2 Bedroom Homes for Rent in Chestnut Hill, MA (865 Rentals) Page 14 of 18

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181 Washington St
$2,965
Total Monthly Price

Total Monthly Price

Base Rent
$2,530
Required Monthly Fees
$435
Total Monthly Price
$2,965
2 Bedroom Apartments Available Dec 21

181 Washington St

181 Washington StBoston, MA 02135
Furnished
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35 South St
$2,930
Total Monthly Price

Total Monthly Price

Base Rent
$2,490
Required Monthly Fees
$440
Total Monthly Price
$2,930
2 Bedroom Apartments Available Jan 18, 2026

35 South St

35 South StBoston, MA 02135
Furnished
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4 Elko St
$3,015
Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Required Monthly Fees
$415
Total Monthly Price
$3,015
2 Bedroom Apartments Available Feb 1, 2026

4 Elko St

4 Elko StBoston, MA 02135
Furnished
Showing Results 651-700, Page 14 of 18

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 3979 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3358 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 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 $750 to $22,000 with an average monthly rent of $4,755.

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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $22,000. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $1,068.

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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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.