Luxury Homes for Rent in Chestnut Hill, MA (3,369 Rentals) Page 20 of 68

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

property at 99 Summer St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

99 Summer St

WatertownMA02472
property at 1263 Commonwealth Ave

$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 Now

1263 Commonwealth Ave, Unit 8

1263 Commonwealth Ave
BostonMA02134
property at 78 Boylston St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

78 Boylston St

BrooklineMA02445
property at 68 Boylston St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom Rentals

Available Sep 1

68 Boylston St

BrooklineMA02445
property at 229 Kelton St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Now

229 Kelton St

BostonMA02134
property at 65 Ashford St

$2,900 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Sep 1

65 Ashford St

BostonMA02134
property at 309 Summit Ave

$3,000 - $3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Sep 1

309 Summit Ave

BostonMA02135
property at 75 Brighton Ave

$3,000 - $3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 3 Bedroom Rentals

Available Sep 1

75 Brighton Ave

BostonMA02134
property at 2 O'Neil Pl

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Sep 1

2 O'Neil Pl

BostonMA02135
property at 1 Linden St

$2,800 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom Rentals

Available Sep 1

1 Linden St

BostonMA02134
property at 264 Kelton St

$2,950 - $3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Now

264 Kelton St

BostonMA02134
property at 76 Quint Ave

$3,000 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 4 Bedroom Rentals

Available Now

76 Quint Ave

BostonMA02134
property at 77 Brighton Ave

$3,000 - $5,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 5 Bedroom Rentals

Available Sep 1

77 Brighton Ave

BostonMA02134
property at 38 Brighton Ave

$2,600 - $4,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 4 Bedroom Rentals

Available Sep 1

38 Brighton Ave

BostonMA02134
property at 56 Brighton Ave

$3,000 - $4,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 4 Bedroom Rentals

Available Sep 1

56 Brighton Ave

BostonMA02134
property at 16 Glenville Ave

$1,050 - $4,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 5 Bedroom Rentals

Available Now

16 Glenville Ave

BostonMA02134
property at 73 Brighton Ave

$3,000 - $5,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 To 5 Bedroom Rentals

Available Sep 1

73 Brighton Ave

BostonMA02134
property at 1824 Beacon St

$3,045

Total Monthly Price

Total Monthly Price

Base Rent
$3,045

Total Monthly Price
$3,045

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1824 Beacon St

BrooklineMA02445
property at 1768 Beacon St

$3,045 - $3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,045 - $3,250

Total Monthly Price
$3,045 - $3,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

1768 Beacon St

BrooklineMA02445
property at 1583 Beacon St

$3,045 - $3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,045 - $3,250

Total Monthly Price
$3,045 - $3,250

2 To 3 Bedroom Condos for Rent

Available Now

1583 Beacon St

BrooklineMA02446
property at 123 Sutherland Rd

$3,045 - $3,195

Total Monthly Price

Total Monthly Price

Base Rent
$3,045

Total Monthly Price
$3,045

2 Bedroom Rentals

Available Sep 1

123 Sutherland Rd

BostonMA02135
property at 162 Lake Shore Rd

$3,050

Total Monthly Price

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 2 Bath Condo for Rent

Available Now

162 Lake Shore Rd

BostonMA02135
property at 1589 Beacon St

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1589 Beacon St, Unit 4

1589 Beacon St
BrooklineMA02446
property at 6 Primrose St

$3,050

Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

6 Primrose St, Unit 2

6 Primrose St
BostonMA02131
property at 129 Chiswick Rd

$3,050

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050

Total Monthly Price
$3,050

2 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

129 Chiswick Rd

BostonMA02135
property at 274 Corey Rd

$3,060

Total Monthly Price

Total Monthly Price

Base Rent
$3,060

Total Monthly Price
$3,060

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

274 Corey Rd

BostonMA02135
property at 175 Freeman St

$3,075 - $4,329

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,075

Total Monthly Price
$3,075

1 To 2 Bedroom Rentals

Available Aug 31

175 Freeman St

BrooklineMA02446
property at 1750 Commonwealth Ave

$3,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095

2 Bedroom, 1 Bath Condo for Rent

Available Now

1750 Commonwealth Ave, Unit 5

1750 Commonwealth Ave
BostonMA02135
property at 1788 Beacon St

$3,095

Total Monthly Price

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

1788 Beacon St

BostonMA02445

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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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.