27 Brackett St, Unit 1
27 Brackett St
BostonMA02135
Homes for Rent in Chestnut Hill, MA Under $3,900 (2,052 Rentals) Page 7 of 42
46 Cameron St, Unit 1
46 Cameron St
BrooklineMA02445
10 Aldie St, Unit 1
10 Aldie St
BostonMA02134
1731 Beacon St
BrooklineMA02445
214 Market St, Unit 1
214 Market St
BostonMA02135
214 Market St, Unit 201
214 Market St
BostonMA02135
10 Selkirk Rd, Unit 1
10 Selkirk Rd
BostonMA02135
214 Market St
BostonMA02135
214 Market St, Unit 201
214 Market St
BostonMA02135
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
131 Coolidge Ave, Unit 112
131 Coolidge Ave
WatertownMA02472
39 Englewood Ave, Unit #4
39 Englewood Ave
BostonMA02135
15 Green, Unit 6
15 Green
BrooklineMA02446
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
46 Brackett St, Unit 4-2
46 Brackett St
BostonMA02135
100 Colborne Rd
BostonMA02135
15 N Beacon, Unit 503
15 N Beacon
BostonMA02134
126 Englewood Ave, Unit #6
126 Englewood Ave
BostonMA02135
18 Newcastle Rd, Unit top##
18 Newcastle Rd
BostonMA02135
67 Gordon St, Unit 2
67 Gordon St
BostonMA02134
62 Gordon St, Unit 2
62 Gordon St
BostonMA02134
65 Glen Rd
BrooklineMA02445
56 Leo M Birmingham Pky, Unit #601
56 Leo M Birmingham Pky
BostonMA02135
278 Cypress St, Unit 3
278 Cypress St
BrooklineMA02445
27 S Crescent Circuit, Unit B
27 S Crescent Circuit
BostonMA02135
25 Brackett St, Unit 1
25 Brackett St
BostonMA02135
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
32 Gordon St, Unit 3
32 Gordon St
BostonMA02134
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$3,545
Total Monthly Price
2 Bedroom Apartments Available Jun 1, 2026Total Monthly Price
Base Rent
$3,130
Required Monthly Fees
$415
Total Monthly Price
$3,545
8 Elko St
8 Elko StBoston, MA 02135
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$3,535
Total Monthly Price
1 Bedroom Apartments Available May 20, 2026Total Monthly Price
Base Rent
$3,180
Required Monthly Fees
$355
Total Monthly Price
$3,535
65 Brainerd Rd
65 Brainerd RdBoston, MA 02134
17 Elmira St, Unit A
17 Elmira St
BostonMA02135
39 Union St, Unit 3
39 Union St
BostonMA02135
12 Bennett St, Unit 3
12 Bennett St
BostonMA02135
348 Faneuil St, Unit 2
348 Faneuil St
BostonMA02135
27 South Crescent Circuit, Unit A
27 South Crescent Circuit
BostonMA02135
505 Washington St, Unit 1
505 Washington St
BostonMA02135
8 Juniper St, Unit 22
8 Juniper St
BrooklineMA02445
38 Juniper St, Unit 22
38 Juniper St
BrooklineMA02445
48 Carleton St
NewtonMA02458
141 Beaconsfield Rd, Unit 20
141 Beaconsfield Rd
BrooklineMA02445
11 Commonwealth Ct, Unit 9##
11 Commonwealth Ct
BostonMA02135
348 Faneuil St, Unit 2
348 Faneuil St
BostonMA02135
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$3,500
Plus Fees
4 Bedroom Apartments Available Now22-24 Eastburn St.
22-24-24 Eastburn StBoston, MA 02135
7 Adamson St, Unit 1
7 Adamson St
BostonMA02134
22 Eastburn St
BostonMA02135
17 Antwerp St, Unit 1
17 Antwerp St
BostonMA02135
22 Greenough St, Unit 3
22 Greenough St
BrooklineMA02445
56 Hobson St, Unit 1
56 Hobson St
BostonMA02135
71 Foster St, Unit 1
71 Foster St
BostonMA02135
36 Bellvista Rd, Unit 33
36 Bellvista Rd
BostonMA02135
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 | $3,169 | $910 | $8,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,928 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,566 | $725 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,593 | $730 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,959 | $750 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,653 | $775 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 4124 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3255 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.
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 $725 to $38,000 with an average monthly rent of $8,086.
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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,225.
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
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Articles, How-To's, and Tips
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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
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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!