Luxury Homes for Rent in Chestnut Hill, MA (3,332 Rentals) Page 35 of 67

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

property at 251 Winchester St

$3,700 - $6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700 - $6,000

Total Monthly Price
$3,700 - $6,000

2 To 5 Bedroom Condos for Rent

Available Now

251 Winchester St

BrooklineMA02446
property at 210 Chestnut Hill Ave

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

210 Chestnut Hill Ave, Unit 6

210 Chestnut Hill Ave
BostonMA02135
property at 35 Waverly St

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

35 Waverly St, Unit 2

35 Waverly St
BostonMA02135
property at 29 Cummings Rd

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

29 Cummings Rd

BostonMA02135
property at 99 Gardner St

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

99 Gardner St

BostonMA02132
property at 136 Kenrick St

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2 Bath Home for Rent

Available Now

136 Kenrick St

BostonMA02135
property at 51 Brighton Ave

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

51 Brighton Ave

BostonMA02134
property at 38 Chester St

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

38 Chester St

BostonMA02134
property at 1323 Commonwealth Ave

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom, 1 Bath Condo for Rent

Available Now

property at 21 Lothrop St

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

21 Lothrop St

BostonMA02135
property at 101-199 Gardner St

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

101-199 Gardner St

BostonMA02132
property at 29 Perthshire Rd

$3,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

4 Bedroom, 1.5 Bath Rentals

Available Sep 1

29 Perthshire Rd

BostonMA02135
property at 128 Kenrick St

$3,700 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 To 4 Bedroom Rentals

Available Now

128 Kenrick St

BostonMA02135
property at 1325 Commonwealth Ave

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 Bedroom Rentals

Available Now

property at 18 Ashford St

$3,700 - $8,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 To 7 Bedroom Rentals

Available Sep 1

18 Ashford St

BostonMA02134
property at 27 Lothrop St

$3,500 - $3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 To 4 Bedroom Rentals

Available Now

27 Lothrop St

BostonMA02135
property at 81 Brighton Ave

$3,700 - $5,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

3 To 5 Bedroom Rentals

Available Sep 1

81 Brighton Ave

BostonMA02134
property at 6 Glencoe St

$3,725

Total Monthly Price

Total Monthly Price

Base Rent
$3,725

Total Monthly Price
$3,725

3 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

6 Glencoe St

BostonMA02135
property at 8-10 Glencoe St

$3,725

Total Monthly Price

Total Monthly Price

Base Rent
$3,725

Total Monthly Price
$3,725

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

8-10 Glencoe St

BostonMA02135
property at 1485 Beacon St

$3,730

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,730

Total Monthly Price
$3,730

1 Bedroom, 1 Bath Condo for Rent

Available Now

1485 Beacon St, Unit 708

1485 Beacon St
BrooklineMA02446
property at 18 Glencoe St

$3,745

Total Monthly Price

Total Monthly Price

Base Rent
$3,745

Total Monthly Price
$3,745

3 Bedroom, 2 Bath Condo for Rent

Available Now

18 Glencoe St

BostonMA02135
property at 1573 Centre St

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom, 2 Bath Condo for Rent

Available Sep 15

1573 Centre St

BostonMA02132
property at 1729 Commonwealth Ave

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

property at 31 Harris St

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

31 Harris St

BrooklineMA02446
property at 54 Harvard St

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

54 Harvard St, Unit 3

54 Harvard St
BrooklineMA02445
property at 75 Beechcroft St

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

4 Bedroom, 2 Bath Condo for Rent

Available Now

75 Beechcroft St, Unit 1

75 Beechcroft St
BostonMA02135
property at 45 Ashford St

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

45 Ashford St, Unit 3

45 Ashford St
BostonMA02134
property at 1618 Beacon St

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

Studio, 1 Bath Condo for Rent

Available Sep 1

1618 Beacon St

BrooklineMA02446
property at 62 Union St

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

62 Union St

BostonMA02135
property at 28 Park Vale Ave

$3,765

Total Monthly Price

Total Monthly Price

Base Rent
$3,765

Total Monthly Price
$3,765

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

28 Park Vale Ave

BostonMA02134

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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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.