Luxury Homes for Rent in Chestnut Hill, MA (5,256 Rentals)Page 5 of 106

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The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

property at 27 Orkney Rd

27 Orkney Rd, Unit 1

27 Orkney Rd
BostonMA02135
property at 39 Pratt St

39 Pratt St

BostonMA02134
property at 37 Radnor Rd

37 Radnor Rd, Unit 1

37 Radnor Rd
BostonMA02135
property at 45 Radnor Rd

45 Radnor Rd

BostonMA02135
property at 49 Radnor Rd

49 Radnor Rd, Unit 1

49 Radnor Rd
BostonMA02135
property at 116 Lake St

116 Lake St

BostonMA02135
property at 248 Corey Rd

248 Corey Rd

BostonMA02135
property at 118 Lake St

118 Lake St

BostonMA02135
property at 116 Lake St

116 Lake St, Unit 1

116 Lake St
BostonMA02135
property at 153 Foster St

153 Foster St

BostonMA02135
property at 116 Lake St

116 Lake St

BostonMA02135
property at 22 Highgate St

22 Highgate St

BostonMA02134
property at 116 Lake St

116 Lake St, Unit 1

116 Lake St
BostonMA02135
property at 20 Highgate St

20 Highgate St

BostonMA02134
property at 9 Babcock St

9 Babcock St, Unit 1

9 Babcock St
BrooklineMA02446
property at 2 Arden Rd

2 Arden Rd

WatertownMA02472
property at 44 Kirkwood Rd

44 Kirkwood Rd

BostonMA02135
property at 260 Foster St

260 Foster St

BostonMA02135

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.

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The 10 Best Affordable Neighborhoods in Boston, MA

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Renting Smart: Lease Basics Every Renter Needs

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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.

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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.