Luxury Homes for Rent in Chestnut Hill, MA (3,272 Rentals) Page 51 of 66

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

property at 52 Dustin St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

52 Dustin St, Unit 1

52 Dustin St
BostonMA02135
property at 58 Dustin St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

2 Bedroom, 2 Bath Condo for Rent

Available Nov 1

58 Dustin St

BostonMA02135
property at 40 Waverly St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 3 Bath Townhome for Rent

Available Now

40 Waverly St

BostonMA02135
property at 9-11 Holton St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Rentals

Available Oct 1

9-11 Holton St. 3, Unit 3

9-11 Holton St
BostonMA02134
property at 9-11 Holton St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Rentals

Available Oct 1

9-11 Holton St. 2, Unit 2

9-11 Holton St
BostonMA02134
property at 30 Allandale St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 1 Bath Home for Rent

Available Now

30 Allandale St

BostonMA02130
property at 292 Tappan St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

292 Tappan St

BrooklineMA02445
property at 18 Dean Rd

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

18 Dean Rd

BrooklineMA02445
property at 11 Holton St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

11 Holton St

BostonMA02134
property at 118 Tremont St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

118 Tremont St

BostonMA02135
property at 6 Larose Pl

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 4 Bath Home for Rent

Available Sep 1

6 Larose Pl

BostonMA02135
property at 83 Linden St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 3 Bath Condo for Rent

Available Now

83 Linden St

BostonMA02134
property at 20 Dean Rd

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

20 Dean Rd

BrooklineMA02445
property at 36 Raymond St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

5 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

36 Raymond St

BostonMA02134
property at 63 Fairbanks St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

63 Fairbanks St, Unit 2

63 Fairbanks St
BostonMA02135
property at 24 Tremont St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

24 Tremont St

BostonMA02135
property at 11 Holton St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Condo for Rent

Available Oct 1

11 Holton St

BostonMA02134
property at 1-303 Tappan St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1-303 Tappan St

BrooklineMA02445
property at 120 Tremont St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

120 Tremont St

BostonMA02135
property at 195 Winthrop Rd

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

195 Winthrop Rd

BrooklineMA02445
property at 66 Fairbanks St

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 To 5 Bedroom Rentals

Available Sep 1

66 Fairbanks St

BostonMA02135
property at 5 Strathmore Rd

$4,800 - $5,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom Rentals

Available Sep 1

5 Strathmore Rd

BrooklineMA02445
property at 148 Strathmore Rd

$3,250 - $4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

2 To 4 Bedroom Rentals

Available Now

148 Strathmore Rd

BostonMA02135
property at 13 Gardner Terrace

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom Rentals

Available Sep 1

13 Gardner Terrace

BostonMA02134
property at 10 Dean Rd

$4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom Rentals

Available Sep 1

10 Dean Rd

BrooklineMA02445
property at 313 Tappan St

$4,300 - $4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom Rentals

Available Sep 1

313 Tappan St

BrooklineMA02445
property at 18 Greylock Rd

$4,800 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 To 5 Bedroom Rentals

Available Sep 1

18 Greylock Rd

BostonMA02134
property at 31 Glenville Ave

$4,700 - $5,350

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom Rentals

Available Sep 1

31 Glenville Ave

BostonMA02134
property at 65 Fairbanks St

$4,600 - $4,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom Rentals

Available Now

65 Fairbanks St

BostonMA02135
property at 10 Chester St

$4,300 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 To 5 Bedroom Rentals

Available Now

10 Chester St

BostonMA02134
property at 317 Allston St

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

317 Allston St, Unit 6

317 Allston St
BostonMA02135
property at 90 Hichborn St

$4,850

Total Monthly Price

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

90 Hichborn St

BostonMA02135
property at 24 Hichborn St

$4,450 - $4,850

Total Monthly Price

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

3 Bedroom Rentals

Available Sep 1

24 Hichborn St

BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2395 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4002 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 $1,033 to $12,833, 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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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

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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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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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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.