66 Perthshire Rd, Unit 2
66 Perthshire Rd
BostonMA02135
Homes for Rent in Chestnut Hill, MA Under $5,500 (3,535 Rentals) Page 10 of 71
6 Larose Pl
BostonMA02135
6 Larose Pl, Unit 2
6 Larose Pl
BostonMA02135
36 Raymond St
BostonMA02134
21 Highgate St
BostonMA02134
9 Islington St
BostonMA02134
65 Fairbanks St, Unit 2
65 Fairbanks St
BostonMA02135
11 Orchard St, Unit 2
11 Orchard St
NewtonMA02458
11 City View Rd, Unit 1
11 City View Rd
BrooklineMA02446
35 Pratt St, Unit 1
35 Pratt St
BostonMA02134
34 Raymond St, Unit 34
34 Raymond St
BostonMA02134
184 Naples Rd, Unit 3
184 Naples Rd
BrooklineMA02446
29 Wiltshire Rd
NewtonMA02458
63 Fairbanks St, Unit #2
63 Fairbanks St
BostonMA02135
85 Brainerd Rd, Unit Ph-603
85 Brainerd Rd
BostonMA02134
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191 Washington St, Unit 714
191 Washington St
BostonMA02135
65 Fairbanks St, Unit 2
65 Fairbanks St
BostonMA02135
158 Baker St
BostonMA02132
22 Sunnybank Rd
WatertownMA02472
22 Sunnybank Rd
WatertownMA02472
186 Naples Rd
BrooklineMA02446
34 Raymond St
BostonMA02134
39 Herrick Rd
NewtonMA02459
34 Raymond St
BostonMA02134
158 Baker St
BostonMA02132
34 Raymond St, Unit 34A
34 Raymond St
BostonMA02134
41 Coolidge Rd
BostonMA02134
29 Orkney Rd
BostonMA02135
49 Orkney Rd
BostonMA02135
49 Dighton St
BostonMA02135
34 Raymond St
BostonMA02134
36 Raymond St
BostonMA02134
36 Beaconsfield Rd, Unit 2
36 Beaconsfield Rd
BrooklineMA02445
6 Radcliffe Rd, Unit #1
6 Radcliffe Rd
BostonMA02134
11 Sunhill Ln
NewtonMA02459
69 Babcock St, Unit 6
69 Babcock St
BrooklineMA02446
81 Chestnut Hill Ave, Unit 1
81 Chestnut Hill Ave
BostonMA02135
14 Atkins St, Unit 1
14 Atkins St
BostonMA02135
14 Atkins St, Unit 1
14 Atkins St
BostonMA02135
186 Naples Rd, Unit 1
186 Naples Rd
BrooklineMA02446
7 Linden St, Unit 1
7 Linden St
BostonMA02134
159 Parsons St, Unit 2
159 Parsons St
BostonMA02135
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$4,750
Plus Fees
3 Bedroom Apartments Available Sep 1, 2026370 Chestnut Hill Ave
370 Chestnut Hill AveBoston, MA 02135
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$4,750
Plus Fees
3 Bedroom Apartments Available Sep 1, 20262 Sutherland Rd
2 Sutherland RdBoston, MA 02135
55 Brighton Ave, Unit 407
55 Brighton Ave
BostonMA02134
157 Thorndike St, Unit 3
157 Thorndike St
BrooklineMA02446
365 Western Ave
BostonMA02135
15 Pomeroy St, Unit 15
15 Pomeroy St
BostonMA02134
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 | $3,256 | $1,250 | $9,500 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,009 | $925 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,631 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,784 | $900 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,808 | $910 | $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 5070 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $17,000. There are also 4120 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 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 $900 to $40,000 with an average monthly rent of $4,116.
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 $925 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.