Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (525 Rentals)

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

property at 27 Orkney Rd

27 Orkney Rd, Unit 1

27 Orkney Rd
BostonMA02135
property at 12 Gerald Rd

12 Gerald Rd

BostonMA02135
property at 27 Orkney Rd

27 Orkney Rd, Unit 1

27 Orkney Rd
BostonMA02135
property at 37 Radnor Rd

37 Radnor Rd, Unit 1

37 Radnor Rd
BostonMA02135

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

Read Article
property at 117 Sutherland Rd

117 Sutherland Rd

BostonMA02135
property at 129 Sutherland Rd

129 Sutherland Rd

BostonMA02135
property at 129 Sutherland Rd

129 Sutherland Rd

BostonMA02135
property at 1914 Beacon St

1914 Beacon St

BostonMA02135
property at 6 Lothian Rd

6 Lothian Rd, Unit 2

6 Lothian Rd
BostonMA02135
property at 154 Kilsyth Rd

154 Kilsyth Rd

BostonMA02135
property at 157 Kilsyth Rd

157 Kilsyth Rd

BostonMA02135
property at 53 Radnor Rd

53 Radnor Rd, Unit 2

53 Radnor Rd
BostonMA02135
Showing Results 1-50, Page 1 of 11

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 881 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $250 to $23,896. There are also 649 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,025 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 $1,025 to $16,500 with an average monthly rent of $4,606.

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 $2,500 to $10,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $5,900. Four Bedroom Single-Family rentals are also available starting from $1,025 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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.