Luxury Homes for Rent in Chestnut Hill, MA (2,669 Rentals) Page 3 of 54

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

property at 187 Florence St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

187 Florence St

BostonMA02131
property at 142 Kenrick St

$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 Mar 1, 2026

142 Kenrick St, Unit 24

142 Kenrick St
BostonMA02135
property at 365 Faneuil St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

365 Faneuil St, Unit 12

365 Faneuil St
BostonMA02135
property at 10 Scottfield Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

10 Scottfield Rd

BostonMA02134
property at 357 Faneuil St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

357 Faneuil St, Unit 5

357 Faneuil St
BostonMA02135
property at 17 Glencoe St

$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

17 Glencoe St

BostonMA02135
property at 239 Kelton St

$2,500 - $2,860

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom Rentals

Available Now

239 Kelton St

BostonMA02134
property at 191 Washington St

$2,500 - $4,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

1 To 2 Bedroom Rentals

Available Now

191 Washington St

BostonMA02135
property at 15 Euston Rd

$2,525

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,525
Total Monthly Price
$2,525

1 Bedroom, 1 Bath Condo for Rent

Available Now

15 Euston Rd, Unit 6

15 Euston Rd
BostonMA02135
property at 155 Brighton Ave

$2,550

Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$2,550
Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

155 Brighton Ave, Unit 2

155 Brighton Ave
BostonMA02134
property at 19 South St

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550
Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

19 South St, Unit 11

19 South St
BostonMA02135
property at 135 Chiswick Rd

$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

135 Chiswick Rd, Unit 512

135 Chiswick Rd
BostonMA02135
property at 20 Radcliffe Rd

$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

20 Radcliffe Rd, Unit 20 Radcliffe, #212

20 Radcliffe Rd
BostonMA02134
property at 91 Wallingford Rd

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550
Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Jan 1, 2026

91 Wallingford Rd, Unit 2

91 Wallingford 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
property at 7 Commonwealth Ct

$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

7 Commonwealth Ct, Unit 12

7 Commonwealth Ct
BostonMA02135
property at 3951 Washington St

$2,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550
Total Monthly Price
$2,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

3951 Washington St, Unit 3R

3951 Washington St
BostonMA02131
property at 70 Leo M Birmingham Pkwy

$2,450 - $5,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,550
Total Monthly Price
$2,550

Studio To 2 Bedroom Rentals

Available Now

70 Leo M Birmingham Pkwy

BostonMA02135
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116 Winthrop Rd
$2,575
Total Monthly Price

Total Monthly Price

Base Rent
$2,130
Required Monthly Fees
$445
Total Monthly Price
$2,575
3 Bedroom Apartments Available Now

116 Winthrop Rd

116 Winthrop RdBrookline, MA 02445
Furnished
property at 110 Brainerd Rd

$2,575

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,575
Total Monthly Price
$2,575

2 Bedroom, 1 Bath Condo for Rent

Available Now

110 Brainerd Rd, Unit F-2

110 Brainerd Rd
BostonMA02134
property at 240 Kelton St

$2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595
Total Monthly Price
$2,595

2 Bedroom, 1 Bath Condo for Rent

Available Now

240 Kelton St, Unit 3

240 Kelton St
BostonMA02134
Showing Results 101-150, Page 3 of 54

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 4124 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $375 to $21,050. There are also 3255 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 $8,086.

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 $950 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $22,000. Four Bedroom Single-Family rentals are also available starting from $725 and Four Bedroom Apartments start at $1,225.

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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