Luxury Homes for Rent in Chestnut Hill, MA (3,364 Rentals) Page 7 of 68

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

property at 25 Glenville Ave

$2,650 - $3,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650 - $3,395

Total Monthly Price
$2,650 - $3,395

1 To 2 Bedroom Condos for Rent

Available Now

25 Glenville Ave

BostonMA02134
property at 1243 Beacon St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

1243 Beacon St, Unit 2D

1243 Beacon St
BrooklineMA02446
property at 1637 Commonwealth Ave

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

1637 Commonwealth Ave, Unit 17

1637 Commonwealth Ave
BostonMA02135
property at 1684 Commonwealth Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 1622 Commonwealth Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

property at 243 Kelton St

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

243 Kelton St

BostonMA02134
property at 1678 Commonwealth Ave

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Home for Rent

Available Now

property at 1990 Commonwealth Ave

$2,650 - $5,040

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 To 3 Bedroom Rentals

Available Sep 1

property at 37 Gardner St

$2,650 - $10,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 To 7 Bedroom Rentals

Available Sep 1

37 Gardner St

BostonMA02134
property at 97 Kilsyth Rd

$2,650 - $3,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

Studio To 4 Bedroom Rentals

Available Now

97 Kilsyth Rd

BostonMA02135
property at 27 Brighton Ave

$2,650 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 To 4 Bedroom Rentals

Available Sep 1

27 Brighton Ave

BostonMA02134
property at 47 Litchfield St

$2,650 - $2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

3 Bedroom Rentals

Available Sep 1

47 Litchfield St

BostonMA02135
property at 1680 Commonwealth Ave

$2,600 - $2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom Rentals

Available Now

property at 70 Leo M Birmingham Pkwy

$2,650 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom Rentals

Available Now

property at 97 Chester St

$2,675

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

97 Chester St, Unit 2

97 Chester St
BostonMA02134
property at 1630 Commonwealth Ave

$2,675

Total Monthly Price

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 86 Gardner St

$2,675

Total Monthly Price

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

86 Gardner St

BostonMA02134
property at 14 Riverside St

$2,675

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Riverside St

WatertownMA02472
property at 16 Glenville Ave

$2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Condo for Rent

Available Now

16 Glenville Ave, Unit P5

16 Glenville Ave
BostonMA02134
property at 34 Brainerd Rd

$2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

34 Brainerd Rd, Unit 112

34 Brainerd Rd
BostonMA02134
property at 23 Glenville Ave

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

23 Glenville Ave

BostonMA02134
property at 304 Tappan St

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

304 Tappan St

BrooklineMA02445
property at 35 Walbridge St

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

35 Walbridge St

BostonMA02134
property at 2031 Commonwealth Ave

$2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

2031 Commonwealth Ave, Unit 16

2031 Commonwealth Ave
BostonMA02135
property at 2031 Commonwealth Ave

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 29-31 Emerson St

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 Bedroom, 1 Bath Townhome for Rent

Available Oct 1

29-31 Emerson St

NewtonMA02458
property at 33 Brainerd Rd

$2,695 - $3,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

2 To 3 Bedroom Rentals

Available Now

33 Brainerd Rd

BostonMA02134
property at 1999 Commonwealth Ave

$2,700 - $3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700 - $3,800

Total Monthly Price
$2,700 - $3,800

2 To 3 Bedroom Condos for Rent

Available Sep 1

property at 416 Belgrade Ave

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

416 Belgrade Ave

BostonMA02132

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2410 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4049 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 $3,525.

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 $12,742, 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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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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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.