Luxury Homes for Rent in Chestnut Hill, MA (3,324 Rentals) Page 40 of 67

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

property at 1515 Commonwealth Ave

$3,900 - $4,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 To 4 Bedroom Rentals

Available Now

property at 33 Ridgemont St

$3,600 - $3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom Rentals

Available Sep 1

33 Ridgemont St

BostonMA02134
property at 5 Gardner Terrace

$3,900 - $4,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 To 4 Bedroom Rentals

Available Sep 1

5 Gardner Terrace

BostonMA02134
property at 1402 Beacon St

$3,400 - $4,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 To 3 Bedroom Rentals

Available Sep 1

1402 Beacon St

BrooklineMA02446
property at 1133 Commonwealth Ave

$3,900 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom Rentals

Available Sep 1

property at 201 Rawson Rd

$3,500 - $4,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

3 Bedroom Rentals

Available Now

201 Rawson Rd

BrooklineMA02445
property at 20 John St

$3,915

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,915

Total Monthly Price
$3,915

3 Bedroom, 2 Bath Condo for Rent

Available Jun 1, 2027

20 John St, Unit 20A

20 John St
BrooklineMA02446
property at 28 Beaconsfield Rd

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 1 Bath Condo for Rent

Available Now

28 Beaconsfield Rd, Unit 1

28 Beaconsfield Rd
BrooklineMA02445
property at 45 Longwood Ave

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

45 Longwood Ave, Unit 3##

45 Longwood Ave
BrooklineMA02446
property at 15 Heath St

$3,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

15 Heath St, Unit 1

15 Heath St
BrooklineMA02445
property at 116 Warren St

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

116 Warren St

BostonMA02135
property at 4 Linden Ct

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

4 Linden Ct

BrooklineMA02445
property at 59 Linden St

$3,950 - $4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,950 - $4,100

Total Monthly Price
$3,950 - $4,100

4 Bedroom, 2 Bath Condo for Rent

Available Soon

59 Linden St

BostonMA02134
property at 4 Elko St

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 1 Bath Home for Rent

Available Aug 31

4 Elko St

BostonMA02135
property at 49 Fairbanks St

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

4 Bedroom, 1.5 Bath Home for Rent

Available Now

49 Fairbanks St

BostonMA02135
property at 6 Elko St

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom Rentals

Available Aug 31

6 Elko St

BostonMA02135
property at 33 Egremont Rd

$3,950 - $4,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

4 To 5 Bedroom Rentals

Available Sep 1

33 Egremont Rd

BostonMA02135
property at 1597 Beacon St

$3,295 - $3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

2 To 3 Bedroom Rentals

Available Sep 1

1597 Beacon St

BrooklineMA02446
property at 85 Brainerd Rd

$3,600 - $5,095

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

2 To 3 Bedroom Rentals

Available Sep 1

85 Brainerd Rd

BostonMA02134
property at 1462 Beacon St

$3,975

Total Monthly Price

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1462 Beacon St

BrooklineMA02446
property at 160 Kelton St

$3,975

Total Monthly Price

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

160 Kelton St

BostonMA02134
property at 1465 Beacon St

$3,975

Total Monthly Price

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1465 Beacon St

BrooklineMA02446
property at 1489 Beacon St

$3,975

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

2 Bedroom, 1 Bath Condo for Rent

Available Now

1489 Beacon St, Unit 14

1489 Beacon St
BrooklineMA02446
property at 1165 Commonwealth Ave

$3,975

Total Monthly Price

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

property at 1169 Commonwealth Ave

$3,975 - $4,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,975

Total Monthly Price
$3,975

3 Bedroom Rentals

Available Sep 1

property at 22-24 Kelley Ct

$3,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,995

Total Monthly Price
$3,995

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

22-24 Kelley Ct, Unit 1

22-24 Kelley Ct
BostonMA02135
property at 24 Pratt St

$3,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,995

Total Monthly Price
$3,995

4 Bedroom, 2 Bath Condo for Rent

Available Now

24 Pratt St, Unit 2

24 Pratt St
BostonMA02134
property at 1462 Commonwealth Ave

$3,995

Total Monthly Price

Total Monthly Price

Base Rent
$3,995

Total Monthly Price
$3,995

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

property at 31 Matchett St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

31 Matchett St

BostonMA02135
property at 74 Brooks St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Rentals

Available Sep 1

74 Brooks St, Unit 2

74 Brooks St
BostonMA02135
property at 71 Brooks St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

71 Brooks St

BostonMA02135
property at 33 Adamson St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

33 Adamson St

BostonMA02134
property at 20 Stearns Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

20 Stearns Rd

BrooklineMA02446

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2391 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4045 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 $3,536.

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 $12,773, 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 $1,175 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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Articles, How-To's, and Tips

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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

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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

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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.