Homes for Rent by Owner in Chestnut Hill, MA (40 Rentals)

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property at 90 Boylston St

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

90 Boylston St, Unit 4

90 Boylston St
Chestnut HillMA02467
property at 31 Grassmere Rd

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

31 Grassmere Rd

Chestnut HillMA02467
property at 307 Tappan St

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

307 Tappan St, Unit 3

307 Tappan St
BrooklineMA02445
property at 1641 Commonwealth Ave

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1641 Commonwealth Ave, Unit 6

1641 Commonwealth Ave
BostonMA02135
property at 99 Bynner St

$2,275

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,275

Total Monthly Price
$2,275

2 Bedroom, 1 Bath Condo for Rent

Available Now

99 Bynner St, Unit 3

99 Bynner St
BostonMA02130
property at 150 Kenrick St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

150 Kenrick St, Unit 4

150 Kenrick St
BostonMA02135
property at 44 Broadlawn Park

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

44 Broadlawn Park

Boston CollegeMA02467
property at 35A Harvard St

$2,500

Total Monthly Price11 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

35A Harvard St, Unit 2

35A Harvard St
BrooklineMA02445

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property at 5 Alton Ct

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

5 Alton Ct, Unit 3

5 Alton Ct
BrooklineMA02446
property at 1768 Beacon St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

1768 Beacon St, Unit 4

1768 Beacon St
BrooklineMA02445
property at 175 Winthrop Rd

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

175 Winthrop Rd, Unit 4

175 Winthrop Rd
BrooklineMA02445
property at 1485 Beacon St

$3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1485 Beacon St

BrooklineMA02446
property at 369 Tappan St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

369 Tappan St, Unit 12

369 Tappan St
BrooklineMA02445
property at 19 Roberts Street

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

3 Bedroom, 2 Bath Townhome for Rent

Available Now

19 Roberts Street, Unit 3

19 Roberts Street
BrooklineMA02445
property at 1887 Beacon St

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

1887 Beacon St, Unit #1

1887 Beacon St
BrooklineMA02445
property at 44 Newton St

$4,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,750

Total Monthly Price
$4,750

3 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

44 Newton St

BrightonMA02135

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property at 680 Boylston St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Townhome for Rent

Available Now

680 Boylston St

NewtonMA02459
property at 8 Saint James St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

8 Saint James St

NewtonMA02458
property at 100 Lanark Rd

$1,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

100 Lanark Rd, Unit A B

100 Lanark Rd
BostonMA02135
property at 100 Lanark Rd

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

100 Lanark Rd, Unit 5

100 Lanark Rd
BostonMA02135
property at 800 Hyde Park Ave

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

800 Hyde Park Ave, Unit 22

800 Hyde Park Ave
BostonMA02136
property at 7 Commonwealth Ct

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Nov 1

7 Commonwealth Ct, Unit 5

7 Commonwealth Ct
BostonMA02135
property at 57 Broadlawn Park

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

57 Broadlawn Park, Unit 11

57 Broadlawn Park
BostonMA02467
property at 15 Colborne Rd

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

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property at 15 Priscilla Rd

$2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

15 Priscilla Rd, Unit U2

15 Priscilla Rd
BostonMA02135
property at 8 Commonwealth Ct

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

8 Commonwealth Ct, Unit 2

8 Commonwealth Ct
BostonMA02135
property at 41 Tower St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Oct 1

41 Tower St, Unit #1

41 Tower St
BostonMA02130
property at 15 N Beacon

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

15 N Beacon, Unit 228

15 N Beacon
BostonMA02134
property at 62 Hano St

$3,200 - $3,500

Total Monthly Price4 Month Lease Term

Total Monthly Price

Base Rent
$3,200 - $3,500

Total Monthly Price
$3,200 - $3,500

3 To 5 Bedroom Condos for Rent

Available Sep 1

62 Hano St

BostonMA02134
property at 23 Ledge Hill Rd

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

2 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

23 Ledge Hill Rd

BostonMA02132
property at 12 Bellvista Rd

$3,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395

2 Bedroom, 1 Bath Condo for Rent

Available Now

12 Bellvista Rd, Unit Bellvista

12 Bellvista Rd
BostonMA02135
property at 71 Beechcroft St

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Aug 30

71 Beechcroft St, Unit 1

71 Beechcroft St
BostonMA02135

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property at 59 Brainerd Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

59 Brainerd Rd, Unit 503

59 Brainerd Rd
BostonMA02134
property at 311 Temple St

$4,400

Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

3 Bedroom, 3 Bath Home for Rent

Available Sep 15

311 Temple St

BostonMA02132
property at 16 Leamington Rd

$7,350

Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$7,350

Total Monthly Price
$7,350

2 Bedroom, 1 Bath Condo for Rent

Available Dec 5

16 Leamington Rd, Unit #1

16 Leamington Rd
BostonMA02135
property at 27 Greycliff Rd

$8,000

Total Monthly Price4 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000

4 Bedroom, 4 Bath Condo for Rent

Available Now

27 Greycliff Rd, Unit 29

27 Greycliff Rd
BostonMA02135
property at 99 Pleasant St

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

99 Pleasant St, Unit 1-2

99 Pleasant St
WatertownMA02472
property at 241 Boylston St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

241 Boylston St, Unit 241

241 Boylston St
WatertownMA02472
property at 475 Arsenal St

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

3 Bedroom, 2 Bath Townhome for Rent

Available Oct 1

475 Arsenal St

WatertownMA02472

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Chestnut Hill, MA Local Guide

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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Real 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.

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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestnut Hill, MA Rentals by Map

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2392 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4120 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.

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 $900 to $24,000 with an average monthly rent of $3,535.

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 $1,495 to $12,705, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,130 and Four Bedroom Apartments start at $1,350.

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

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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.