Luxury Homes for Rent in Chestnut Hill, MA (4,306 Rentals) Page 86 of 87

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

property at 101 Sumner Rd

$10,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

101 Sumner Rd, Unit 2, Unit 2

101 Sumner Rd
BrooklineMA02445
property at 11 Alton Pl

$10,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

4 Bedroom, 4.5 Bath Condo for Rent

Available Jul 1, 2027

11 Alton Pl, Unit 3, Unit 3

11 Alton Pl
BrooklineMA02446
property at 18 Holton St

$10,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

6 Bedroom, 5 Bath Condo for Rent

Available Now

18 Holton St

BostonMA02134
property at 38 Gardner St

$10,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

6 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

38 Gardner St

BostonMA02134
property at 101 Sumner Rd

$10,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

4 Bedroom, 3.5 Bath Townhome for Rent

Available Jul 1

101 Sumner Rd

BrooklineMA02445
property at 44 Greycliff Rd

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

6 Bedroom, 2.5 Bath Condo for Rent

Available Aug 31

44 Greycliff Rd, Unit 1, Unit 1

44 Greycliff Rd
BostonMA02135
property at 43 Dwight St

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

5 Bedroom, 3.5 Bath Condo for Rent

Available Now

43 Dwight St, Unit 1, Unit 1

43 Dwight St
BrooklineMA02446
property at 44 Greycliff Rd

$10,500 - $12,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500 - $12,000

Total Monthly Price
$10,500 - $12,000

6 Bedroom, 3 Bath Condo for Rent

Available Now

44 Greycliff Rd

BostonMA02135
property at 52 Greycliff Rd

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

6 Bedroom, 3 Bath Home for Rent

Available Sep 1

52 Greycliff Rd

BostonMA02135
property at 20 Wadsworth St

$10,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,700

Total Monthly Price
$10,700

6 Bedroom, 2 Bath Home for Rent

Available Sep 1

20 Wadsworth St

BostonMA02134
property at 8 Wadsworth St

$10,700

Total Monthly Price

Total Monthly Price

Base Rent
$10,700

Total Monthly Price
$10,700

7 Bedroom, 2 Bath Home for Rent

Available Now

8 Wadsworth St

BostonMA02134
property at 202 Rawson Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

202 Rawson Rd

BrooklineMA02445
property at 48 Greycliff Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 2.5 Bath Condo for Rent

Available Aug 31, 2027

48 Greycliff Rd

BostonMA02135
property at 235 Rawson Rd

$11,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

3 Bedroom, 2.5 Bath Condo for Rent

Available Jun 1

235 Rawson Rd, Unit PH3, Unit PH3

235 Rawson Rd
BrooklineMA02445
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

property at 1773 Commonwealth Ave

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

7 Bedroom, 7 Bath Condo for Rent

Available Aug 15

property at 52 Greycliff Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31

52 Greycliff Rd

BostonMA02135
property at 44 Greycliff Rd

$11,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 2.5 Bath Condo for Rent

Available Aug 30, 2027

44 Greycliff Rd, Unit 1, Unit 1

44 Greycliff Rd
BostonMA02135
property at 1010 Centre St

$11,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000

6 Bedroom, 4 Bath Home for Rent

Available Now

1010 Centre St

NewtonMA02459
property at 52 Greycliff Rd

$11,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,100

Total Monthly Price
$11,100

6 Bedroom, 3 Bath Home for Rent

Available Aug 31

52 Greycliff Rd

BostonMA02135
property at 52 Greycliff Rd

$11,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,100

Total Monthly Price
$11,100

6 Bedroom, 3 Bath Home for Rent

Available Sep 1, 2027

52 Greycliff Rd

BostonMA02135
property at 1726 Beacon St

$12,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 3 Bath Condo for Rent

Available Now

1726 Beacon St

BrooklineMA02445
property at 99 Westchester Rd

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000

Total Monthly Price
$12,000

5 Bedroom, 4.5 Bath Home for Rent

Available Now

99 Westchester Rd

NewtonMA02458
property at 44 Greycliff Rd

$12,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,400

Total Monthly Price
$12,400

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31, 2027

44 Greycliff Rd, Unit #2, Unit #2

44 Greycliff Rd
BostonMA02135
property at 75 Somerset Rd

$12,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,500

Total Monthly Price
$12,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

75 Somerset Rd

BrooklineMA02445
property at 32 Wadsworth St

$12,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,600

Total Monthly Price
$12,600

7 Bedroom, 4 Bath Home for Rent

Available Sep 1

32 Wadsworth St

BostonMA02134
property at 1778 Commonwealth Ave

$13,500

Total Monthly Price

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500

8 Bedroom, 9 Bath Condo for Rent

Available Sep 1

property at 40 Puddingstone Ln

$13,500

Total Monthly Price15 Month Lease Term

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500

6 Bedroom, 5.5 Bath Home for Rent

Available Now

40 Puddingstone Ln

NewtonMA02459
property at 22 Puddingstone Ln

$13,500

Total Monthly Price

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500

8 Bedroom, 5.5 Bath Home for Rent

Available Now

22 Puddingstone Ln

NewtonMA02459
property at 16 Gerald Rd

$13,500

Total Monthly Price

Total Monthly Price

Base Rent
$13,500

Total Monthly Price
$13,500

6 Bedroom, 2.5 Bath Condo for Rent

Available Now

16 Gerald Rd

BostonMA02135
property at 1782 Commonwealth Ave

$13,600

Total Monthly Price

Total Monthly Price

Base Rent
$13,600

Total Monthly Price
$13,600

9 Bedroom, 9 Bath Home for Rent

Available Now

property at 1789 Commonwealth Ave

$3,975 - $13,600

Total Monthly Price

Total Monthly Price

Base Rent
$13,600

Total Monthly Price
$13,600

Studio To 8 Bedroom Rentals

Available Now

property at 27 Orkney Rd

$14,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$14,000

Total Monthly Price
$14,000

6 Bedroom, 3.5 Bath Townhome for Rent

Available Now

27 Orkney Rd

BostonMA02135
property at 108 Lake Ave

$14,000

Total Monthly Price

Total Monthly Price

Base Rent
$14,000

Total Monthly Price
$14,000

5 Bedroom, 3 Bath Home for Rent

Available Now

108 Lake Ave

NewtonMA02459
property at 150 Country Club Rd

$14,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$14,500

Total Monthly Price
$14,500

6 Bedroom, 6 Bath Home for Rent

Available Now

150 Country Club Rd

NewtonMA02459
property at 40 Puddingstone Ln

$14,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$14,750

Total Monthly Price
$14,750

6 Bedroom, 5.5 Bath Home for Rent

Available Now

40 Puddingstone Ln

NewtonMA02459
property at 89 University Rd

$15,000

Total Monthly Price

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

7 Bedroom, 5.5 Bath Home for Rent

Available Now

89 University Rd

BrooklineMA02445
property at 6 Parkside Dr

$15,000

Total Monthly Price

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

5 Bedroom, 3.5 Bath Home for Rent

Available Now

6 Parkside Dr

BrooklineMA02445
property at 6 Parkside Dr

$15,000

Total Monthly Price

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

5 Bedroom, 3.5 Bath Home for Rent

Available Now

6 Parkside Dr

BostonMA02130

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4482 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $1,000 to $17,258. There are also 5233 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $675 to $30,000.

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 $675 to $30,000 with an average monthly rent of $4,859.

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 $1,295 to $17,258, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $30,000. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,295.

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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