
Luxury Homes for Rent in Chestnut Hill, MA (5,714 Rentals) Page 32 of 115
The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.


21 Fairbanks St, Unit 23

39 Grandfield St

38 Kilsyth Rd

160 Sherman Rd

160 Sherman Rd, Unit 1

1504 Commonwealth Ave

5 Colliston Rd

1504 Commonwealth Ave

162 Sherman Rd

20 Glenville Ave, Unit 8

38 Kilsyth Rd, Unit 32

1504 Commonwealth Ave, Unit 10G

1415 Commonwealth Ave, Unit 504

1933 Commonwealth Ave, Unit 403

1933 Commonwealth Ave, Unit 1

98 Boylston St

76 Colborne Rd, Unit 2

19 Winchester St, Unit 312

60 Litchfield St, Unit 2

240 Mason Ter, Unit 1

19 Winchester St

60 Litchfield St, Unit 2

10 Leverett St, Unit 1

1254 Commonwealth Ave, Unit 19

229 Kelton St, Unit 7

7 High Street Pl, Unit 2

88 Corey St, Unit 2

153 Lake Shore Rd

5 Aldie St, Unit 3-bed 1bathU1 Allston

1161 Commonwealth Ave, Unit 5

40 Brackett St

147 Kelton St, Unit 610

184 Orange St, Unit 2

2 Sutherland Rd, Unit 31

1721 Commonwealth Ave, Unit 6

210 Winthrop Rd, Unit 31

187 Winthrop Rd, Unit A1

188 Sherman Rd

147 Kelton St, Unit 311

18 Alton Pl, Unit 1

19 Morrow Rd, Unit 1

16 Elmira St, Unit 1

10 Harrison St, Unit 2

5 Morrow 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 | $3,268 | $1,425 | $8,400 |
Chestnut Hill 3 Bedroom Homes for Rent | $3,983 | $1,260 | $10,000+ |
Chestnut Hill 4 Bedroom Homes for Rent | $4,731 | $1,000 | $10,000+ |
Chestnut Hill 5 Bedroom Homes for Rent | $5,916 | $880 | $10,000+ |
Chestnut Hill 6 Bedroom Homes for Rent | $7,167 | $925 | $10,000+ |
Chestnut Hill 7 Bedroom Homes for Rent | $1,641 | $925 | $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 8312 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $50,000. There are also 6776 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $880 to $40,000.
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 $880 to $40,000 with an average monthly rent of $4,109.
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 $1,900 to $16,610, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,260 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,000 and Four Bedroom Apartments start at $920.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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.