26 Lake Shore Ct
BostonMA02135
Luxury Homes for Rent in Chestnut Hill, MA (3,364 Rentals) Page 5 of 68
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.
240 Kelton St, Unit 4
240 Kelton St
BostonMA02134
248 Kelton St, Unit 4
248 Kelton St
BostonMA02134
1933 Commonwealth Ave
BostonMA02135
53 Brackett St
BostonMA02135
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$2,6003 Bedroom Apartments Available Sep 1
53 Brackett St, Unit 2
53 Brackett StBoston, MA 02135
14 Heron St
BostonMA02132
50 Englewood Ave, Unit 3
50 Englewood Ave
BostonMA02135
50 Park Vale Ave, Unit 17
50 Park Vale Ave
BostonMA02134
14 Riverside St
WatertownMA02472
53 Brackett St, Unit 2 COPY
53 Brackett St
BostonMA02135
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$2,6001 Bedroom Apartments Available Oct 1
90 Gardner St, Unit 35
90 Gardner StBoston, MA 02134
91 Adamson St
BostonMA02134
73 Harvard Ave, Unit G1
73 Harvard Ave
BostonMA02134
1315 Commonwealth Ave
BostonMA02134
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$2,600Studio Apartments Available Now
288 Chestnut Hill Ave, Unit #14
288 Chestnut Hill AveBoston, MA 02135
4 Ayr Rd
BostonMA02135
60 Dustin St, Unit 2
60 Dustin St
BostonMA02135
28 Juniper St
BrooklineMA02445
14 Glencoe St
BostonMA02135
4 Braemore Rd
BostonMA02135
100 Madison Ave
NewtonMA02460
35 Allston St
BostonMA02134
58 Brighton Ave
BostonMA02134
37 Radnor Rd
BostonMA02135
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$2,6002 Bedroom Apartments Available Sep 1
243 Harvard Ave, Unit 6
243 Harvard AveBoston, MA 02134
1867 Beacon St, Unit 1-bed 1 bath U5 Brookline
1867 Beacon St
BrooklineMA02445
14 Heron St, Unit 410
14 Heron St
BostonMA02132
1315 Commonwealth Ave, Unit 304
1315 Commonwealth Ave
BostonMA02134
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$2,6001 Bedroom Apartments Available Now
1315 Commonwealth Ave, Unit 304
1315 Commonwealth AveBoston, MA 02134
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$2,6001 Bedroom Apartments Available Now
12 Elko St, Unit 7
12 Elko StBoston, MA 02135
75 Gardner St, Unit 36
75 Gardner St
BostonMA02134
243 Harvard Ave, Unit 6
243 Harvard Ave
BostonMA02134
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$2,600Studio Apartments Available Now
365 Western Ave, Unit ST
365 Western AveBoston, MA 02135
9 Embassy Rd
BostonMA02135
290 Chestnut Hill Ave
BostonMA02135
545 Washington St
BostonMA02135
22 Radcliffe Rd
BostonMA02134
243 Harvard Ave
BostonMA02134
137 Brainerd Rd
BostonMA02134
53 Brackett St, Unit 2
53 Brackett St
BostonMA02135
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$2,6001 Bedroom Apartments Available Jan 1, 2027
199 Gardner St, Unit 310
199 Gardner StBoston, MA 02132
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$2,6001 Bedroom Apartments Available Sep 1
1874 Commonwealth Ave, Unit 1
1874 Commonwealth AveBoston, MA 02135
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$2,600Studio Apartments Available Now
288 Chestnut Hill Ave, Unit 14
288 Chestnut Hill AveBoston, MA 02135
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$2,600Studio Apartments Available Now
1197 Commonwealth Ave, Unit 4
1197 Commonwealth AveBoston, MA 02134
11 Elko St, Unit 12
11 Elko St
BostonMA02135
288 Chestnut Hill Ave, Unit 14
288 Chestnut Hill Ave
BostonMA02135
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$2,6003 Bedroom Apartments Available Sep 1
73 Harvard Ave, Unit G1
73 Harvard AveBoston, MA 02134
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$2,6001 Bedroom Apartments Available Now
25 Brighton Ave, Unit 5
25 Brighton AveBoston, MA 02134
247 Chestnut Hill Ave
BostonMA02135
Showing Results 201-250, Page 5 of 68
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 | $3,277 | $2,150 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,989 | $900 | $10,000+ |
| Chestnut Hill 4 Bedroom Homes for Rent | $4,909 | $1,130 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,061 | $1,180 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,524 | $1,000 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $3,572 | $1,130 | $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 2410 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4049 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.
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 $24,000 with an average monthly rent of $3,525.
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 $1,495 to $12,742, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,130 and Four Bedroom Apartments start at $1,350.
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
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
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Articles, How-To's, and Tips
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.