Homes for Rent in Hillside Street Neighborhood of Milton, MA (58 Rentals)

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property at 29 Laurel Rd

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

29 Laurel Rd, Unit #0

29 Laurel Rd
MiltonMA02186
property at 1749 Canton Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

1749 Canton Ave, Unit A

1749 Canton Ave
MiltonMA02186
property at 137 Thacher St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

137 Thacher St

MiltonMA02186
property at 16 Blue Hill Ave

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 2.5 Bath Home for Rent

Available Now

16 Blue Hill Ave

MiltonMA02186
property at 22 Hope Ave

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 2 Bath Home for Rent

Available Now

22 Hope Ave

MiltonMA02186
property at 1253 Beacon St

$2,650

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

1253 Beacon St, Unit B2

1253 Beacon St
BrooklineMA02446
property at 39 California Ave

$2,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

39 California Ave, Unit 2

39 California Ave
QuincyMA02169
property at 41 West St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1.5 Bath Condo for Rent

Available Jan 15, 2026

41 West St, Unit VAN

41 West St
BostonMA02136

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property at 20 Larry St

$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 Now

20 Larry St, Unit 2

20 Larry St
QuincyMA02169
property at 40 Hilda St

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

40 Hilda St, Unit 2

40 Hilda St
QuincyMA02169
property at 76 Common 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

76 Common St, Unit 2

76 Common St
QuincyMA02169
property at 65 Jenness 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 Now

65 Jenness St, Unit 65

65 Jenness St
QuincyMA02169
property at 27 Roosevelt Rd

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

2 Bedroom, 1 Bath Condo for Rent

Available Now

27 Roosevelt Rd, Unit 1

27 Roosevelt Rd
QuincyMA02169
property at 614 Pond St

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

614 Pond St, Unit 1303

614 Pond St
BraintreeMA02184
property at 17 Albany 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 Albany St, Unit 1

17 Albany St
QuincyMA02170
property at 60 Exeter 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

60 Exeter St, Unit 2

60 Exeter St
QuincyMA02170
property at 36 Hillside Ave

$2,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

36 Hillside Ave, Unit 2

36 Hillside Ave
QuincyMA02170

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property at 115 Everett St

$2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

115 Everett St, Unit 1

115 Everett St
QuincyMA02170
property at 289 Highland Ave

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Townhome for Rent

Available Now

289 Highland Ave, Unit 1L

289 Highland Ave
QuincyMA02170
property at 80 Brook St

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

80 Brook St, Unit 2

80 Brook St
QuincyMA02170
property at 231 Fayette St

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

1 Bedroom, 1 Bath Condo for Rent

Available Now

231 Fayette St, Unit 2

231 Fayette St
QuincyMA02170

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property at 36 Fitzgerald St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

36 Fitzgerald St

RandolphMA02368
property at 2 Turning Mill Ln

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

2 Turning Mill Ln

QuincyMA02169
property at 26 Clifford St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Townhome for Rent

Available Now

26 Clifford St

BostonMA02136
property at 55-57-57 Osceola St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

4 Bedroom, 1 Bath Townhome for Rent

Available Now

55-57-57 Osceola St

BostonMA02136
property at 23 Holmfield Ave

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

4 Bedroom, 1.5 Bath Home for Rent

Available Now

23 Holmfield Ave

BostonMA02136
property at 1 Westinghouse Plaza

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

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property at 141 Willard St

$2,095

Total Monthly Price

Total Monthly Price

Base Rent
$2,095

Total Monthly Price
$2,095

2 Bedroom, 1 Bath Condo for Rent

Available Now

141 Willard St

QuincyMA02169
property at 11 Walter St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Condo for Rent

Available Now

11 Walter St

BostonMA02136
property at 1144 River St

$2,075

Total Monthly Price

Total Monthly Price

Base Rent
$2,075

Total Monthly Price
$2,075

1 Bedroom, 1 Bath Condo for Rent

Available Now

1144 River St

BostonMA02136
property at 25 Alpine St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

1 Bedroom, 1 Bath Condo for Rent

Available Now

25 Alpine St

BostonMA02126
property at 7 Ponkapoag Way

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Home for Rent

Available Now

7 Ponkapoag Way

CantonMA02021
property at 310 Copeland St

$2,195

Total Monthly Price

Total Monthly Price

Base Rent
$2,195

Total Monthly Price
$2,195

2 Bedroom, 1 Bath Condo for Rent

Available Now

310 Copeland St

QuincyMA02169
property at 39 Hall Pl

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

39 Hall Pl

QuincyMA02169
property at 22 Lambert Rd

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2 Bath Townhome for Rent

Available Now

22 Lambert Rd

RandolphMA02368
property at 12 Cedar Dr

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Home for Rent

Available Jan 1, 2026

12 Cedar Dr

CantonMA02021
property at 453 Pond St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Townhome for Rent

Available Now

453 Pond St

BraintreeMA02184

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Hillside Street, Milton, MA Local Guide

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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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Pet Friendly Lifestyle
Hillside Street, Milton, MA

Ranked #3

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Hillside Street

What type of rentals are currently available in Hillside Street?

There are currently 209 Apartments for Rent in Hillside Street, MA with pricing that ranges from $1,400 to $5,585. There are also 58 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside Street ranging from $1,150 to $6,000.

What is the current price range for Rental Homes in Hillside Street?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Hillside Street ranges from $1,150 to $6,000 with an average monthly rent of $3,621.

How much are larger Three and Four Bedroom Rentals in Hillside Street?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Hillside Street range from $2,600 to $5,585, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,395 to $4,100. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $2,900.

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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