Pet Friendly Homes for Rent in Chestnut Hill Neighborhood of Boston, MA (141 Rentals) Page 2 of 3

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Homes for rent in the Chestnut Hill area of Boston that love your dogs or cats as much as you do!

property at 10 Selkirk Rd

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

2 Bedroom, 2 Bath Condo for Rent

Available Now

10 Selkirk Rd, Unit 1

10 Selkirk Rd
BostonMA02135
property at 39 Englewood Ave

$3,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,595

Total Monthly Price
$3,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

39 Englewood Ave, Unit #4

39 Englewood Ave
BostonMA02135
property at 97 Kilsyth 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 Now

97 Kilsyth Rd, Unit 3

97 Kilsyth Rd
BostonMA02135
property at 11 Orkney Rd

$3,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

3 Bedroom, 1 Bath Condo for Rent

Available Now

11 Orkney Rd, Unit 3

11 Orkney Rd
BostonMA02135
property at 45 Englewood Ave

$3,795

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,795

Total Monthly Price
$3,795

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Englewood Ave, Unit 47 #6

45 Englewood Ave
BostonMA02135
property at 5 Kilsyth Ter

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

5 Kilsyth Ter, Unit 1

5 Kilsyth Ter
BostonMA02135
property at 6 Sutherland Rd

$3,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850

3 Bedroom, 1 Bath Condo for Rent

Available Now

6 Sutherland Rd, Unit 31

6 Sutherland Rd
BostonMA02135
property at 97 Kilsyth Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

97 Kilsyth Rd, Unit 3

97 Kilsyth Rd
BostonMA02135
property at 1945 Commonwealth Ave

$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 Now

1945 Commonwealth Ave, Unit 13C

1945 Commonwealth Ave
BostonMA02135
property at 97 Kilsyth Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

97 Kilsyth Rd, Unit 3

97 Kilsyth Rd
BostonMA02135

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 45 Englewood Ave

$4,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Englewood Ave, Unit 2

45 Englewood Ave
BostonMA02135
property at 1870 Commonwealth Ave

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 41 Orkney Rd

$4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

41 Orkney Rd, Unit 3

41 Orkney Rd
BostonMA02135
property at 8 Selkirk Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

8 Selkirk Rd, Unit 3

8 Selkirk Rd
BostonMA02135
property at 2017 Commonwealth Ave

$4,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,450

Total Monthly Price
$4,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

2017 Commonwealth Ave, Unit #1

2017 Commonwealth Ave
BostonMA02135
property at 374 Chestnut Hill Ave

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

374 Chestnut Hill Ave, Unit 21

374 Chestnut Hill Ave
BostonMA02135
property at 2 Sutherland Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

2 Sutherland Rd, Unit 51

2 Sutherland Rd
BostonMA02135
property at 45 Orkney Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

45 Orkney Rd, Unit 1

45 Orkney Rd
BostonMA02135
property at 6 Colliston Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

5 Bedroom, 2 Bath Condo for Rent

Available Now

6 Colliston Rd, Unit 2

6 Colliston Rd
BostonMA02135
property at 45 Englewood Ave

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

45 Englewood Ave, Unit 1

45 Englewood Ave
BostonMA02135
property at 93 Kilsyth Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

93 Kilsyth Rd, Unit 1

93 Kilsyth Rd
BostonMA02135
property at 36 Cummings Rd

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2.5 Bath Home for Rent

Available Mar 1, 2026

36 Cummings Rd

BostonMA02135
property at 35 South St

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

3 Bedroom, 1 Bath Condo for Rent

Available Now

35 South St, Unit 10

35 South St
BostonMA02135
property at 34 Orkney Rd

$4,600

Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1 Bath Condo for Rent

Available Now

34 Orkney Rd, Unit 1

34 Orkney Rd
BostonMA02135
property at 1999 Commonwealth Ave

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1, 2026

1999 Commonwealth Ave, Unit 12

1999 Commonwealth Ave
BostonMA02135
property at 43 Orkney Rd

$4,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

4 Bedroom, 2 Bath Condo for Rent

Available Now

43 Orkney Rd, Unit 4-bed 2-bath

43 Orkney Rd
BostonMA02135
property at 132 Chiswick Rd

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

5 Bedroom, 2 Bath Condo for Rent

Available Now

132 Chiswick Rd, Unit 2

132 Chiswick Rd
BostonMA02135
property at 2016 Commonwealth Ave

$4,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,850

Total Monthly Price
$4,850

2 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1, 2026

2016 Commonwealth Ave, Unit 5

2016 Commonwealth Ave
BostonMA02135
property at 7 Kilsyth Ter

$4,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 Bedroom, 2 Bath Townhome for Rent

Available Now

7 Kilsyth Ter

BostonMA02135
property at 41 Orkney Rd

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

41 Orkney Rd, Unit 2

41 Orkney Rd
BostonMA02135
property at 16 South St

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1, 2026

16 South St, Unit 2

16 South St
BostonMA02135
property at 148 Strathmore Rd

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 3 Bath Condo for Rent

Available Sep 1, 2026

148 Strathmore Rd, Unit 2

148 Strathmore Rd
BostonMA02135
property at 154 Kilsyth Rd

$5,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,700

Total Monthly Price
$5,700

5 Bedroom, 4.5 Bath Condo for Rent

Available Now

154 Kilsyth Rd, Unit 154a

154 Kilsyth Rd
BostonMA02135
property at 154 Kilsyth Rd

$5,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,700

Total Monthly Price
$5,700

5 Bedroom, 4.5 Bath Condo for Rent

Available Now

154 Kilsyth Rd

BostonMA02135
property at 6 Lothian Rd

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

5 Bedroom, 2 Bath Condo for Rent

Available Now

6 Lothian Rd, Unit 2

6 Lothian Rd
BostonMA02135
property at 129 Sutherland

$6,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400

Total Monthly Price
$6,400

5 Bedroom, 2 Bath Home for Rent

Available Now

129 Sutherland

BostonMA02135
property at 23 Orkney Rd

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500

5 Bedroom, 2.5 Bath Condo for Rent

Available Aug 1, 2026

23 Orkney Rd, Unit 2

23 Orkney Rd
BostonMA02135
property at 2021 Commonwealth Ave

$7,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,600

Total Monthly Price
$7,600

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1, 2026

2021 Commonwealth Ave, Unit 2

2021 Commonwealth Ave
BostonMA02135
property at 1860 Commonwealth Ave

$11,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 4.5 Bath Home for Rent

Available Sep 1, 2026

property at 27 Orkney Rd

$14,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$14,500

Total Monthly Price
$14,500

6 Bedroom, 3.5 Bath Condo for Rent

Available Now

27 Orkney Rd, Unit HOUSE

27 Orkney Rd
BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 453 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,150 to $14,200. There are also 385 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $810 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 $810 to $17,500 with an average monthly rent of $7,162.

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 $6,285, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,025 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.

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