5 Bedroom Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (54 Rentals)

66 Englewood Ave, Unit 2

48 Englewood Ave, Unit 2

58 Englewood Ave, Unit 2

129 Sutherland Rd, Unit 2
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.

2021 Commonwealth Avenue, Unit D
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.

129 Sutherland Rd, Unit HOUSE
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.

2021 Commonwealth Ave, Unit A

129 Sutherland, Unit House

96 Sutherland Rd, Unit 3

48 Englewood Ave, Unit 3
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

48 Englewood Ave, Unit 2

47 Orkney Rd

39 Strathmore Rd

460 Heath St, Unit 1

143 Commonwealth Ave, Unit 1
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestnut Hill Studio Apartments | $2,253 | $1,795 | $4,500 |
Chestnut Hill 1 Bedroom Apartments | $2,639 | $1,895 | $4,800 |
Chestnut Hill 2 Bedroom Apartments | $3,257 | $2,200 | $5,200 |
Chestnut Hill 3 Bedroom Apartments | $4,086 | $1,200 | $6,900 |
Chestnut Hill 4 Bedroom Apartments | $5,061 | $1,175 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $6,124 | $4,200 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $6,955 | $1,050 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 54 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Chestnut Hill, Boston, MA Local Guide
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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.
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 30 Studio Apartments in Chestnut Hill with rent ranges from $1,795 to $4,500 with an average price of $2,253.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $1,895 to $4,800 with an average monthly rent of $2,639.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $2,200 to $5,200. Today's average rental price for Two Bedrooms here is $3,257.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 157 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $1,200 to $6,900 - averaging $4,086 for the location.
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.

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.

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.

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.

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.