
Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (617 Rentals)Page 2 of 13
The most luxurious Homes in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


41 Orkney Rd, Unit 2

40 Orkney Rd, Unit 3

27 Orkney Rd, Unit 2

45 Orkney Rd, Unit 3

27 Orkney Rd, Unit 27

40 Orkney Rd, Unit 3

7 Kilsyth Ter

132 Chiswick Rd, Unit 2

1914 Beacon St, Unit 2

47 Orkney Rd, Unit 2

43 Orkney Rd, Unit 1

47 Englewood Ave, Unit 2

43 Orkney Rd, Unit 4-bed 2-bath

34 Orkney Rd, Unit 1

61 Strathmore Rd, Unit 1

2009 Commonwealth Ave, Unit 1

35 South St, Unit 10

43 Orkney Rd, Unit 1

9 Radnor Rd, Unit 1

1870 Commonwealth Ave, Unit 12A

45 Orkney Rd, Unit 1

370 Chestnut Hill Ave, Unit 1

45 Orkney Rd, Unit 1

6 Colliston Rd, Unit 2

5 Braemore Rd, Unit 12A

370 Chestnut Hill Ave, Unit 21

45 Orkney Rd, Unit 1

11 Orkney Rd

11 Orkney Rd

93 Kilsyth Rd, Unit 1

1932 Beacon St, Unit 3

2 Sutherland Rd

2000 Commonwealth Ave, Unit 5

2 Sutherland Rd, Unit 51

1999 Commonwealth Ave, Unit 5

2 Sutherland Rd, Unit 5

374 Chestnut Hill Ave, Unit 21

45 Orkney Rd, Unit 1

370 Chestnut Hill Ave, Unit 21

45 Englewood Ave, Unit 1

2 Sutherland Rd, Unit 51

2017 Commonwealth Ave, Unit 1

2000 Commonwealth Ave, Unit 1

2017 Commonwealth Ave, Unit #1

2 Sutherland Rd, Unit 1

84 Kilsyth Rd, Unit 8

97 Kilsyth Rd

97 Kilsyth Rd, Unit Kilsyth Rd

90 Kilsyth Rd, Unit 3
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 | $3,322 | $2,300 | $6,500 |
Chestnut Hill 3 Bedroom Homes for Rent | $4,381 | $2,895 | $9,000 |
Chestnut Hill 4 Bedroom Homes for Rent | $5,366 | $3,525 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $7,520 | $4,500 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $9,287 | $1,500 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 617 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 722 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,050 to $26,626. There are also 738 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,500 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 $1,500 to $45,000 with an average monthly rent of $4,942.
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 $1,125 to $8,475, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,895 to $9,000. Four Bedroom Single-Family rentals are also available starting from $3,525 and Four Bedroom Apartments start at $1,125.
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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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.