Luxury Homes for Rent in Chestnut Hill, MA (3,288 Rentals) Page 2 of 66

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

property at 401 Paine Ct

$5,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,295

Total Monthly Price
$5,295

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

401 Paine Ct

Chestnut HillMA02467
property at 203 Ellery Ct

$5,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,295

Total Monthly Price
$5,295

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

203 Ellery Ct, Unit T

203 Ellery Ct
Chestnut HillMA02467
property at 203 Ellery Ct

$5,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,395

Total Monthly Price
$5,395

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

203 Ellery Ct

Chestnut HillMA02467
property at 28 Manet Rd

$5,400 - $6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400 - $6,500

Total Monthly Price
$5,400 - $6,500

4 To 5 Bedroom Condos for Rent

Available Sep 1

28 Manet Rd

Chestnut HillMA02467
property at 23 Drew Rd

$5,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,650

Total Monthly Price
$5,650

6 Bedroom, 3 Bath Home for Rent

Available Now

23 Drew Rd

Chestnut HillMA02467
property at 47 Algonquin Rd

$5,700 - $5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,700 - $5,800

Total Monthly Price
$5,700 - $5,800

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

47 Algonquin Rd

Chestnut HillMA02467
property at 235 Commonwealth Ave

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

4 Bedroom, 2 Bath Home for Rent

Available Aug 31

235 Commonwealth Ave

Chestnut HillMA02467
property at 199 Boylston St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

199 Boylston St, Unit 1

199 Boylston St
Chestnut HillMA02467
property at 199 Boylston St

$6,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200

Total Monthly Price
$6,200

4 Bedroom, 3.5 Bath Home for Rent

Available Sep 1

199 Boylston St

Chestnut HillMA02467
property at 25 Crosby Rd

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

25 Crosby Rd

Chestnut HillMA02467

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 68 Manet Rd

$7,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

4 Bedroom, 3 Bath Condo for Rent

Available Sep 1

68 Manet Rd, Unit 1

68 Manet Rd
Chestnut HillMA02467
property at 35 Crosby Rd

$8,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,700

Total Monthly Price
$8,700

4 Bedroom, 2.5 Bath Townhome for Rent

Available Aug 23

35 Crosby Rd

Chestnut HillMA02467
property at 124 Rangeley Rd

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

4 Bedroom, 3 Bath Home for Rent

Available Now

124 Rangeley Rd, Unit 1

124 Rangeley Rd
Chestnut HillMA02467
property at 476 Heath St

$15,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

6 Bedroom, 6.5 Bath Home for Rent

Available Mar 1

476 Heath St

Chestnut HillMA02467
property at 20 Highgate St

$1,545 - $5,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,545 - $5,250

Total Monthly Price
$1,545 - $5,250

4 To 5 Bedroom Condos for Rent

Available Now

20 Highgate St

BostonMA02134
property at 1408 Commonwealth Ave

$1,800 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800 - $2,500

Total Monthly Price
$1,800 - $2,500

Studio To 2 Bedroom Condos for Rent

Available Now

property at 120 Warren St

$1,850 - $2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850 - $2,800

Total Monthly Price
$1,850 - $2,800

Studio To 2 Bedroom Condos for Rent

Available Now

120 Warren St

BostonMA02135
property at 11 Englewood Ave

$1,900 - $3,750

Total Monthly Price6 Month Lease Term

Total Monthly Price

Base Rent
$1,900 - $3,750

Total Monthly Price
$1,900 - $3,750

Studio To 2 Bedroom Condos for Rent

Available Mar 1

11 Englewood Ave

BrooklineMA02445
property at 175 Adams St

$1,900 - $2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900 - $2,600

Total Monthly Price
$1,900 - $2,600

1 To 2 Bedroom Condos for Rent

Available Now

175 Adams St

NewtonMA02458
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 1408 Commonwealth Ave

