Luxury Homes for Rent in Chestnut Hill, MA (3,369 Rentals) Page 22 of 68

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The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

property at 317 Summit Ave

$3,000 - $3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom Rentals

Available Sep 1

317 Summit Ave

BostonMA02135
property at 70 Dustin St

$2,999 - $3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom Rentals

Available Sep 1

70 Dustin St

BostonMA02135
property at 804 Centre St

$2,600 - $3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom Rentals

Available Sep 1

804 Centre St

BostonMA02130
property at 20 Blaine St

$2,950 - $3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom Rentals

Available Now

20 Blaine St

BostonMA02134
property at 28 Brentwood St

$3,000 - $4,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 To 3 Bedroom Rentals

Available Now

28 Brentwood St

BostonMA02134
property at 183 Harvard Ave

$3,100 - $4,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 To 4 Bedroom Rentals

Available Sep 1

183 Harvard Ave

BostonMA02134
property at 12 Elko St

$2,600 - $3,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 To 3 Bedroom Rentals

Available Now

12 Elko St

BostonMA02135
property at 6 Woodcliff Rd

$3,117

Total Monthly Price

Total Monthly Price

Base Rent
$3,117

Total Monthly Price
$3,117

2 Bedroom, 1 Bath Home for Rent

Available Now

6 Woodcliff Rd

BrooklineMA02467
property at 276 Chestnut Hill Ave

$3,125

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125

2 Bedroom, 1 Bath Condo for Rent

Available Now

276 Chestnut Hill Ave, Unit 5

276 Chestnut Hill Ave
BostonMA02135
property at 19 Euston Rd

$3,125

Total Monthly Price

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

19 Euston Rd

BostonMA02135
property at 309 Tappan St

$3,125

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125

2 Bedroom, 1 Bath Condo for Rent

Available Now

309 Tappan St, Unit #1B

309 Tappan St
BrooklineMA02445
property at 105 Chester St

$3,125

Total Monthly Price

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

105 Chester St

BostonMA02134
property at 11 Mt Hood Rd

$3,125 - $3,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,125

Total Monthly Price
$3,125

3 Bedroom Rentals

Available Sep 1

11 Mt Hood Rd

BostonMA02135
property at 43 Sherman Rd

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1 Bath Townhome for Rent

Available Now

43 Sherman Rd

BrooklineMA02467
property at 589 Vfw Pky

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

589 Vfw Pky

Boston CollegeMA02467
property at 69 Brooks St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

69 Brooks St

BostonMA02135
property at 2027 Commonwealth Ave

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 46 Fairbanks St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

46 Fairbanks St

BostonMA02135
property at 71 Brighton Ave

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Aug 31

71 Brighton Ave, Unit 4

71 Brighton Ave
BostonMA02134
property at 66 Brooks St

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

66 Brooks St, Unit 3

66 Brooks St
BostonMA02135
property at 98 Beechcroft St

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

3 Bedroom, 1 Bath Condo for Rent

Available Now

98 Beechcroft St

BostonMA02135
property at 18 Juniper St

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

18 Juniper St, Unit 49

18 Juniper St
BrooklineMA02445
property at 38 Hichborn St

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

1 Bedroom, 1 Bath Rentals

Available Sep 1

38 Hichborn St, Unit 505

38 Hichborn St
BostonMA02135
property at 220 Babcock St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

220 Babcock St

BrooklineMA02446
property at 1408 Commonwealth Ave

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 89 Brayton Rd

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

3 Bedroom, 1 Bath Townhome for Rent

Available Now

89 Brayton Rd

BostonMA02135
property at 99 Chester St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom Rentals

Available Sep 1

99 Chester St

BostonMA02134
property at 31 Lancaster Terrace

$3,165

Total Monthly Price

Total Monthly Price

Base Rent
$3,165

Total Monthly Price
$3,165

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

31 Lancaster Terrace

BrooklineMA02446
property at 162 Sherman Rd

$3,170

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,170

Total Monthly Price
$3,170

1 Bedroom, 1.5 Bath Townhome for Rent

Available Oct 1

162 Sherman Rd

Boston CollegeMA02467

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2414 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4041 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 $3,532.

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 $12,730, 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 $1,300.

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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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

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

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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

Written by: Robin Stewart

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.