Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (456 Rentals)

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32 Orkney Rd, Unit 2
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
5 Bedroom Apartment Available Now

32 Orkney Rd, Unit 2

32 Orkney RdBoston, MA 02135
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90 Kilsyth Rd, Unit 37
$3,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350
1 Bedroom Apartment Available Now

90 Kilsyth Rd, Unit 37

90 Kilsyth RdBoston, MA 02135
Cost Per Sq.Ft.
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35 Radnor Rd, Unit 1
$9,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,300

Total Monthly Price
$9,300
6 Bedroom Apartment Available Now

35 Radnor Rd, Unit 1

35 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.

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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41 Orkney Rd, Unit 3A
$4,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800
4 Bedroom Apartment Available Now

41 Orkney Rd, Unit 3A

41 Orkney RdBoston, MA 02135
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90 Kilsyth Rd, Unit #3
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
1 Bedroom Apartment Available Now

90 Kilsyth Rd, Unit #3

90 Kilsyth RdBoston, MA 02135
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45 Radnor Rd, Unit 1
$9,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,800

Total Monthly Price
$9,800
6 Bedroom Apartment Available Aug 23, 2026

45 Radnor Rd, Unit 1

45 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.

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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59 Lanark Rd, Unit 12
$2,550
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550
2 Bedroom Apartment Available Now

59 Lanark Rd, Unit 12

59 Lanark RdBoston, MA 02135
Affordability
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1959 Commonwealth Ave, Unit 9
$2,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750
1 Bedroom Apartment Available Now

1959 Commonwealth Ave, Unit 9

1959 Commonwealth AveBoston, MA 02135
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15 Radnor Rd, Unit 1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
4 Bedroom Apartment Available Sep 1, 2026

15 Radnor Rd, Unit 1

15 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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46 Orkney Rd
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
2 Bedroom Apartment Available Now

46 Orkney Rd

46 Orkney RdBoston, MA 02135
Affordability
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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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132 Kilsyth Rd, Unit 2
$4,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300
4 Bedroom Apartment Available Now

132 Kilsyth Rd, Unit 2

132 Kilsyth RdBoston, MA 02135
Affordability
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104 Englewood Ave, Unit #5
$3,645
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,645

Total Monthly Price
$3,645
3 Bedroom Apartment Available Now

104 Englewood Ave, Unit #5

104 Englewood AveBoston, MA 02135
Cost Per Sq.Ft.
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126 Englewood Ave, Unit 5
$3,775
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,775

Total Monthly Price
$3,775
2 Bedroom Apartment Available Now

126 Englewood Ave, Unit 5

126 Englewood AveBoston, MA 02135
Affordability
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45 Orkney Rd, Unit 1
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
3 Bedroom Apartment Available Now

45 Orkney Rd, Unit 1

45 Orkney RdBoston, MA 02135
Affordability
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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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6 Sutherland Rd, Unit 31
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

6 Sutherland Rd, Unit 31

6 Sutherland RdBoston, MA 02135
Cost Per Sq.Ft.
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1914 Beacon St, Unit 2
$5,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900
5 Bedroom Apartment Available Now

1914 Beacon St, Unit 2

1914 Beacon StBoston, MA 02135
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9 Radnor Rd, Unit 2
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
4 Bedroom Apartment Available Now

9 Radnor Rd, Unit 2

9 Radnor RdBoston, MA 02135
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225 Chestnut Hill Ave, Unit 1
$4,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400
4 Bedroom Apartment Available Now

225 Chestnut Hill Ave, Unit 1

225 Chestnut Hill AveBoston, MA 02135
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41 Orkney Rd, Unit 2
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
4 Bedroom Apartment Available Now

41 Orkney Rd, Unit 2

41 Orkney RdBoston, MA 02135
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5 Ayr Rd, Unit 1
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
4 Bedroom Apartment Available Now

5 Ayr Rd, Unit 1

5 Ayr RdBoston, MA 02135
Affordability
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22 Chiswick Rd, Unit 9
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
1 Bedroom Apartment Available Now

22 Chiswick Rd, Unit 9

22 Chiswick RdBoston, MA 02135
Cost Per Sq.Ft.
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48 Englewood Ave, Unit 3
$5,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800
4 Bedroom Apartment Available Now

48 Englewood Ave, Unit 3

48 Englewood AveBoston, MA 02135
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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.

Chestnut Hill, Boston, MA Local Guide

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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Don'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.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Top 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

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How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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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.

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Pet Friendly Lifestyle
Chestnut Hill, Boston, MA

Ranked #79

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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 50 Studio Apartments in Chestnut Hill with rent ranges from $1,800 to $3,730 with an average price of $2,173.

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 $1,800 to $4,500 with an average monthly rent of $2,645.

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 $2,300 to $5,200. Today's average rental price for Two Bedrooms here is $3,221.

How expensive are Chestnut Hill Three Bedroom Apartments?

There are currently 76 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,700 to $5,955 - averaging $4,183 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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.