Luxury Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (361 Rentals) Page 6 of 8

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

property at 1800 Commonwealth Ave

$3,545

Total Monthly Price

Total Monthly Price

Base Rent
$3,545

Total Monthly Price
$3,545

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 28 Chiswick Rd

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

28 Chiswick Rd

BostonMA02135
property at 37 Chiswick Rd

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

37 Chiswick Rd

BostonMA02135
property at 20 Chiswick Rd

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

20 Chiswick Rd

BostonMA02135
property at 9 Sutherland Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1.5 Bath Condo for Rent

Available Aug 1

9 Sutherland Rd

BostonMA02135
property at 1 Sutherland Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1.5 Bath Condo for Rent

Available Aug 1

1 Sutherland Rd

BostonMA02135
property at 233 Cummings Rd

$3,675

Total Monthly Price

Total Monthly Price

Base Rent
$3,675

Total Monthly Price
$3,675

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

233 Cummings Rd

BostonMA02135
property at 1942 Beacon St

$3,750 - $3,825

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom Rentals

Available Now

1942 Beacon St

BostonMA02135
property at 1981 Commonwealth Ave

$3,795

Total Monthly Price

Total Monthly Price

Base Rent
$3,795

Total Monthly Price
$3,795

3 Bedroom, 1 Bath Home for Rent

Available Sep 1

property at 1950 Beacon St

$3,850

Total Monthly Price

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

1950 Beacon St

BostonMA02135
property at 1940 Beacon St

$3,850

Total Monthly Price

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

3 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

1940 Beacon St

BostonMA02135
property at 140 Kilsyth Rd

$2,900 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 To 3 Bedroom Rentals

Available Now

140 Kilsyth Rd

BostonMA02135
property at 39 Orkney Rd

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

39 Orkney Rd

BostonMA02135
property at 2 Colliston Rd

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

2 Colliston Rd

BostonMA02135
property at 44 Orkney Rd

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

44 Orkney Rd

BostonMA02135
property at 38 Orkney Rd

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 2 Bath Home for Rent

Available Sep 1

38 Orkney Rd

BostonMA02135
property at 41 Orkney Rd

$4,200 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 To 5 Bedroom Rentals

Available Sep 1

41 Orkney Rd

BostonMA02135
property at 2017 Commonwealth Ave

$4,250 - $4,295

Total Monthly Price

Total Monthly Price

Base Rent
$4,295

Total Monthly Price
$4,295

2 Bedroom Rentals

Available Aug 31

property at 148 Strathmore Rd

$4,300

Total Monthly Price

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

148 Strathmore Rd

BostonMA02135
property at 47 Orkney Rd

$4,950 - $14,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

5 To 10 Bedroom Rentals

Available Sep 1

47 Orkney Rd

BostonMA02135
property at 6 Lothian Rd

$5,050 - $5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,050

Total Monthly Price
$5,050

4 To 5 Bedroom Rentals

Available Sep 1

6 Lothian Rd

BostonMA02135
property at 8 Lothian Rd

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

8 Lothian Rd

BostonMA02135
property at 43 Orkney Rd

$5,400

Total Monthly Price

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

43 Orkney Rd

BostonMA02135
property at 66 Lothian Rd

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

66 Lothian Rd

BostonMA02135
property at 11 Lothian Rd

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

11 Lothian Rd

BostonMA02135
property at 6 Strathmore Rd

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

6 Strathmore Rd

BostonMA02135
property at 19114 Beacon St

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

19114 Beacon St

BostonMA02135
property at 1916 Beacon St

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1916 Beacon St

BostonMA02135
property at 1918 Beacon St

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1918 Beacon St

BostonMA02135
property at 129 Sutherland Rd

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

5 Bedroom, 4 Bath Home for Rent

Available Sep 1

129 Sutherland Rd

BostonMA02135
property at 104 Englewood Ave

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

6 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

104 Englewood Ave

BostonMA02135
property at 1922 Beacon St

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1922 Beacon St

BostonMA02135
property at 32 Orkney Rd

$7,250

Total Monthly Price

Total Monthly Price

Base Rent
$7,250

Total Monthly Price
$7,250

5 Bedroom, 2 Bath Condo for Rent

Available Aug 1

32 Orkney Rd

BostonMA02135
property at 36 Orkney Rd

$7,950

Total Monthly Price

Total Monthly Price

Base Rent
$7,950

Total Monthly Price
$7,950

5 Bedroom, 2 Bath Condo for Rent

Available Aug 1

36 Orkney Rd

BostonMA02135
property at 1778 Commonwealth Ave

$10,500

Total Monthly Price

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

7 Bedroom, 7 Bath Townhome for Rent

Available Aug 15

property at 1887 Beacon St

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

4 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

1887 Beacon St, Unit #1

1887 Beacon St
BrooklineMA02445
property at 2 Hammond Pond Pky

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

2 Hammond Pond Pky, Unit 604

2 Hammond Pond Pky
Chestnut HillMA02467
property at 15 Lanark Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

15 Lanark Rd, Unit 1

15 Lanark Rd
BrooklineMA02445
property at 320 Hammond Pond Pkwy

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pkwy, Unit 104

320 Hammond Pond Pkwy
NewtonMA02467
property at 14 Louise Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

14 Louise Rd, Unit m

14 Louise Rd
Chestnut HillMA02467
property at 14 Louise Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

14 Louise Rd, Unit 1

14 Louise Rd
Chestnut HillMA02467
property at 12 Louise Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

12 Louise Rd

Chestnut HillMA02467
property at 515 Heath St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1 Bath Home for Rent

Available Jan 1, 2027

515 Heath St

BrooklineMA02467
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 1909 Beacon St

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1909 Beacon St, Unit 3F

1909 Beacon St
BrooklineMA02445
property at 1850 Beacon 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 Now

1850 Beacon St, Unit 304

1850 Beacon St
BrooklineMA02445
property at 1850 Beacon St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

2 To 3 Bedroom Condos for Rent

Available Now

1850 Beacon St

BrooklineMA02445
property at 15 Lanark Rd

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

15 Lanark Rd, Unit 101

15 Lanark Rd
BrightonMA02135
property at 199 Boylston St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

199 Boylston St, Unit 1

199 Boylston St
Chestnut HillMA02467

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 293 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,200 to $10,150. There are also 503 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,200 to $15,000.

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 $1,200 to $15,000 with an average monthly rent of $5,192.

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 $2,200 to $7,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,475 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,200 and Four Bedroom Apartments start at $1,400.

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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