
5 Bedroom Apartments for Rent in Chestnut Hill, MA (297 Rentals)


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61 Algonquin Rd, Unit 2

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28 Manet Rd

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24 Crosby Rd, Unit 1

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74 Manet Rd, Unit 1

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143 Commonwealth Ave, Unit 1

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200 Commonwealth Ave, Unit 1

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200 Commonwealth Ave, Unit 1

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200 Commonwealth Ave, Unit 1

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43 Hackensack Rd, Unit 1
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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28 Manet Rd

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28 Manet Rd

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28 Manet Rd, Unit 3

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200 Commonwealth Ave, Unit 1

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200 Commonwealth Ave, Unit 1

27 Saint Lukes Rd

35 Orkney Rd

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33 Montcalm Ave, Unit 2

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90 Harriet St, Unit left

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25 Bennett St, Unit 2
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

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52 Lane Park, Unit 1

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63 Fairbanks St, Unit #2A

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24 Matchett St

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144 Sutherland Rd, Unit 2

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43 Pratt St, Unit 2

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29 Woodstock Ave, Unit 2

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18 Mt Hood Rd

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28 Linden St, Unit 1

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74 Leicester St

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15 Bennett St, Unit 1
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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27 Orkney Rd, Unit 1

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453 Cambridge St, Unit #1,

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10 Greylock Rd

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40 Orchard Rd, Unit #2

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1902 Beacon St, Unit 1

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74 Leicester St, Unit 2

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747 Washington St, Unit 2

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48 Lawton St, Unit 1

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17 Glenmont Rd

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101 Glenville Ave
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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40 Long Ave

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11 Greylock Rd, Unit 1

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8 Greylock Rd

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17 Greylock Rd

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5 Barstow St, Unit 1

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66 Quint Ave

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1914 Beacon St

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11 Babcock St

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8 Sawyer Ter, Unit 1

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149 Foster St, Unit 1
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Chestnut Hill, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,357 | $1,100 | $10,000+ |
| Chestnut Hill 1 Bedroom Apartments | $2,750 | $950 | $10,000+ |
| Chestnut Hill 2 Bedroom Apartments | $3,454 | $2,000 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,061 | $1,350 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,956 | $1,550 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,008 | $1,020 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,470 | $4,000 | $10,000+ |
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Chestnut Hill, MA Local Guide
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Largest Available Chestnut Hill 5 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 62 Algonquin Rd | 5 Bedroom 2 Bath | 2,112 Sq Ft | $6,500 |
| 27 Saint Lukes Rd | 5 bed with laundry in unit | 1,000 Sq Ft | $6,300 |
Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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Read ArticleCash 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.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 612 Studio Apartments in Chestnut Hill with rent ranges from $1,100 to $10,000 with an average price of $2,357.
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 $950 to $11,870 with an average monthly rent of $2,750.
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 $2,000 to $12,343. Today's average rental price for Two Bedrooms here is $3,454.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 1,311 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $17,668 - averaging $4,061 for the location.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.