Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (391 Rentals)

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

property at 65 Chiswick Rd

$2,000 - $3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $3,500

Total Monthly Price
$2,000 - $3,500

Studio To 3 Bedroom Condos for Rent

Available Now

65 Chiswick Rd

BostonMA02135
property at 7 Lothian Rd

$2,000 - $2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $2,800

Total Monthly Price
$2,000 - $2,800

Studio To 3 Bedroom Condos for Rent

Available Now

7 Lothian Rd

BostonMA02135
property at 1872 Commonwealth Ave

$2,375 - $3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,375 - $3,150

Total Monthly Price
$2,375 - $3,150

2 To 3 Bedroom Condos for Rent

Available Now

property at 46 Chiswick Rd

$2,395 - $2,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,395 - $2,795

Total Monthly Price
$2,395 - $2,795

2 To 3 Bedroom Condos for Rent

Available Now

46 Chiswick Rd

BostonMA02135
property at 4 Chiswick Rd

$2,400 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400 - $2,500

Total Monthly Price
$2,400 - $2,500

Studio To 1 Bedroom Condos for Rent

Available Aug 1

4 Chiswick Rd

BostonMA02135
property at 247 Chestnut Hill Ave

$2,450 - $2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450 - $2,950

Total Monthly Price
$2,450 - $2,950

Studio To 1 Bedroom Condos for Rent

Available Now

property at 1999 Commonwealth Ave

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

1999 Commonwealth Ave, Unit M-45

1999 Commonwealth Ave
BostonMA02135
property at 110 Lanark Rd

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

110 Lanark Rd, Unit 7

110 Lanark Rd
BostonMA02135
property at 48 Strathmore Rd

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

48 Strathmore Rd, Unit 26

48 Strathmore Rd
BostonMA02135
property at 63 Selkirk Rd

$2,590 - $2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,590 - $2,900

Total Monthly Price
$2,590 - $2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

63 Selkirk Rd

BostonMA02135

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Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

