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Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (365 Rentals)
Explore the Best Luxury Homes in Chestnut Hill area of Boston for Renters Looking for Higher-End Rental Options in the Area.
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$12,5006 Bedroom, 6 Bath Condo for RentAvailable Sep 1, 2025
1776 Commonwealth Ave, Unit 1
1776 Commonwealth Ave
Boston, MA 02135close
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$12,5006 Bedroom, 6 Bath Condo for RentAvailable Sep 1, 2025
1778 Commonwealth Ave, Unit 1778 Commonwealth Ave.
1778 Commonwealth Ave
Boston, MA 02135close
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$9,6006 Bedroom, 6 Bath Condo for RentAvailable Sep 1, 2025
1778 Commonwealth Ave, Unit #2
1778 Commonwealth Ave
Boston, MA 02135close
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$9,6006 Bedroom, 6 Bath Condo for RentAvailable Sep 1, 2025
1782 Commonwealth Ave, Unit 2
1782 Commonwealth Ave
Boston, MA 02135close
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$9,6006 Bedroom, 6 Bath Condo for RentAvailable Sep 1, 2025
1778 Commonwealth Ave, Unit 2
1778 Commonwealth Ave
Boston, MA 02135close
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$9,0005 Bedroom, 3 Bath Condo for RentAvailable Now
12 Gerald Rd, Unit 1
12 Gerald Rd
Boston, MA 02135close
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$9,0006 Bedroom, 3 Bath Condo for RentAvailable Aug 24, 2025
37 Radnor Rd, Unit 1
37 Radnor Rd
Boston, MA 02135close
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$8,5006 Bedroom, 3 Bath Condo for RentAvailable Now
1860 Commonwealth Ave, Unit 1
1860 Commonwealth Ave
Boston, MA 02135close
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$7,5005 Bedroom, 2 Bath Condo for RentAvailable Now
2021 Commonwealth Ave, Unit A
2021 Commonwealth Ave
Boston, MA 02135close
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$6,8004 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
6 South St, Unit 1
6 South St
Boston, MA 02135close
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$6,5005 Bedroom, 3 Bath Home for RentAvailable Sep 1, 2025
25 Wade St, Unit 280
25 Wade St
Boston, MA 02135close
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$6,3005 Bedroom, 4 Bath Condo for RentAvailable Now
129 Sutherland Rd, Unit sutherland brighton
129 Sutherland Rd
Boston, MA 02135close
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$6,2005 Bedroom, 4 Bath Condo for RentAvailable Now
129 Sutherland, Unit House
129 Sutherland
Boston, MA 02135close
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$6,0006 Bedroom, 2 Bath Condo for RentAvailable Now
58 Englewood Ave, Unit 1
58 Englewood Ave
Boston, MA 02135close
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$5,9005 Bedroom, 2 Bath Condo for RentAvailable Jan 1, 2025
1914 Beacon St, Unit beacon st boston
1914 Beacon St
Boston, MA 02135close
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$5,9005 Bedroom, 2 Bath Condo for RentAvailable Jan 1, 2025
1914 Beacon St, Unit 2
1914 Beacon St
Boston, MA 02135close
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$5,9005 Bedroom, 2 Bath Condo for RentAvailable Jan 1, 2025
1914 Beacon St, Unit 2
1914 Beacon St
Boston, MA 02135close
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$5,9005 Bedroom, 2 Bath Condo for RentAvailable Jan 1, 2025
1914 Beacon St, Unit 2
1914 Beacon St
Boston, MA 02135close
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$5,8004 Bedroom, 2 Bath Condo for RentAvailable Now
229 Chestnut Hill Ave, Unit Uni1 4-bed 2-bath
229 Chestnut Hill Ave
Boston, MA 02135close
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$5,8005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
6 Lothian Rd, Unit 2
6 Lothian Rd
Boston, MA 02135close
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$5,6004 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
48 Englewood Ave, Unit 1
48 Englewood Ave
Boston, MA 02135close
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$5,6004 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
48 Englewood Ave, Unit 1
48 Englewood Ave
Boston, MA 02135close
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$5,5004 Bedroom, 2 Bath Condo for RentAvailable Aug 24, 2025
53 Radnor Rd, Unit 2
53 Radnor Rd
Boston, MA 02135close
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$5,2505 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
47 Orkney Rd, Unit 2
47 Orkney Rd
Boston, MA 02135close
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$5,2505 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
47 Orkney Rd, Unit 2
47 Orkney Rd
Boston, MA 02135close
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$5,2004 Bedroom, 2 Bath Condo for RentAvailable Now
41 Orkney Rd, Unit 3
41 Orkney Rd
Boston, MA 02135close
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$5,2004 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025
225 Chestnut Hill Ave, Unit 1
225 Chestnut Hill Ave
Boston, MA 02135close
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$4,9503 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
21 Kinross Rd, Unit 3
21 Kinross Rd
Boston, MA 02135close
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$4,9503 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
21 Kinross Rd, Unit 3
21 Kinross Rd
Boston, MA 02135close
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$4,9503 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
21 Kinross Rd, Unit 2
21 Kinross Rd
Boston, MA 02135close
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$4,8503 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025
1999 Commonwealth Ave, Unit 31
1999 Commonwealth Ave
Boston, MA 02135close
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$4,8005 Bedroom, 2 Bath Condo for RentAvailable Sep 1, 2025
132 Chiswick Rd, Unit 2
132 Chiswick Rd
Boston, MA 02135close
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$4,8003 Bedroom, 1 Bath Condo for RentAvailable Aug 25, 2025
2016 Commonwealth Ave, Unit 32
2016 Commonwealth Ave
Boston, MA 02135close
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$4,8003 Bedroom, 1 Bath Condo for RentAvailable Now
2003 Commonwealth Ave, Unit 32
2003 Commonwealth Ave
Boston, MA 02135close
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$4,8005 Bedroom, 2 Bath Condo for RentAvailable Jan 1, 2025
1914 Beacon St, Unit 1914 Beacon St
1914 Beacon St
Boston, MA 02135close
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$4,8005 Bedroom, 2 Bath Condo for RentAvailable Jan 1, 2025
1914 Beacon St, Unit 2
1914 Beacon St
Boston, MA 02135close
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Chestnut Hill, Boston, 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 | $3,129 | $2,375 | $10,000+ |
| Chestnut Hill 3 Bedroom Homes for Rent | $4,294 | $2,996 | $8,900 |
| Chestnut Hill 4 Bedroom Homes for Rent | $5,332 | $3,100 | $6,800 |
| Chestnut Hill 5 Bedroom Homes for Rent | $6,916 | $4,800 | $10,000+ |
| Chestnut Hill 6 Bedroom Homes for Rent | $8,919 | $5,900 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 365 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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Frequently Asked Questions about Chestnut Hill
What type of rentals are currently available in Chestnut Hill?
There are currently 664 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $20,434. There are also 452 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,800 to $16,500.
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 $1,800 to $16,500 with an average monthly rent of $4,746.
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 $2,625 to $10,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,996 to $8,900. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $1,000.
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.
Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.
What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.
Real Estate Term Glossary: Your Guide to The A to Zs of Renting
Written by: Kevin Ready
Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.