Short Term Lease Homes for Rent in Chestnut Hill, MA (227 Rentals) Page 2 of 5

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Rental terms in Chestnut Hill as short as a month! Perfect when you can't commit to a full year of renting.

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60 Brainerd Rd
$3,555
Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Required Monthly Fees
$355
Total Monthly Price
$3,555
1 Bedroom Apartments Available Mar 22, 2026

60 Brainerd Rd

60 Brainerd RdBoston, MA 02134
Furnished
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8 Elko St
$3,565
Total Monthly Price

Total Monthly Price

Base Rent
$3,150
Required Monthly Fees
$415
Total Monthly Price
$3,565
2 Bedroom Apartments Available Jun 1, 2026

8 Elko St

8 Elko StBoston, MA 02135
Furnished
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65 Brainerd Rd
$3,675
Total Monthly Price

Total Monthly Price

Base Rent
$3,320
Required Monthly Fees
$355
Total Monthly Price
$3,675
1 Bedroom Apartments Available May 20, 2026

65 Brainerd Rd

65 Brainerd RdBoston, MA 02134
Furnished
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161 Washington St
$3,720
Total Monthly Price

Total Monthly Price

Base Rent
$3,280
Required Monthly Fees
$440
Total Monthly Price
$3,720
2 Bedroom Apartments Available Nov 20

161 Washington St

161 Washington StBoston, MA 02135
Furnished
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161 Washington St
$3,735
Total Monthly Price

Total Monthly Price

Base Rent
$3,380
Required Monthly Fees
$355
Total Monthly Price
$3,735
1 Bedroom Apartments Available Jun 1, 2026

161 Washington St

161 Washington StBoston, MA 02135
Furnished
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139 Washington St
$3,970
Total Monthly Price

Total Monthly Price

Base Rent
$3,530
Required Monthly Fees
$440
Total Monthly Price
$3,970
2 Bedroom Apartments Available Dec 21

139 Washington St

139 Washington StBoston, MA 02135
Furnished
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181 Washington St
$4,035
Total Monthly Price

Total Monthly Price

Base Rent
$3,600
Required Monthly Fees
$435
Total Monthly Price
$4,035
2 Bedroom Apartments Available Jan 1, 2026

181 Washington St

181 Washington StBoston, MA 02135
Furnished

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Navigating the Rental Market: Tips for First-Time Renters

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Boston's Best Affordable Neighborhoods

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Showing Results 51-100, Page 2 of 5

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 3975 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $14,200. There are also 3529 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $750 to $20,000.

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 $20,000 with an average monthly rent of $4,705.

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 $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,050 to $12,000. 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.

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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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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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

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.