
Luxury Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (361 Rentals) Page 5 of 8
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


2003 Commonwealth Ave, Unit 7

288 Chestnut Hill Ave, Unit 14

288 Chestnut Hill Ave, Unit 12A

48 Englewood Ave, Unit 1

370 Chestnut Hill Ave, Unit 34A

41 Orkney Rd, Unit 3

26 Chiswick Rd, Unit 8

370 Chestnut Hill Ave, Unit 34A

1868 Commonwealth Ave, Unit 5

1868 Commonwealth Ave, Unit 5

20 Sidlaw Rd

213 Chestnut Hill Ave

110 Lanark Rd

5 Braemore Rd

59 Selkirk Rd

15 Colliston Rd

4 Braemore Rd

290 Chestnut Hill Ave

288 Chestnut Hill Ave

276 Chestnut Hill Ave

97 Kilsyth Rd

145 Englewood Ave

70 Strathmore Rd

6 Chiswick Rd

69 Chiswick Rd

63 Selkirk Rd

148 Kilsyth Rd

7 Lothian Rd

143 Kilsyth Rd

70 Chiswick Rd

69 Selkirk Rd

39 Englewood Ave

59 Chiswick Rd

379 Chestnut Hill Ave

93 Sutherland Rd

374 Chestnut Hill Ave

2027 Commonwealth Ave

123 Sutherland Rd

85 Sutherland Rd

101 Sutherland Rd
1962 Beacon St

134 Englewood Ave

1992 Commonwealth Ave

1933 Commonwealth Ave

112 Kilsyth Rd
1948 Beacon St

2 Lothian Rd

2035 Commonwealth Ave

18 Chiswick Rd
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

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

What It Really Costs to Live in Boston: A Local Renter's Guide
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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
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Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
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
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.

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.