
Luxury Homes for Rent in Chestnut Hill, MA (5,357 Rentals)Page 4 of 108
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


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

44 Greycliff Rd

44 York Ter

52 Greycliff Rd

64 Greycliff Rd, Unit 1

80 Babcock St, Unit 3

18 Holton St, Unit S

101 Sumner Rd, Unit 2

101 Sumner Rd, Unit Sumner Rd #2

11 Alton Pl, Unit 3

11 Alton Pl, Unit 3

101 Sumner Rd, Unit 2

11 Alton Pl, Unit 3

9 Alton Pl, Unit 3

253 Nahanton St

40 Puddingstone Ln

18 Holton St

12 Naples Rd

18 Holton St

168 Gardner Rd

16 Gerald Rd

18 Holton St

44 Greycliff Rd

44 Greycliff Rd, Unit #2

44 Kirkwood Rd

18 Holton St

44 Kirkwood Rd

44 Kirkwood Rd, Unit 1

44 Kirkwood Rd, Unit 1

12 Gerald Rd

38 Gardner St

40 Gardner St, Unit S

40 Gardner St

27 Orkney Rd, Unit 1

39 Pratt St

37 Radnor Rd, Unit 1

49 Radnor Rd, Unit 1

45 Radnor Rd

12 Ackers Ave

20 Highgate St

116 Lake St

248 Corey Rd

12 Gerald Rd, Unit 1
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 | $3,247 | $1,200 | $7,400 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,931 | $1,950 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $5,019 | $1,200 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $6,407 | $1,250 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,738 | $4,600 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $10,000 | $10,000 | $10,000+ |
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 8381 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $875 to $70,000. There are also 6452 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,200 to $45,000.
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 $45,000 with an average monthly rent of $5,686.
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 $1,075 to $18,131, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $925.
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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.