property at 9 Braemore Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

9 Braemore Rd, Unit 12

9 Braemore Rd
BostonMA02135
property at 27 South St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

27 South St, Unit #B3

27 South St
BostonMA02135
property at 117 Sutherland Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

117 Sutherland Rd, Unit 3

117 Sutherland Rd
BostonMA02135
property at 9 Braemore Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

9 Braemore Rd, Unit 12

9 Braemore Rd
BostonMA02135
property at 7 Lothian Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

7 Lothian Rd, Unit 3

7 Lothian Rd
BostonMA02135
property at 26 Chiswick Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

26 Chiswick Rd, Unit 3

26 Chiswick Rd
BostonMA02135
property at 155 Strathmore Rd

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

155 Strathmore Rd, Unit 2

155 Strathmore Rd
BostonMA02135
property at 12 Kilsyth Ter

$2,675

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

1 Bedroom, 1 Bath Condo for Rent

Available Now

12 Kilsyth Ter, Unit 24

12 Kilsyth Ter
BostonMA02135
property at 75 Kilsyth Rd

$2,680

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,680

Total Monthly Price
$2,680

1 Bedroom, 1 Bath Condo for Rent

Available Now

75 Kilsyth Rd

BostonMA02135

Explore Like a Local: The Insider's Guide to Boston

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property at 2 Braemore Rd

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

2 Braemore Rd, Unit 1

2 Braemore Rd
BostonMA02135
property at 2 Sutherland Rd

$2,700 - $4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700 - $4,500

Total Monthly Price
$2,700 - $4,500

2 To 3 Bedroom Condos for Rent

Available Now

2 Sutherland Rd

BostonMA02135
property at 110 Lanark Rd

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

110 Lanark Rd, Unit 7

110 Lanark Rd
BostonMA02135
property at 39 South St

$2,750 - $4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750 - $4,800

Total Monthly Price
$2,750 - $4,800

1 To 3 Bedroom Condos for Rent

Available Jun 1

39 South St

BostonMA02135
property at 2031 Commonwealth Ave

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

2031 Commonwealth Ave, Unit 12

2031 Commonwealth Ave
BostonMA02135
property at 2 Sutherland Rd

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

3 Bedroom, 1 Bath Condo for Rent

Available Now

2 Sutherland Rd, Unit 41

2 Sutherland Rd
BostonMA02135
property at 63 Selkirk Rd

$2,760 - $2,970

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,760 - $2,970

Total Monthly Price
$2,760 - $2,970

2 Bedroom, 1 Bath Condo for Rent

Available Now

63 Selkirk Rd

BostonMA02135
property at 39 Englewood Ave

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

39 Englewood Ave, Unit 12

39 Englewood Ave
BostonMA02135
property at 34 Orkney Rd

$2,800 - $3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800 - $3,650

Total Monthly Price
$2,800 - $3,650

2 To 3 Bedroom Condos for Rent

Available Sep 1

34 Orkney Rd

BostonMA02135
property at 59 Lanark Rd

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

59 Lanark Rd, Unit 2

59 Lanark Rd
BostonMA02135

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Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 37 Radnor Rd

$2,840

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,840

Total Monthly Price
$2,840

2 Bedroom, 1 Bath Condo for Rent

Available Now

37 Radnor Rd, Unit 1

37 Radnor Rd
BostonMA02135
property at 2 Sutherland Rd

$2,850 - $4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850 - $4,500

Total Monthly Price
$2,850 - $4,500

2 To 3 Bedroom Condos for Rent

Available Now

2 Sutherland Rd

BostonMA02135
property at 2012 Commonwealth Ave

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

2012 Commonwealth Ave, Unit BE

2012 Commonwealth Ave
BostonMA02135
property at 1880 Commonwealth Ave

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

1880 Commonwealth Ave, Unit 12

1880 Commonwealth Ave
BostonMA02135
property at 72 Strathmore Rd

$2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Apr 1

72 Strathmore Rd, Unit #5B

72 Strathmore Rd
BostonMA02135
property at 2001 Commonwealth Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

2001 Commonwealth Ave, Unit 16

2001 Commonwealth Ave
BostonMA02135
property at 1880 Commonwealth Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1880 Commonwealth Ave, Unit 16

1880 Commonwealth Ave
BostonMA02135
property at 79 Sutherland Rd

$3,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095

2 Bedroom, 1 Bath Condo for Rent

Available Jun 1

79 Sutherland Rd, Unit 4

79 Sutherland Rd
BostonMA02135
property at 370 Chestnut Hill Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 370 Chestnut Hill Ave

$3,100 - $4,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $4,250

Total Monthly Price
$3,100 - $4,250

1 To 3 Bedroom Condos for Rent

Available Now

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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 2009 Commonwealth Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 1 Bath Condo for Rent

Available Now

2009 Commonwealth Ave, Unit 20

2009 Commonwealth Ave
BostonMA02135
property at 1933 Commonwealth Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

1933 Commonwealth Ave, Unit 610

1933 Commonwealth Ave
BostonMA02135
property at 1950 Beacon St

$3,150

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1950 Beacon St, Unit 1

1950 Beacon St
BostonMA02135
property at 370 Chestnut Hill Ave

$3,150 - $4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,150 - $4,200

Total Monthly Price
$3,150 - $4,200

1 To 3 Bedroom Condos for Rent

Available Now

property at 90 Kilsyth Rd

$3,150

Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

1 Bedroom, 1 Bath Condo for Rent

Available Now

90 Kilsyth Rd, Unit #43

90 Kilsyth Rd
BostonMA02135
property at 1868 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1868 Commonwealth Ave, Unit 5

1868 Commonwealth Ave
BostonMA02135
property at 1868 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 1880 Commonwealth Ave

$3,190

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,190

Total Monthly Price
$3,190

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1880 Commonwealth Ave, Unit 5

1880 Commonwealth Ave
BostonMA02135
property at 1933 Commonwealth Ave

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

1 To 2 Bedroom Condos for Rent

Available Now

property at 130 Englewood Ave

$3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

130 Englewood Ave, Unit 4

130 Englewood Ave
BostonMA02135

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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 493 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,000. There are also 468 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $17,500.

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 $17,500 with an average monthly rent of $7,015.

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 $2,700 to $9,196, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,600. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,600.

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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Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

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Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

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Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.