
Luxury Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (361 Rentals) Page 4 of 8
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


32 Orkney Rd, Unit 2

63 Selkirk Rd, Unit 4

65 Chiswick Rd, Unit 3

65 Chiswick Rd, Unit 4

2017 Commonwealth Ave, Unit 6

127 Sutherland Rd, Unit m

67 Chiswick Rd, Unit 1

164 Strathmore Rd, Unit 23

39 Strathmore Rd, Unit 2

50 Englewood Ave, Unit 1

370 Chestnut Hill Ave, Unit 34

2018 Commonwealth Ave, Unit 45

7 Lothian Rd, Unit 11

1982 Commonwealth Ave, Unit A

63 Selkirk Rd, Unit 8

67 Chiswick Rd, Unit 1

65 Chiswick Rd, Unit 2

63 Selkirk Rd, Unit 4

67 Chiswick Rd, Unit 2

69 Chiswick Rd, Unit 6

286 Chestnut Hill Ave, Unit 2

45 Orkney Rd, Unit 1

286 Chestnut Hill Ave, Unit 16

98 Strathmore Rd, Unit 2

30 Chiswick Rd, Unit 9

30 Chiswick Rd, Unit 2

2001 Commonwealth Ave, Unit 34

2 Braemore Rd, Unit 1

288 Chestnut Hill Ave, Unit 14

1945 Commonwealth Ave, Unit 47

1986 Commonwealth Ave, Unit 4

61 Selkirk Rd, Unit 3

288 Chestnut Hill Ave, Unit 12A

90 Kilsyth Rd, Unit 37

69 Chiswick Rd, Unit 4

22 Chiswick Rd, Unit 13

22 Chiswick Rd, Unit 13

123 Sutherland Rd, Unit F

123 Sutherland Rd, Unit L

145 Englewood Ave, Unit 42

2017 Commonwealth Ave, Unit 6

2017 Commonwealth Ave, Unit 4
1914 Beacon St, Unit 2
1914 Beacon St, Unit 1

6 Sutherland Rd, Unit 25

2001 Commonwealth Ave, Unit 34

286 Chestnut Hill Ave, Unit 5

1959 Commonwealth Ave, Unit 2

235 Chestnut Hill Ave, Unit 1
Chestnut Hill, Boston, 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 | $3,112 | $2,200 | $6,000 |
| Chestnut Hill 3 Bedroom Homes for Rent | $3,779 | $2,475 | $6,900 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,321 | $1,200 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,555 | $4,700 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $7,546 | $1,230 | $10,000+ |
| Chestnut Hill 7 Bedroom Homes for Rent | $10,500 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 361 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 293 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,200 to $10,150. There are also 503 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,200 to $15,000.
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 $1,200 to $15,000 with an average monthly rent of $5,192.
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 $2,200 to $7,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,475 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $1,400.
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

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Articles, How-To's, and Tips

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
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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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.