Homes for Rent in Chestnut Hill, MA with Swimming Pool (117 Rentals)

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property at 40 Bryon Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

40 Bryon Rd, Unit 1

40 Bryon Rd
Chestnut HillMA02467
property at 2 Hammond Pond Pky

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

2 Hammond Pond Pky, Unit 604

2 Hammond Pond Pky
Chestnut HillMA02467
property at 194 Gerry Rd

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1.5 Bath Townhome for Rent

Available Now

194 Gerry Rd

Chestnut HillMA02467
property at 97 Sherman Rd

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1 Bath Townhome for Rent

Available Aug 1

97 Sherman Rd

Chestnut HillMA02467
property at 79 Thornton Rd

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

79 Thornton Rd, Unit 79

79 Thornton Rd
Chestnut HillMA02467
property at 20 Hammond Pond Pky

$3,300

Total Monthly Price24 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Aug 1

20 Hammond Pond Pky, Unit 206

20 Hammond Pond Pky
Chestnut HillMA02467
property at 59 Thornton Rd

$3,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395

2 Bedroom, 1 Bath Townhome for Rent

Available Now

59 Thornton Rd

Chestnut HillMA02467
property at 130 Sherman Rd

$3,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395

2 Bedroom, 1 Bath Townhome for Rent

Available Now

130 Sherman Rd, Unit 130

130 Sherman Rd
Chestnut HillMA02467
property at 527 Vfw Pky

$3,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

527 Vfw Pky

Chestnut HillMA02467
property at 46 Gerry Rd

$3,440

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,440

Total Monthly Price
$3,440

2 Bedroom, 1 Bath Townhome for Rent

Available Now

46 Gerry Rd

Chestnut HillMA02467

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property at 33 Gerry Rd

$3,455

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,455

Total Monthly Price
$3,455

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

33 Gerry Rd

Chestnut HillMA02467
property at 148 Independence Dr

$3,645

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,645

Total Monthly Price
$3,645

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

148 Independence Dr

Chestnut HillMA02467
property at 241 Gerry Rd

$3,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,695

Total Monthly Price
$3,695

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

241 Gerry Rd

Chestnut HillMA02467
property at 499 Vfw Pky

$3,760

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,760

Total Monthly Price
$3,760

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

499 Vfw Pky

Chestnut HillMA02467
property at 120 Thornton Rd

$3,815

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,815

Total Monthly Price
$3,815

2 Bedroom, 1.5 Bath Townhome for Rent

Available Jul 1

120 Thornton Rd

Chestnut HillMA02467
property at 29 Independence Dr

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

29 Independence Dr

Chestnut HillMA02467
property at 607 Vfw Pky

$3,820

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,820

Total Monthly Price
$3,820

2 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

607 Vfw Pky

Chestnut HillMA02467
property at 250 Hammond Pond Pky

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky
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 May 1, 2027

203 Ellery Ct

Chestnut HillMA02467
property at 140 Kenrick St

$2,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

140 Kenrick St, Unit Apt 23

140 Kenrick St
BostonMA02135

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property at 50 Broadlawn Park

