Luxury Homes for Rent in Chestnut Hill, MA (4,992 Rentals)Page 3 of 100

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

property at 231 Gerry Rd

231 Gerry Rd

Chestnut HillMA02467
property at 243 Gerry Rd

243 Gerry Rd, Unit 1

243 Gerry Rd
Chestnut HillMA02467
property at 114 Independence Dr

114 Independence Dr

Chestnut HillMA02467
property at 131 Independence Dr

131 Independence Dr

Chestnut HillMA02467
property at 35 Sheafe St

35 Sheafe St

Chestnut HillMA02467
property at 18 Sheafe St

18 Sheafe St, Unit 2

18 Sheafe St
Chestnut HillMA02467
property at 21 Sheafe St

21 Sheafe St, Unit 3

21 Sheafe St
Chestnut HillMA02467
property at 40 Druid Hill Rd

40 Druid Hill Rd

NewtonMA02461
property at 27 Orkney Rd

27 Orkney Rd, Unit 1

27 Orkney Rd
BostonMA02135
property at 33 Washington St

33 Washington St

NewtonMA02458
Showing Results 101-150, Page 3 of 100

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 9395 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $250 to $23,500. There are also 5715 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $800 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 $800 to $22,000 with an average monthly rent of $5,457.

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 $1,800 to $13,367, while Three Bedroom Homes, Condos, and Townhomes for rent range from $975 to $13,000. Four Bedroom Single-Family rentals are also available starting from $850 and Four Bedroom Apartments start at $250.

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

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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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.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

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.