
Luxury Homes for Rent in Chestnut Hill, MA (5,256 Rentals)Page 4 of 106
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


46 Kirkwood Rd, Unit 1

20 Gerald Rd, Unit Gerald Rd Boston

142 Hartman Rd

12 Naples Rd

12 Naples Rd

12 Naples Rd

42 Radnor Rd, Unit #2

44 Greycliff Rd, Unit 1

44 Bostonia Ave, Unit 1

52 Bostonia Ave, Unit 1

44 Bostonia Ave

52 Greycliff Rd

44 Greycliff Rd, Unit 1

52 Greycliff Rd, Unit T

52 Greycliff Rd

44 Greycliff Rd, Unit 1

52 Greycliff Rd

33 Greycliff Rd, Unit 1

101 Sumner Rd, Unit Sumner Rd #2

101 Sumner Rd, Unit 2

9 Alton Pl, Unit 3

11 Alton Pl, Unit 3

101 Sumner Rd, Unit 2

11 Alton Pl, Unit 3

11 Alton Pl, Unit 3

18 Holton St

18 Holton St, Unit S

64 Greycliff Rd, Unit 1

80 Babcock St, Unit 3

170 Babcock St, Unit 2

18 Holton St

18 Holton St, Unit 1

168 Gardner Rd

16 Gerald Rd

18 Holton St

44 Greycliff Rd

44 Greycliff Rd, Unit #2

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd, Unit 2

44 Kirkwood Rd

18 Holton St

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd

1778 Commonwealth Ave, Unit #2

12 Gerald Rd

27 Bostonia Ave, Unit 1

40 Gardner St, Unit S

38 Gardner St

40 Gardner St
Chestnut Hill, MA Local Guide

How much does it cost to rent a home in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill 2 Bedroom Homes for Rent | $3,231 | $1,600 | $7,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,872 | $1,469 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,029 | $1,400 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,395 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,886 | $1,500 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $11,600 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Chestnut Hill
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 8914 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,543. There are also 6301 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,250 to $22,000.
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 $1,250 to $22,000 with an average monthly rent of $5,871.
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 $1,000 to $15,621, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,469 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,400 and Four Bedroom Apartments start at $775.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.