
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (501 Rentals) Page 6 of 11
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


2018 Commonwealth Ave, Unit 27

286 Chestnut Hill Ave, Unit 5

65 Chiswick Rd, Unit 5

31 South St, Unit 2

63 Selkirk Rd, Unit 8

65 Chiswick Rd, Unit 7

31 South St, Unit 5

75 Kilsyth Rd, Unit 6

288 Chestnut Hill Ave, Unit 14

65 Chiswick Rd, Unit 3

47 Englewood Ave, Unit 2

35 South St, Unit 10

1778 Commonwealth Ave, Unit 3

35 South St, Unit B4

35 South St, Unit B3

1942 Beacon St, Unit 6

32 Orkney Rd, Unit 2

15 South St, Unit 6

1820 Commonwealth Ave, Unit 29

65 Chiswick Rd, Unit 4

2003 Commonwealth Ave, Unit 10

115 Kilsyth Rd, Unit 2

2017 Commonwealth Ave, Unit 6

127 Sutherland Rd, Unit m

1820 Commonwealth Ave, Unit 29

31 South St, Unit B2

286 Chestnut Hill Ave, Unit 16

288 Chestnut Hill Ave, Unit 12A

35 South St, Unit B3

2001 Commonwealth Ave, Unit 28

288 Chestnut Hill Ave, Unit 14

31 South St, Unit 6

66 Chiswick Rd, Unit 9

5 Lothian Rd, Unit 1

119 Sutherland Rd, Unit D

123 Sutherland Rd, Unit B

97 Kilsyth Rd, Unit 3

2 Braemore Rd, Unit 1

2018 Commonwealth Ave, Unit 45

140 Commonwealth Ave, Unit 1O1

31 South St, Unit B2

31 South St, Unit 6

286 Chestnut Hill Ave, Unit 16

286 Chestnut Hill Ave, Unit 5

31 South St, Unit 12

35 South St, Unit B2

288 Chestnut Hill Ave, Unit 14

35 South St, Unit B3

35 South St, 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 | $3,243 | $2,225 | $4,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,121 | $2,500 | $7,000 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,400 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,666 | $4,500 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $6,682 | $1,180 | $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 501 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 459 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 600 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,175 to $17,500.
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 $1,175 to $17,500 with an average monthly rent of $6,762.
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 $2,500 to $7,310, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,000. Four Bedroom Single-Family rentals are also available starting from $1,175 and Four Bedroom Apartments start at $3,500.
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

The 10 Best Affordable Neighborhoods in Boston, MA
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Explore Like a Local: The Insider's Guide to Boston
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
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Articles, How-To's, and Tips

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.