Luxury Homes for Rent in Chestnut Hill, MA (5,412 Rentals) Page 5 of 109

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

property at 3 Ayr Rd

3 Ayr Rd, Unit A

3 Ayr Rd
BostonMA02135
property at 44 Washington St

44 Washington St

BrooklineMA02445
property at 35 Westgate Rd

35 Westgate Rd

Boston CollegeMA02467
property at 35 Westgate Rd

35 Westgate Rd, Unit 4

35 Westgate Rd
Boston CollegeMA02467
Showing Results 201-250, Page 5 of 109

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 8400 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $880 to $50,000. There are also 6345 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $925 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 $925 to $40,000 with an average monthly rent of $4,169.

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 $1,200 to $18,471, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,025 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.

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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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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.

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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.

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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.