43 Selkirk Rd, Unit 4
43 Selkirk Rd
BostonMA02135
Homes for Rent in Chestnut Hill, MA Under $5,500 (3,600 Rentals) Page 22 of 72
162 Kelton St, Unit 2
162 Kelton St
BostonMA02134
39 Goldsmith St, Unit 2
39 Goldsmith St
BostonMA02130
27 Pratt St, Unit 2
27 Pratt St
BostonMA02134
50 Green St, Unit 2
50 Green St
BostonMA02130
1614 Beacon St
BrooklineMA02446
110 Winthrop Rd
BrooklineMA02445
104 Warren St, Unit 3
104 Warren St
BostonMA02135
169 Tremont St, Unit 1
169 Tremont St
NewtonMA02458
27 Champney St, Unit 1
27 Champney St
BostonMA02135
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$3,995
Total Monthly Price
4 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,995
Total Monthly Price
$3,995
14 Gardner St
14 Gardner StBoston, MA 02134
12 Selkirk Rd
BostonMA02135
1 Nevins Hill Way, Unit 510
1 Nevins Hill Way
BostonMA02135
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$3,975
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,975
Total Monthly Price
$3,975
62 Gordon St
62 Gordon StBoston, MA 02134
62 Cypress St
BrooklineMA02445
169 Tremont St, Unit 2
169 Tremont St
NewtonMA02458
1789 Commonwealth Ave, Unit 3
1789 Commonwealth Ave
BostonMA02135
62 Gordon St
BostonMA02134
137 Englewood Ave
BostonMA02135
62 Gordon St, Unit 2
62 Gordon St
BostonMA02134
87 Floral St
NewtonMA02461
87 Gardner St, Unit 2
87 Gardner St
BostonMA02134
12 Dean Rd, Unit 3
12 Dean Rd
BrooklineMA02445
346 Faneuil St, Unit 1
346 Faneuil St
BostonMA02135
346 Faneuil St, Unit 2
346 Faneuil St
BostonMA02135
346 Faneuil St, Unit 2
346 Faneuil St
BostonMA02135
113 Lanark Rd
BostonMA02135
241 Perkins St, Unit E101
241 Perkins St
BostonMA02130
1855 Beacon St, Unit 1
1855 Beacon St
BrooklineMA02445
1712 Beacon St, Unit 1
1712 Beacon St
BrooklineMA02445
213 Harvard Ave
BostonMA02134
346 Faneuil St, Unit 2
346 Faneuil St
BostonMA02135
18 Short St
BrooklineMA02446
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$3,950
Total Monthly Price
3 Bedroom Apartments Available Jun 21, 2026Total Monthly Price
Base Rent
$3,950
Total Monthly Price
$3,950
116 Winthrop Rd
116 Winthrop RdBrookline, MA 02445
85 Brainerd Rd, Unit 416
85 Brainerd Rd
BostonMA02134
85 Brainerd Rd, Unit 416
85 Brainerd Rd
BostonMA02134
85 Brainerd Rd, Unit 416
85 Brainerd Rd
BostonMA02134
25 Lee St, Unit 25
25 Lee St
BostonMA02130
56 Hobson St, Unit 2
56 Hobson St
BostonMA02135
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$3,900
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
18 Newcastle Rd
18 Newcastle RdBoston, MA 02135
811 Washington St, Unit 3
811 Washington St
BrooklineMA02446
88 Gordon St
BostonMA02135
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$3,900
Total Monthly Price
3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
119 Chestnut St
119 Chestnut StBrookline, MA 02445
340 Market St
BostonMA02135
96 Brayton Rd, Unit 1
96 Brayton Rd
BostonMA02135
79 Brighton Ave, Unit 2
79 Brighton Ave
BostonMA02134
28 Madison Ave
NewtonMA02460
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$3,900
Total Monthly Price
1 Bedroom Apartments Available Nov 2Total Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
55 Brighton Ave
55 Brighton AveBoston, MA 02134
135 Nonantum St, Unit 1
135 Nonantum St
BostonMA02135
135 Nonantum St, Unit 135
135 Nonantum St
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 | $3,242 | $1,200 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,992 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,633 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,783 | $850 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,808 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,319 | $925 | $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 5067 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4197 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $850 to $40,000.
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 $850 to $40,000 with an average monthly rent of $4,113.
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 $1,000 to $14,817, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,400.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.