Luxury Homes for Rent in Chestnut Hill, MA (3,317 Rentals) Page 41 of 67

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

property at 497 Boylston St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

497 Boylston St, Unit 1

497 Boylston St
BrooklineMA02445
property at 145 Englewood Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

145 Englewood Ave, Unit 4

145 Englewood Ave
BostonMA02135
property at 50 Green St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

50 Green St, Unit 109

50 Green St
BrooklineMA02446
property at 21 Regent Cir

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

21 Regent Cir, Unit 3

21 Regent Cir
BrooklineMA02445
property at 16 Long Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Rentals

Available Sep 1

16 Long Ave, Unit 3

16 Long Ave
BostonMA02134
property at 14 Mount Hood Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

14 Mount Hood Rd, Unit 1

14 Mount Hood Rd
BostonMA02135
property at 22 Commonwealth Ter

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

22 Commonwealth Ter, Unit 2

22 Commonwealth Ter
BostonMA02135
property at 3 Portina Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Townhome for Rent

Available Now

3 Portina Rd

BostonMA02135
property at 22 Cresthill Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2.5 Bath Home for Rent

Available Now

22 Cresthill Rd

BostonMA02135
property at 15 Lanark Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

15 Lanark Rd, Unit 1

15 Lanark Rd
BrightonMA02135
property at 59 Brighton Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

59 Brighton Ave, Unit 1

59 Brighton Ave
BostonMA02134
property at 16 Long Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Rentals

Available Now

16 Long Ave, Unit 3

16 Long Ave
BostonMA02134
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

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

74 Brooks St, Unit 2

74 Brooks St
BostonMA02135
property at 140 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 Condo for Rent

Available Sep 1

140 Brooks St, Unit 1

140 Brooks St
BostonMA02135
property at 58 Hobson St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

58 Hobson St

BostonMA02135
property at 41 Ashford St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

41 Ashford St

BostonMA02134
property at 26 Ashford 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

26 Ashford St, Unit 2

26 Ashford St
BostonMA02134
property at 31 Matchett St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

31 Matchett St

BostonMA02135
property at 17 Boulevard Ter

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

17 Boulevard Ter

BostonMA02134
property at 114 Murdock St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

114 Murdock St

BostonMA02135
property at 338 Linden St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

338 Linden St

BostonMA02134
property at 15 Kelley Ct

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

15 Kelley Ct

BostonMA02135
property at 3 Boulevard Terrace

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

3 Boulevard Terrace

BostonMA02135
property at 29 Claymoss Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

29 Claymoss Rd

BostonMA02135
property at 29 Pratt St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

29 Pratt St

BostonMA02134
property at 72 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

72 Brooks St

BostonMA02135
property at 38 Boulevard Terrace

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

property at 81 Clare Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

81 Clare Ave

BostonMA02131
property at 1198 Commonwealth Ave

$4,000 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000 - $5,000

Total Monthly Price
$4,000 - $5,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

property at 59 Longwood Ave

$4,000 - $4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000 - $4,400

Total Monthly Price
$4,000 - $4,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

59 Longwood Ave

BrooklineMA02446
property at 66 Ashford St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 15

66 Ashford St

BostonMA02134
property at 33 Longwood Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

33 Longwood Ave, Unit 4

33 Longwood Ave
BrooklineMA02446
property at 48 Cameron St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

48 Cameron St, Unit 2

48 Cameron St
BrooklineMA02445
property at 27 Justin Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

27 Justin Rd

BostonMA02135
property at 64 Ashford St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Townhome for Rent

Available Sep 15

64 Ashford St

BostonMA02134
property at 36 Justin Rd

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

36 Justin Rd

BostonMA02135
property at 145 Lagrange St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

145 Lagrange St, Unit 1

145 Lagrange St
BostonMA02132
property at 197 Rawson Rd

$4,000 - $4,450

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom Rentals

Available Sep 1

197 Rawson Rd

BrooklineMA02445

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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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

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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.