Luxury Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (325 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 12 Kilsyth Ter

$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 Now

12 Kilsyth Ter, Unit 42

12 Kilsyth Ter
BostonMA02135
property at 2045 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 Now

2045 Commonwealth Ave, Unit M-46

2045 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

1 Bedroom, 1 Bath Condo for Rent

Available Now

110 Lanark Rd, Unit 6

110 Lanark Rd
BostonMA02135
property at 1933 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 Now

1933 Commonwealth Ave, Unit 108

1933 Commonwealth Ave
BostonMA02135
property at 247 Chestnut Hill 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 Now

247 Chestnut Hill Ave, Unit 5

247 Chestnut Hill Ave
BostonMA02135
property at 116 Sutherland Rd

$2,500

Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

116 Sutherland Rd, Unit 1

116 Sutherland Rd
BostonMA02135
property at 1933 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 Now

1933 Commonwealth Ave, Unit 108

1933 Commonwealth Ave
BostonMA02135
property at 52 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 Now

52 Strathmore Rd

BostonMA02135
property at 28 Sidlaw 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 Now

28 Sidlaw Rd, Unit 6

28 Sidlaw Rd
BostonMA02135
property at 145 Englewood Ave

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

145 Englewood Ave, Unit 43

145 Englewood Ave
BostonMA02135

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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 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 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 2 Ayr 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

property at 370 Chestnut Hill Ave

$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

370 Chestnut Hill Ave, Unit 1

370 Chestnut Hill Ave
BostonMA02135
property at 19 South St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

19 South St, Unit 11

19 South St
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 97 Strathmore Rd

$2,675

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,675

Total Monthly Price
$2,675

2 Bedroom, 1 Bath Condo for Rent

Available Jan 15

97 Strathmore Rd, Unit 8

97 Strathmore Rd
BostonMA02135
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 249 Chestnut Hill Ave

$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

249 Chestnut Hill Ave, Unit 51

249 Chestnut Hill Ave
BostonMA02135

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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 Feb 1

110 Lanark Rd, Unit 7

110 Lanark 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 Feb 1

110 Lanark Rd, Unit 7

110 Lanark Rd
BostonMA02135
property at 5 Braemore Rd

$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 Now

5 Braemore Rd, Unit 8

5 Braemore Rd
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 69 Chiswick Rd

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

69 Chiswick Rd, Unit 9

69 Chiswick Rd
BostonMA02135
property at 63 Selkirk Rd

$2,760

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,760

Total Monthly Price
$2,760

2 Bedroom, 1 Bath Condo for Rent

Available Now

63 Selkirk Rd, Unit 1

63 Selkirk Rd
BostonMA02135
property at 46 Chiswick Rd

$2,780

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,780

Total Monthly Price
$2,780

2 Bedroom, 1 Bath Condo for Rent

Available Now

46 Chiswick Rd, Unit 3

46 Chiswick 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
property at 98 Strathmore 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

98 Strathmore Rd, Unit 2

98 Strathmore Rd
BostonMA02135
property at 6 Sutherland 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

6 Sutherland Rd, Unit 43

6 Sutherland Rd
BostonMA02135

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property at 110 Strathmore 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

110 Strathmore Rd, Unit 204

110 Strathmore 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 30 Chiswick Rd

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

30 Chiswick Rd, Unit 2

30 Chiswick Rd
BostonMA02135
property at 63 Selkirk Rd

$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

63 Selkirk Rd, Unit 3

63 Selkirk 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 8 Selkirk Rd

$2,980

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,980

Total Monthly Price
$2,980

2 Bedroom, 1 Bath Condo for Rent

Available Now

8 Selkirk Rd

BostonMA02135
property at 39 South St

$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

39 South St, Unit 4

39 South St
BostonMA02135
property at 61 Strathmore Rd

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

61 Strathmore Rd, Unit 3a

61 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

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property at 2035 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

2035 Commonwealth Ave, Unit 9

2035 Commonwealth Ave
BostonMA02135
property at 116 Englewood 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

116 Englewood Ave, Unit 25

116 Englewood Ave
BostonMA02135
property at 59 Lanark Rd

$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

59 Lanark Rd, Unit 12

59 Lanark Rd
BostonMA02135
property at 21 Sutherland Rd

$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

21 Sutherland Rd, Unit 1

21 Sutherland Rd
BostonMA02135
property at 39 South St

$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

39 South St, Unit 4

39 South St
BostonMA02135
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

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

2009 Commonwealth Ave, Unit 10

2009 Commonwealth Ave
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 Now

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 39 South St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

39 South St, Unit 2

39 South St
BostonMA02135
property at 1880 Commonwealth Ave

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1880 Commonwealth Ave, Unit 10

1880 Commonwealth 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 450 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,200. There are also 388 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $880 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 $880 to $17,500 with an average monthly rent of $7,650.

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 $6,115, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $7,700. Four Bedroom Single-Family rentals are also available starting from $900 and Four Bedroom Apartments start at $3,500.

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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Written by: Amelia Ramstead

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Articles, How-To's, and Tips

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!