Homes for Rent in the Chestnut Hill Neighborhood of Boston, MA (372 Rentals) Page 6 of 8

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property at 227 Chestnut Hill Ave
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 228 Chestnut Hill Ave
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
Studio, 1 Bath Condo for Rent
Available Now
Affordability
property at 41 Orkney Rd
$4,200 - $5,500

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 To 5 Bedroom Rentals
Available Now
Affordability

41 Orkney Rd

BostonMA02135
property at 14 Chiswick Rd
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

14 Chiswick Rd

BostonMA02135
property at 19 Braemore Rd
$3,140

Total Monthly Price

Base Rent$3,140

Total Monthly Price$3,140
3 Bedroom, 2 Bath Condo for Rent
Available Sep 15
Affordability

19 Braemore Rd

BostonMA02135
property at 32 Orkney Rd
$7,250

Total Monthly Price

Base Rent$7,250

Total Monthly Price$7,250
5 Bedroom, 2 Bath Condo for Rent
Available Now

32 Orkney Rd

BostonMA02135
property at 217 Chestnut Hill Ave
$2,400

Total Monthly Price

Base Rent$2,400

Total Monthly Price$2,400
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 8 Ayr Rd
$2,450

Total Monthly Price

Base Rent$2,450

Total Monthly Price$2,450
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

8 Ayr Rd

BostonMA02135
property at 1890 Commonwealth Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 201 Strathmore Rd
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

201 Strathmore Rd

BostonMA02135
property at 208 Chestnut Hill Ave
$2,150

Total Monthly Price

Base Rent$2,150

Total Monthly Price$2,150
Studio Rentals
Available Now
Affordability
property at 5 Lothian Rd
$2,250

Total Monthly Price

Base Rent$2,250

Total Monthly Price$2,250
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

5 Lothian Rd

BostonMA02135
property at 210 Chestnut Hill Ave
$2,250

Total Monthly Price

Base Rent$2,250

Total Monthly Price$2,250
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 2 Ayr Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2 Ayr Rd

BostonMA02135
property at 2 Lothian Rd
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2 Lothian Rd

BostonMA02135
property at 22 Chiswick Rd
$2,800 - $3,000

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
1 To 2 Bedroom Rentals
Available Now
Affordability

22 Chiswick Rd

BostonMA02135
property at 26 Chiswick Rd
$3,150

Total Monthly Price

Base Rent$3,150

Total Monthly Price$3,150
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

26 Chiswick Rd

BostonMA02135
property at 8 Lothian Rd
$5,200 - $5,500

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 To 5 Bedroom Rentals
Available Now

8 Lothian Rd

BostonMA02135
property at 12 Lothian Rd
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
5 Bedroom, 2 Bath Condo for Rent
Available Now

12 Lothian Rd

BostonMA02135
property at 199 Strathmore Rd
$1,995 - $2,050

Total Monthly Price

Base Rent$1,995

Total Monthly Price$1,995
Studio To 1 Bedroom Rentals
Available Now
Affordability

199 Strathmore Rd

BostonMA02135
property at 22 Orkney Rd
$2,400

Total Monthly Price

Base Rent$2,400

Total Monthly Price$2,400
Studio, 1 Bath Condo for Rent
Available Nov 1
Affordability

22 Orkney Rd

BostonMA02135
property at 118 Strathmore Rd
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

118 Strathmore Rd

BostonMA02135
property at 66 Lothian Rd
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
4 Bedroom, 2 Bath Home for Rent
Available Now

66 Lothian Rd

BostonMA02135
property at 6 Lothian Rd
$5,200 - $5,500

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
12 Month Lease Term
4 To 5 Bedroom Rentals
Available Now

6 Lothian Rd

BostonMA02135
property at 27 Orkney Rd
$15,000

Total Monthly Price

Base Rent$15,000

Total Monthly Price$15,000
10 Bedroom, 3.5 Bath Home for Rent
Available Sep 1, 2027

27 Orkney Rd

BostonMA02135
property at 7 Lothian Rd
$2,200 - $5,300

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
1 To 5 Bedroom Rentals
Available Now
Affordability

7 Lothian Rd

BostonMA02135
property at 20 Sidlaw Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

20 Sidlaw Rd

BostonMA02135
property at 37 Chiswick Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

37 Chiswick Rd

BostonMA02135
property at 101 Strathmore Rd
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

101 Strathmore Rd

BostonMA02135
property at 28 Lothian Rd
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
5 Bedroom, 2 Bath Home for Rent
Available Now

28 Lothian Rd

BostonMA02135
property at 32 Sidlaw Rd
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
Studio, 1 Bath Condo for Rent
Available Now
Affordability

32 Sidlaw Rd

BostonMA02135
property at 72 Strathmore Rd
$2,200 - $2,800

Total Monthly Price

Base Rent$2,200

Total Monthly Price$2,200
1 To 2 Bedroom Rentals
Available Now
Affordability

72 Strathmore Rd

BostonMA02135
property at 1820 Commonwealth Ave
$2,575

Total Monthly Price

Base Rent$2,575

Total Monthly Price$2,575
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 68 Strathmore Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

68 Strathmore Rd

BostonMA02135
property at 70 Strathmore Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

70 Strathmore Rd

BostonMA02135
property at 84 Sutherland Rd
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

84 Sutherland Rd

BostonMA02135
property at 59 Chiswick Rd
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

59 Chiswick Rd

BostonMA02135
property at 75 Chiswick Rd
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

75 Chiswick Rd

BostonMA02135
property at 93 Sutherland Rd
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

93 Sutherland Rd

BostonMA02135
property at 69 Chiswick Rd
$4,095

Total Monthly Price

Base Rent$4,095

Total Monthly Price$4,095
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

69 Chiswick Rd

BostonMA02135
property at 59 Strathmore Rd
$4,950 - $5,950

Total Monthly Price

Base Rent$5,950

Total Monthly Price$5,950
4 Bedroom Rentals
Available Now

59 Strathmore Rd

BostonMA02135
property at 59 Selkirk Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

59 Selkirk Rd

BostonMA02135
property at 63 Selkirk Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

63 Selkirk Rd

BostonMA02135
property at 69 Selkirk Rd
$3,250

Total Monthly Price

Base Rent$3,250

Total Monthly Price$3,250
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

69 Selkirk Rd

BostonMA02135
property at 38 Englewood Ave
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
2 Bedroom, 2.5 Bath Condo for Rent
Available Now
Affordability

38 Englewood Ave

BostonMA02135
property at 1778 Commonwealth Ave
$10,500

Total Monthly Price

Base Rent$10,500

Total Monthly Price$10,500
7 Bedroom, 7 Bath Townhome for Rent
Available Now
property at 12 Kilsyth Terrace
$2,350

Total Monthly Price

Base Rent$2,350

Total Monthly Price$2,350
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

12 Kilsyth Terrace

BostonMA02135
property at 39 Englewood Ave
$2,690

Total Monthly Price

Base Rent$2,690

Total Monthly Price$2,690
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

39 Englewood Ave

BostonMA02135
property at 143 Kilsyth Rd
$2,900 - $3,375

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
3 Bedroom Rentals
Available Now
Affordability

143 Kilsyth Rd

BostonMA02135
property at 6 Chiswick Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
Studio, 1 Bath Home for Rent
Available Now
Affordability

6 Chiswick Rd

BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 218 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,350 to $10,500. There are also 379 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,050 to $12,500.

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 $1,050 to $12,500 with an average monthly rent of $3,514.

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 $2,695 to $7,790, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,280 and Four Bedroom Apartments start at $1,350.

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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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

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Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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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

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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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