
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (505 Rentals) Page 3 of 11
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


6 Sutherland Rd

6 Sutherland Rd, Unit 31, Unit 31

116 Englewood Ave, Unit 3, Unit 3

42 Englewood Ave

99 Kilsyth Rd

90 Kilsyth Rd, Unit #43, Unit #43

12A Sutherland Rd, Unit 2, Unit 2

97 Kilsyth Rd, Unit 3, Unit 3

97 Kilsyth Rd, Unit #2, Unit #2

1945 Commonwealth Ave, Unit 13C, Unit 13C

39 Englewood Ave, Unit 2, Unit 2

45 Englewood Ave, Unit 2, Unit 2

1872 Commonwealth Ave, Unit 408, Unit 408

1997 Commonwealth Ave, Unit 7, Unit 7

41 Orkney Rd, Unit 3, Unit 3

1870 Commonwealth Ave, Unit 12A, Unit 12A

2 Sutherland Rd

8 Selkirk Rd, Unit 3, Unit 3

18 Sutherland Rd, Unit 2, Unit 2

97 Kilsyth Rd

97 Kilsyth Rd, Unit 3, Unit 3

2017 Commonwealth Ave, Unit #1, Unit #1

2003 Commonwealth Ave, Unit A, Unit A

97 Kilsyth Rd, Unit 4, Unit 4

6 Colliston Rd, Unit 2, Unit 2

45 Orkney Rd, Unit 1, Unit 1

45 Englewood Ave, Unit 1, Unit 1

1932 Beacon St, Unit 3, Unit 3

93 Kilsyth Rd, Unit 1, Unit 1

374 Chestnut Hill Ave, Unit 21, Unit 21

14 Sutherland Rd

45 Englewood Ave, Unit 3, Unit 3

27 Orkney Rd

43 Orkney Rd

34 Orkney Rd, Unit 1, Unit 1

35 South St, Unit 10, Unit 10

61 Strathmore Rd, Unit 1, Unit 1

47 Englewood Ave, Unit 2, Unit 2

1999 Commonwealth Ave, Unit 2, Unit 2

43 Orkney Rd, Unit 4-bed 2-bath, Unit 4-bed 2-bath

1999 Commonwealth Ave, Unit 12, Unit 12

2016 Commonwealth Ave, Unit 4, Unit 4

105 Strathmore Rd

132 Chiswick Rd, Unit 2, Unit 2

7 Kilsyth Ter

276 Chestnut Hill Ave, Unit 9, Unit 9

27 Orkney Rd

6 Lothian Rd

41 Orkney 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 | $3,244 | $2,225 | $4,750 |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,126 | $2,500 | $7,000 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,400 | $1,175 | $10,000+ |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,618 | $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 505 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 457 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 605 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 $6,808.
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 $9,102, 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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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
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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.