave, Unit #1
2017 Commonwealth Ave
BostonMA02135
1870 Commonwealth Ave, Unit 12A
1870 Commonwealth Ave
BostonMA02135
40 Orkney Rd, Unit 3
40 Orkney Rd
BostonMA02135
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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$4,100
Plus Fees
2 Bedroom Apartments Available Sep 1, 202647 Englewood Ave
47 Englewood AveBoston, MA 02135
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$2,980
Total Monthly Price
2 Bedroom Apartments Available Jan 18, 2026Total Monthly Price
Base Rent
$2,540
Required Monthly Fees
$440
Total Monthly Price
$2,980
35 South St
35 South StBoston, MA 02135
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.
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$2,950
Plus Fees
2 Bedroom Apartments Available Jan 1, 202665 Chiswick Rd
65 Chiswick RdBoston, MA 02135
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374 Chestnut Hill Ave
BostonMA02135
9 Braemore Rd
BostonMA02135
10 Selkirk Rd
BostonMA02135
79 Sutherland Rd
BostonMA02135
130 Sutherland Rd
BostonMA02135
2031 Commonwealth Ave
BostonMA02135
32 Sidlaw Rd
BostonMA02135
2025 Commonwealth Ave
BostonMA02135
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
26 Chiswick Rd
BostonMA02135
36 Cummings Rd
BostonMA02135
629 Chestnut Hill Ave, Unit 1
629 Chestnut Hill Ave
BrooklineMA02445
59 Ackers Ave
BrooklineMA02445
384 Langley Rd, Unit 384
384 Langley Rd
NewtonMA02459
320 Hammond Pond Pky
Chestnut HillMA02467
320 Hammond Pond Pkwy, Unit 104
320 Hammond Pond Pkwy
NewtonMA02467
11 Hammond Pond Pky, Unit 203
11 Hammond Pond Pky
Chestnut HillMA02467
321 Hammond Pond Pky, Unit 106
321 Hammond Pond Pky
Chestnut HillMA02467
25 Crosby Rd
Chestnut HillMA02467
250 Hammond Pond Pky, Unit 1203N
250 Hammond Pond Pky
Chestnut HillMA02467
26 Holly Ln, Unit 2
26 Holly Ln
BrooklineMA02467
321 Hammond Pond Pky, Unit 301
321 Hammond Pond Pky
Chestnut HillMA02467
20 Englewood Ave, Unit 104
20 Englewood Ave
BrooklineMA02445
1855 Beacon St, Unit 2
1855 Beacon St
BrooklineMA02445
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3 Englewood Ave
BrooklineMA02445
59 Ackers Ave
BrooklineMA02445
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 | $3,181 | $2,225 | $5,000 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,188 | $1,075 | $7,700 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,243 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $8,058 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $7,945 | $1,010 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $11,000 | $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 103 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 419 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,800 to $14,200. There are also 365 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 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 $900 to $17,500 with an average monthly rent of $7,299.
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 $2,700 to $5,975, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,075 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.