20 Englewood Ave, Unit 104
20 Englewood Ave
BrooklineMA02445
2 Bedroom Homes for Rent in Chestnut Hill, MA (870 Rentals) Page 12 of 18
5 Davis Ave, Unit 6
5 Davis Ave
BrooklineMA02445
5 Davis Ave, Unit 6
5 Davis Ave
BrooklineMA02445
20 Rugg Rd, Unit #B1
20 Rugg Rd
BostonMA02134
13 Greylock Rd, Unit 1
13 Greylock Rd
BostonMA02134
1731 Beacon St, Unit 204
1731 Beacon St
BrooklineMA02445
81 Boylston St, Unit 3
81 Boylston St
BrooklineMA02445
241 Perkins St, Unit 101
241 Perkins St
BostonMA02130
323 Boylston St, Unit 3##
323 Boylston St
BrooklineMA02445
241 Perkins St
BostonMA02130
2017 Commonwealth Ave, Unit #1
2017 Commonwealth Ave
BostonMA02135
65 Park St, Unit 4
65 Park St
BrooklineMA02446
104 Warren St, Unit 1
104 Warren St
BostonMA02135
1855 Beacon St, Unit 2
1855 Beacon St
BrooklineMA02445
52 Dustin St, Unit 1
52 Dustin St
BostonMA02135
1870 Commonwealth Ave, Unit 12A
1870 Commonwealth Ave
BostonMA02135
39 Auburn St, Unit 6
39 Auburn St
BrooklineMA02446
55 Brighton Ave, Unit 407
55 Brighton Ave
BostonMA02134
9 Everett St, Unit 1
9 Everett St
BostonMA02134
191 Washington St, Unit 714
191 Washington St
BostonMA02135
77 Pond Ave, Unit #902
77 Pond Ave
BrooklineMA02445
249 Corey Rd, Unit 401
249 Corey Rd
BostonMA02135
40 Orkney Rd, Unit 3
40 Orkney Rd
BostonMA02135
29 Mount Hood Rd, Unit 12
29 Mount Hood Rd
BostonMA02135
29 Mount Hood Rd, Unit 12
29 Mount Hood Rd
BostonMA02135
1515 Commonwealth Ave, Unit 501
1515 Commonwealth Ave
BostonMA02135
516 Harvard St, Unit 200
516 Harvard St
BrooklineMA02446
24 Alton Pl, Unit #24A
24 Alton Pl
BrooklineMA02446
191 Washington St, Unit 714
191 Washington St
BostonMA02135
141 Beaconsfield Rd, Unit 3
141 Beaconsfield Rd
BrooklineMA02445
143 Beaconsfield Rd, Unit 3
143 Beaconsfield Rd
BrooklineMA02445
1601 Beacon St
BrooklineMA02446
91 Chestnut St, Unit 6
91 Chestnut St
BrooklineMA02445
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$3,445
Total Monthly Price
2 Bedroom Apartments Available Feb 1, 2026Total Monthly Price
Base Rent
$3,030
Required Monthly Fees
$415
Total Monthly Price
$3,445
4 Elko St
4 Elko StBoston, MA 02135
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$5,020
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$4,580
Required Monthly Fees
$440
Total Monthly Price
$5,020
181 Washington St
181 Washington StBoston, MA 02135
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$2,300
Plus Fees
2 Bedroom Apartments Available Jan 1, 20261799 Centre St
1799 Centre StBoston, MA 02132
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$5,050
Plus Fees
2 Bedroom Apartments Available Jan 1, 202655 Brighton Ave
55 Brighton AveBoston, MA 02134
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$3,295
Plus Fees
2 Bedroom Apartments Available Now131 Coolidge Ave
131 Coolidge AveWatertown, MA 02472
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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 | $3,195 | $1,160 | $9,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,959 | $1,050 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,499 | $900 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $5,634 | $750 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,650 | $925 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $2,310 | $900 | $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 3969 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3382 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 to $22,000.
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 $750 to $22,000 with an average monthly rent of $4,752.
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 $1,050 to $22,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.
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.