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

50 Broadlawn Park, Unit 307

50 Broadlawn Park
Boston CollegeMA02467
property at 57 Broadlawn Park

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

57 Broadlawn Park, Unit 11B

57 Broadlawn Park
Boston CollegeMA02467
property at 34 Bryon Rd

$2,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

34 Bryon Rd, Unit 3

34 Bryon Rd
Boston CollegeMA02467
property at 55 Broadlawn Park

$2,795

Total Monthly Price15 Month Lease Term

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

2 Bedroom, 1 Bath Condo for Rent

Available Now

55 Broadlawn Park, Unit 18

55 Broadlawn Park
Boston CollegeMA02467
property at 44 Broadlawn Park

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

44 Broadlawn Park

Boston CollegeMA02467
property at 589 Vfw Pky

$3,130

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,130

Total Monthly Price
$3,130

1 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

589 Vfw Pky

Boston CollegeMA02467
property at 162 Sherman Rd

$3,170

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,170

Total Monthly Price
$3,170

1 Bedroom, 1.5 Bath Townhome for Rent

Available Jul 15

162 Sherman Rd

Boston CollegeMA02467
property at 19 Winchester St

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

19 Winchester St, Unit 512

19 Winchester St
BrooklineMA02446
property at 1731 Beacon St

$3,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1731 Beacon St, Unit 316

1731 Beacon St
BrooklineMA02445
property at 1731 Beacon St

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

1731 Beacon St, Unit 711

1731 Beacon St
BrooklineMA02445

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property at 77 Pond Ave

$3,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

77 Pond Ave, Unit 804

77 Pond Ave
BrooklineMA02445
property at 1731 Beacon St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

1731 Beacon St, Unit 422

1731 Beacon St
BrooklineMA02445
property at 1731 Beacon St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

1731 Beacon St, Unit 108

1731 Beacon St
BrooklineMA02445
property at 1485 Beacon St

$3,730

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,730

Total Monthly Price
$3,730

1 Bedroom, 1 Bath Condo for Rent

Available Now

1485 Beacon St, Unit 708

1485 Beacon St
BrooklineMA02446
property at 50 Green St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Jul 1

50 Green St, Unit 109

50 Green St
BrooklineMA02446
property at 40 Puddingstone Ln

$12,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,800

Total Monthly Price
$12,800

6 Bedroom, 5.5 Bath Home for Rent

Available Jul 1

40 Puddingstone Ln

NewtonMA02459
property at 40 Puddingstone Ln

$12,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$12,800

Total Monthly Price
$12,800

6 Bedroom, 5.5 Bath Home for Rent

Available Jul 1

40 Puddingstone Ln

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 92 Gordon St

$2,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

Studio, 1 Bath Condo for Rent

Available Sep 1

92 Gordon St, Unit 205

92 Gordon St
BostonMA02135
property at 124 Sutherland Rd

$2,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

Studio, 1 Bath Condo for Rent

Available Sep 1

124 Sutherland Rd, Unit 1

124 Sutherland Rd
BostonMA02135

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property at 32 Gordon St

$2,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

Studio, 1 Bath Condo for Rent

Available Sep 1

32 Gordon St, Unit 205

32 Gordon St
BostonMA02134
property at 35 Westgate Rd

$2,195 - $2,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,195 - $2,595

Total Monthly Price
$2,195 - $2,595

1 To 2 Bedroom Condos for Rent

Available Now

35 Westgate Rd

BostonMA02467
property at 26 Commonwealth Ter

$2,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

26 Commonwealth Ter, Unit 3

26 Commonwealth Ter
BostonMA02135
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 142 Kenrick St

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

142 Kenrick St, Unit 38

142 Kenrick St
BostonMA02135
property at 374 Chestnut Hill Ave

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

374 Chestnut Hill Ave, Unit 43

374 Chestnut Hill Ave
BostonMA02135
property at 1486 Commonwealth Ave

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1 Bath Condo for Rent

Available Aug 30

1486 Commonwealth Ave, Unit U:18

1486 Commonwealth Ave
BostonMA02135
property at 30 Kinross Rd

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

30 Kinross Rd, Unit 2##

30 Kinross Rd
BostonMA02135
property at 137 Chiswick Rd

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

137 Chiswick Rd, Unit 3

137 Chiswick Rd
BostonMA02135
property at 51 Lake Shore Ct

$2,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

51 Lake Shore Ct, Unit 1

51 Lake Shore Ct
BostonMA02135

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Chestnut Hill, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestnut Hill, MA Rentals by Map

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Chestnut Hill, MA Apartments Map
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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 3535 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $17,000. There are also 4485 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $950 to $35,500.

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 $950 to $35,500 with an average monthly rent of $5,547.

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 $13,207, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,330 to $35,500. Four Bedroom Single-Family rentals are also available starting from $950 and Four Bedroom Apartments start at $1,050.

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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