35 Mount Hood Rd, Unit 6
35 Mount Hood Rd
BostonMA02135
Homes for Rent in Chestnut Hill, MA Under $5,500 (3,624 Rentals) Page 47 of 73
50 Broadlawn Park, Unit 410
50 Broadlawn Park
Boston CollegeMA02467
60 Leo M Birmingham Pky, Unit 604
60 Leo M Birmingham Pky
BostonMA02135
70 Leo M Birmingham Pky, Unit 307
70 Leo M Birmingham Pky
BostonMA02135
38 Allston St, Unit 16
38 Allston St
BostonMA02134
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$2,970
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,970
Total Monthly Price
$2,970
120 Gerry Rd
120 Gerry RdBrookline, MA 02467
202 Corey Rd, Unit 1
202 Corey Rd
BostonMA02135
24 Ransom Rd, Unit 4
24 Ransom Rd
BostonMA02135
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$2,950
Total Monthly Price
2 Bedroom Apartments Available Oct 1Total Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
152 N Beacon St
152 N Beacon StBoston, MA 02135
65 Chester St, Unit 9
65 Chester St
BostonMA02134
60 Dustin St, Unit 2
60 Dustin St
BostonMA02135
6A Islington St, Unit 6
6A Islington St
BostonMA02134
1880 Commonwealth Ave, Unit 12
1880 Commonwealth Ave
BostonMA02135
202 Corey Rd, Unit 1
202 Corey Rd
BostonMA02135
202 Corey Rd, Unit 1
202 Corey Rd
BostonMA02135
29 Eastburn St, Unit 2
29 Eastburn St
BostonMA02135
9 Islington St
BostonMA02134
80 Bigelow St, Unit 1
80 Bigelow St
BostonMA02135
2A Islington St, Unit 2
2A Islington St
BostonMA02134
6A Islington St
BostonMA02134
7 Benson St, Unit 3
7 Benson St
BostonMA02135
1408 Commonwealth Ave, Unit 4
1408 Commonwealth Ave
BostonMA02135
1185 Commonwealth Ave, Unit 2
1185 Commonwealth Ave
BostonMA02134
6A Islington St, Unit G-A
6A Islington St
BostonMA02134
21 Green St, Unit 111
21 Green St
BrooklineMA02446
28 Goldsmith St
BostonMA02130
62 Litchfield St, Unit 3
62 Litchfield St
BostonMA02135
53 Hunnewell Ave, Unit 1
53 Hunnewell Ave
BostonMA02135
211 Lake Shore Rd, Unit 2
211 Lake Shore Rd
BostonMA02135
7 Hartley Ter, Unit 3
7 Hartley Ter
BostonMA02134
14 Lyne Rd, Unit 1
14 Lyne Rd
BostonMA02135
13 Union St
WatertownMA02472
39 South St
BostonMA02135
42 Hano St, Unit 1
42 Hano St
BostonMA02134
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$2,950
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
146 N Beacon St
146 N Beacon StBoston, MA 02135
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$2,950
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
154 N Beacon St
154 N Beacon StBoston, MA 02135
152 N Beacon St
BostonMA02135
146 N Beacon St
BostonMA02135
1152 Commonwealth Ave
BostonMA02134
28 Woodward St
NewtonMA02461
39 South St, Unit B
39 South St
BostonMA02135
28 Woodward St
NewtonMA02461
206 Arborway
BostonMA02130
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$2,950
Total Monthly Price
1 Bedroom Apartments Available Feb 3, 2026Total Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
1152 Commonwealth Ave
1152 Commonwealth AveBoston, MA 02134
24 Montvale St
BostonMA02131
152 North Beacon St, Unit A2
152 North Beacon St
BostonMA02135
50 Leo M Birmingham Pkwy
BostonMA02135
20 St Paul St
BrooklineMA02446
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$2,935
Total Monthly Price
2 Bedroom Apartments Available Mar 25, 2026Total Monthly Price
Base Rent
$2,935
Total Monthly Price
$2,935
12 Elko St
12 Elko StBoston, MA 02135
1634 Commonwealth Ave, Unit 12
1634 Commonwealth Ave
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 | $3,231 | $1,260 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,996 | $950 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,645 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,757 | $825 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,798 | $950 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,269 | $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 5020 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4193 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $825 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 $825 to $40,000 with an average monthly rent of $4,132.
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 $14,716, 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 $1,550.
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.
Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide
Written by: Amber Kanuckel
Hey, there! I’m Amber, your ApartmentHomeLiving.com local expert for Kansas City, and I’m back with my recommendations for top employers in the area.
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.