Homes for Rent in Chestnut Hill, MA Under $5,500 (5,484 Rentals)

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property at 11 Independence Dr

11 Independence Dr

Chestnut HillMA02467
property at 203 Ellery Ct

203 Ellery Ct, Unit T

203 Ellery Ct
Chestnut HillMA02467
property at 104 Ellery Ct

104 Ellery Ct, Unit 1

104 Ellery Ct
Chestnut HillMA02467
property at 49 Hackensack Rd

49 Hackensack Rd

Chestnut HillMA02467

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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property at 28 Manet Rd

28 Manet Rd, Unit 2

28 Manet Rd
Chestnut HillMA02467
property at 9 Reservoir Rd

9 Reservoir Rd, Unit 1

9 Reservoir Rd
Chestnut HillMA02467
property at 16 Eliot Cres

16 Eliot Cres

Chestnut HillMA02467

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 607 Vfw Pky

607 Vfw Pky

Chestnut HillMA02467
property at 95 Sherman Rd

95 Sherman Rd

Chestnut HillMA02467
property at 46 Gerry Rd

46 Gerry Rd

Chestnut HillMA02467
property at 11 Whitney St

11 Whitney St

Chestnut HillMA02467

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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property at 118 Thornton Rd

118 Thornton Rd

Chestnut HillMA02467
property at 25 Sherman Rd

25 Sherman Rd

Chestnut HillMA02467

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

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property at 194 Gerry Rd

194 Gerry Rd

Chestnut HillMA02467
property at 33 Gerry Rd

33 Gerry Rd

Chestnut HillMA02467
property at 100 Thornton Rd

100 Thornton Rd

Chestnut HillMA02467
property at 172 Thornton Rd

172 Thornton Rd

Chestnut HillMA02467
property at 37 Sherman Rd

37 Sherman Rd, Unit 1

37 Sherman Rd
Chestnut HillMA02467
property at 9 Sherman Rd

9 Sherman Rd, Unit 1

9 Sherman Rd
Chestnut HillMA02467
Showing Results 1-50, Page 1 of 110

Chestnut Hill, MA Local Guide

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 8205 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $875 to $70,000. There are also 6230 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,200 to $45,000.

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 $1,200 to $45,000 with an average monthly rent of $5,899.

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 $1,075 to $18,379, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,250 and Four Bedroom Apartments start at $925.

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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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.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.