Luxury Homes for Rent in Chestnut Hill, MA (3,281 Rentals) Page 65 of 66

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

property at 15 Babcock St

$8,400

Total Monthly Price

Total Monthly Price

Base Rent
$8,400

Total Monthly Price
$8,400

6 Bedroom, 4 Bath Condo for Rent

Available Now

15 Babcock St

BrooklineMA02446
property at 52 Rawson Rd

$8,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,400

Total Monthly Price
$8,400

5 Bedroom, 3.5 Bath Home for Rent

Available Now

52 Rawson Rd

BrooklineMA02445
property at 119 Westbourne Ter

$8,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500

Total Monthly Price
$8,500

5 Bedroom, 3.5 Bath Condo for Rent

Available Now

119 Westbourne Ter, Unit 1

119 Westbourne Ter
BrooklineMA02446
property at 58 Spiers Rd

$8,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,750

Total Monthly Price
$8,750

6 Bedroom, 4.5 Bath Home for Rent

Available Now

58 Spiers Rd, Unit 58 Spiers Rd

58 Spiers Rd
NewtonMA02459
property at 51 Hartman Rd

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

4 Bedroom, 3.5 Bath Home for Rent

Available Now

51 Hartman Rd

NewtonMA02459
property at 1574 Beacon St

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

4 Bedroom, 3 Bath Condo for Rent

Available Dec 12

1574 Beacon St

BrooklineMA02446
property at 6 Floral St

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

4 Bedroom, 3.5 Bath Townhome for Rent

Available Now

6 Floral St

NewtonMA02461
property at 85 Gibbs St

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2 Bath Condo for Rent

Available Now

85 Gibbs St

BrooklineMA02446
property at 80 Gibbs St

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2 Bath Condo for Rent

Available Now

80 Gibbs St

BrooklineMA02446
property at 83 Gibbs St

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2 Bath Home for Rent

Available Now

83 Gibbs St

BrooklineMA02446
property at 63 Gibbs St

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2 Bath Condo for Rent

Available Now

63 Gibbs St

BrooklineMA02446
property at 20 Highgate St

$9,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,450

Total Monthly Price
$9,450

6 Bedroom, 3.5 Bath Condo for Rent

Available Now

20 Highgate St, Unit #1

20 Highgate St
BostonMA02134
property at 38 Cumberland Ave

$9,500

Total Monthly Price

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

3 Bedroom, 3 Bath Home for Rent

Available Now

38 Cumberland Ave

BrooklineMA02445
property at 243 Upland Ave

$9,500

Total Monthly Price

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

4 Bedroom, 4 Bath Home for Rent

Available Now

243 Upland Ave

NewtonMA02461
property at 70 Sumner St

$9,500

Total Monthly Price

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

7 Bedroom, 3.5 Bath Home for Rent

Available Now

70 Sumner St

NewtonMA02459
property at 191 Davis Ave

$9,700

Total Monthly Price

Total Monthly Price

Base Rent
$9,700

Total Monthly Price
$9,700

6 Bedroom, 4 Bath Home for Rent

Available Now

191 Davis Ave

BrooklineMA02445
property at 122 Lake St

$9,750

Total Monthly Price

Total Monthly Price

Base Rent
$9,750

Total Monthly Price
$9,750

8 Bedroom, 4 Bath Home for Rent

Available Now

122 Lake St

BostonMA02135
property at 119 Lake St

$9,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,750

Total Monthly Price
$9,750

8 Bedroom, 4 Bath Home for Rent

Available Now

119 Lake St

BostonMA02135
property at 45 Radnor Rd

$9,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,800

Total Monthly Price
$9,800

6 Bedroom, 3 Bath Rentals

Available Aug 22, 2027

45 Radnor Rd, Unit 1

45 Radnor Rd
BostonMA02135
property at 53 Radnor Rd

$9,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,800

Total Monthly Price
$9,800

6 Bedroom, 3 Bath Condo for Rent

Available Aug 22, 2027

53 Radnor Rd, Unit 1

53 Radnor Rd
BostonMA02135
property at 10 Babcock St

$9,800

Total Monthly Price

Total Monthly Price

Base Rent
$9,800

Total Monthly Price
$9,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

10 Babcock St

BrooklineMA02446
property at 4 Knowles St

$9,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,800

Total Monthly Price
$9,800

4 Bedroom, 4.5 Bath Townhome for Rent

Available Sep 15

4 Knowles St

NewtonMA02459
property at 25 Kirkwood Rd

$9,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,900

Total Monthly Price
$9,900

4 Bedroom, 2 Bath Condo for Rent

Available Aug 31, 2027

25 Kirkwood Rd

BostonMA02135
property at 110 Redwood Rd

$9,999

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,999

Total Monthly Price
$9,999

5 Bedroom, 5.5 Bath Home for Rent

Available Now

110 Redwood Rd

NewtonMA02459
property at 1781 Commonwealth Ave

$10,000

Total Monthly Price

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

7 Bedroom, 7 Bath Condo for Rent

Available Now

property at 77 Gibbs St

$10,000

Total Monthly Price

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

6 Bedroom, 3 Bath Condo for Rent

Available Now

77 Gibbs St

BrooklineMA02446
property at 120 Seaver St

$10,000

Total Monthly Price

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

120 Seaver St

BrooklineMA02445
property at 12 Gerald Rd

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

5 Bedroom, 3 Bath Home for Rent

Available Sep 1, 2027

12 Gerald Rd

BostonMA02135
property at 44 Greycliff Rd

$10,500 - $12,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500 - $12,000

Total Monthly Price
$10,500 - $12,000

6 Bedroom, 3 Bath Condo for Rent

Available Now

44 Greycliff Rd

BrightonMA02135
property at 44 Greycliff Rd

$10,500 - $12,400

Total Monthly Price

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

6 Bedroom Rentals

Available Now

44 Greycliff Rd

BostonMA02135
property at 52 Greycliff Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 3 Bath Condo for Rent

Available Sep 1, 2027

52 Greycliff Rd

BostonMA02135
property at 1860 Commonwealth Ave

$11,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 4.5 Bath Home for Rent

Available Soon

property at 132 Yarmouth Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

4 Bedroom, 5 Bath Home for Rent

Available Now

132 Yarmouth Rd

BrooklineMA02467
property at 44 Rawson Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

4 Bedroom, 3 Bath Condo for Rent

Available Now

44 Rawson Rd

BrooklineMA02445

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2376 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 3937 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 $3,521.

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 $1,033 to $12,866, 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 $1,060 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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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

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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.