$2,000 - $3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $3,200

Total Monthly Price
$2,000 - $3,200

Studio To 3 Bedroom Condos for Rent

Available Sep 1

property at 1462 Commonwealth Ave

$2,050 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,050 - $2,500

Total Monthly Price
$2,050 - $2,500

Studio To 1 Bedroom Condos for Rent

Available Now

property at 1637 Commonwealth Ave

$2,100 - $2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $2,700

Total Monthly Price
$2,100 - $2,700

Studio To 2 Bedroom Condos for Rent

Available Now

property at 1121 Commonwealth Ave

$2,100 - $2,875

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $2,875

Total Monthly Price
$2,100 - $2,875

Studio To 2 Bedroom Condos for Rent

Available Now

property at 208A Winthrop Rd

$2,100 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $5,000

Total Monthly Price
$2,100 - $5,000

1 To 4 Bedroom Condos for Rent

Available Now

208A Winthrop Rd

BrooklineMA02445
property at 175 Adams St

$2,100 - $2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $2,600

Total Monthly Price
$2,100 - $2,600

1 To 2 Bedroom Condos for Rent

Available Now

175 Adams St

NewtonMA02458
property at 179 Adams St

$2,100 - $2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $2,600

Total Monthly Price
$2,100 - $2,600

1 To 2 Bedroom Condos for Rent

Available Now

179 Adams St

NewtonMA02458
property at 54 Lancaster Ter

$2,100 - $3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $3,000

Total Monthly Price
$2,100 - $3,000

1 To 2 Bedroom Condos for Rent

Available Now

54 Lancaster Ter

BrooklineMA02446
property at 120 Brainerd Rd

$2,100 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $2,500

Total Monthly Price
$2,100 - $2,500

Studio To 1 Bedroom Condos for Rent

Available Now

120 Brainerd Rd

AllstonMA02134
property at 78 Kilsyth Rd

$2,155 - $2,925

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,155 - $2,925

Total Monthly Price
$2,155 - $2,925

1 Bedroom, 1 Bath Condo for Rent

Available Now

78 Kilsyth Rd

BostonMA02135
property at 1185 Commonwealth Ave

$2,180 - $2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,180 - $2,950

Total Monthly Price
$2,180 - $2,950

Studio To 2 Bedroom Condos for Rent

Available Now

property at 5 Barrows St

$2,200 - $3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $3,600

Total Monthly Price
$2,200 - $3,600

1 To 3 Bedroom Condos for Rent

Available Now

5 Barrows St

BostonMA02134
property at 110 Brainerd Rd

$2,200 - $2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $2,900

Total Monthly Price
$2,200 - $2,900

Studio To 2 Bedroom Condos for Rent

Available Now

110 Brainerd Rd

BostonMA02134
property at 1177 Commonwealth Ave

$2,200 - $2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $2,950

Total Monthly Price
$2,200 - $2,950

Studio To 2 Bedroom Condos for Rent

Available Now

property at 203 Winthrop Rd

$2,200 - $2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $2,700

Total Monthly Price
$2,200 - $2,700

1 To 2 Bedroom Condos for Rent

Available Now

203 Winthrop Rd

BrooklineMA02445
property at 168 North Beacon St

$2,200 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $2,500

Total Monthly Price
$2,200 - $2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

168 North Beacon St

BostonMA02135
property at 20 Colborne Rd

$2,250 - $3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $3,000

Total Monthly Price
$2,250 - $3,000

Studio To 2 Bedroom Condos for Rent

Available Now

20 Colborne Rd

BostonMA02135
property at 99 Dustin St

$2,250 - $2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,700

Total Monthly Price
$2,250 - $2,700

1 To 2 Bedroom Condos for Rent

Available Now

99 Dustin St

BostonMA02135
property at 80 Gardner St

$2,250 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,500

Total Monthly Price
$2,250 - $2,500

Studio To 1 Bedroom Condos for Rent

Available Aug 31

80 Gardner St

BostonMA02134
property at 47 Gordon St

$2,250 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $2,500

Total Monthly Price
$2,250 - $2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

47 Gordon St

BostonMA02134
property at 1193 Commonwealth Ave

$2,250 - $5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250 - $5,300

Total Monthly Price
$2,250 - $5,300

Studio To 4 Bedroom Condos for Rent

Available Now

property at 1179 Commonwealth Ave

$2,265 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,265 - $5,000

Total Monthly Price
$2,265 - $5,000

Studio To 4 Bedroom Condos for Rent

Available Now

property at 71 Gardner St

$2,300 - $2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $2,900

Total Monthly Price
$2,300 - $2,900

1 To 2 Bedroom Condos for Rent

Available Now

71 Gardner St

BostonMA02134
property at 72 Euston Rd

$2,300 - $4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $4,500

Total Monthly Price
$2,300 - $4,500

1 To 3 Bedroom Condos for Rent

Available Now

72 Euston Rd

BostonMA02135
property at 1634 Commonwealth Ave

$2,300 - $2,725

Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $2,725

Total Monthly Price
$2,300 - $2,725

1 To 2 Bedroom Condos for Rent

Available Now

property at 1135 Commonwealth Ave

$2,325 - $4,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,325 - $4,200

Total Monthly Price
$2,325 - $4,200

1 To 3 Bedroom Condos for Rent

Available Now

property at 1630 Commonwealth Ave

$2,325 - $2,875

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,325 - $2,875

Total Monthly Price
$2,325 - $2,875

1 To 2 Bedroom Condos for Rent

Available Now

property at 1626 Commonwealth Ave

$2,325 - $2,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,325 - $2,695

Total Monthly Price
$2,325 - $2,695

1 To 3 Bedroom Condos for Rent

Available Now

property at 11 Scottfield Rd

$2,350 - $3,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350 - $3,650

Total Monthly Price
$2,350 - $3,650

1 To 4 Bedroom Condos for Rent

Available Now

11 Scottfield Rd

BostonMA02134
property at 5 Barrows St

$2,350 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350 - $2,500

Total Monthly Price
$2,350 - $2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

5 Barrows St

BostonMA02134

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4698 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4116 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $725 to $38,000.

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 $725 to $38,000 with an average monthly rent of $7,938.

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 $1,350 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $15,000. Four Bedroom Single-Family rentals are also available starting from $825 and Four Bedroom Apartments start at $1,175.

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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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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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.