
Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (508 Rentals)


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70 Strathmore Rd, Unit 2B

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12 Kilsyth Ter, Unit 24

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1914 Beacon St, Unit 1

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8 Chiswick Rd

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2 Braemore Rd, Unit 1

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104 Strathmore Rd, Unit 104-2

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36 Cummings Rd, Unit 9

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1778 Commonwealth Ave

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19 Lanark Rd
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2009 Commonwealth Ave, Unit 1

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22 Chiswick Rd

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21 Kinross Rd, Unit 1

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124 Sutherland Rd

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1950 Beacon St, Unit 1

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47 Orkney Rd, Unit 2

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26 Chiswick Rd, Unit 18

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41 Orkney Rd, Unit 41-3

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28 Sidlaw Rd, Unit 28

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78 Kilsyth Rd, Unit 8
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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1997 Commonwealth Ave, Unit 1998

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1880 Commonwealth Ave, Unit #1

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1914 Beacon St, Unit NA

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53 Strathmore Rd, Unit 3

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24 Lanark Rd, Unit 2

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1914 Beacon St

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21 Sutherland Rd

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10 Selkirk Rd

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6 Colliston Rd

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2 Sutherland Rd
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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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69 Strathmore Rd

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249 Chestnut Hill Ave

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276 Chestnut Hill Ave, Unit 3

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43 Orkney Rd

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90 Kilsyth Rd

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5 Braemore Rd

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45 Orkney Rd

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90 Kilsyth Rd

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6 Sutherland Rd

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21 Radnor Rd
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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104 Strathmore Rd, Unit 1

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42 Englewood Ave, Unit 6

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2009 Commonwealth Ave, Unit 3

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148 Strathmore Rd, Unit 1

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116 Englewood Ave

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1982 Commonwealth Ave, Unit A

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231 Chestnut Hill Ave

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27 Orkney Rd, Unit 5

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210 Chestnut Hill Ave, Unit 6

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5 Colliston Rd, Unit B
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.
Chestnut Hill, Boston, 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 | $2,379 | $1,850 | $4,950 |
| Chestnut Hill 1 Bedroom Apartments | $2,623 | $1,200 | $5,293 |
| Chestnut Hill 2 Bedroom Apartments | $3,332 | $1,950 | $6,205 |
| Chestnut Hill 3 Bedroom Apartments | $4,242 | $2,500 | $8,030 |
| Chestnut Hill 4 Bedroom Apartments | $5,223 | $1,050 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $5,992 | $3,195 | $7,950 |
Browse Apartments in this Neighborhood
There are currently 508 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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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.
Lifestyle Ratings
ApartmentHomeLiving.com works hard to bring you our detailed rental search system called 'Lifestyle ratings', composed of rentals and neighborhoods across the USA, including Boston. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including our Star Ratings to compare for proximity to parks, luxury amenities, transit availability, pet-friendly communities, places that make kids happy, and how walkable or bikeable each community and area is. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 56 Studio Apartments in Chestnut Hill with rent ranges from $1,850 to $4,950 with an average price of $2,379.
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 $1,200 to $5,293 with an average monthly rent of $2,623.
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 $1,950 to $6,205. Today's average rental price for Two Bedrooms here is $3,332.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 84 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $8,030 - averaging $4,242 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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.