5 Bedroom Homes for Rent near Jamaica Plain, MA (176 Rentals) Page 2 of 4

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property at 67 Chester St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Rentals

Available Sep 1

67 Chester St, Unit 1

67 Chester St
BostonMA02134
property at 40 Orchard Rd

$5,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

5 Bedroom, 1.5 Bath Rentals

Available Sep 1

40 Orchard Rd, Unit 2

40 Orchard Rd
BrooklineMA02445

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property at 36 Egremont Rd

$4,400

Total Monthly Price

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

36 Egremont Rd

BostonMA02135
property at 2957 Washington St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

5 Bedroom, 2.5 Bath Home for Rent

Available Sep 1

2957 Washington St

BostonMA02119

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property at 131 Carolina Ave

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

131 Carolina Ave

BostonMA02130
property at 40 Orchard Rd

$4,900

Total Monthly Price

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

40 Orchard Rd

BrooklineMA02445
property at 40 Orchard Rd

$4,900

Total Monthly Price

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

40 Orchard Rd

BostonMA02135
property at 50 Orchard Rd

$4,900

Total Monthly Price

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

50 Orchard Rd

BrooklineMA02445
property at 42 Orchard Rd

$4,900 - $5,250

Total Monthly Price

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

5 Bedroom Rentals

Available Sep 1

42 Orchard Rd

BrooklineMA02445
property at 2779 Washington St

$4,950

Total Monthly Price24 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

5 Bedroom, 2.5 Bath Townhome for Rent

Available Now

2779 Washington St

BostonMA02119
property at 100 Mt Pleasant Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 4 Bath Condo for Rent

Available Sep 1

100 Mt Pleasant Ave

BostonMA02119
property at 6-8 Glenville Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

6-8 Glenville Ave

BostonMA02134
property at 7 Colliston Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

7 Colliston Rd

BostonMA02135
property at 30 Glenville Ave

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

30 Glenville Ave

BostonMA02134

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property at 26 Woodstock Ave

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

26 Woodstock Ave

BostonMA02135
property at 6 Glenville Terrace

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

6 Glenville Terrace

BostonMA02134
property at 866 Huntington Ave

$4,800 - $5,300

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom Rentals

Available Sep 1

866 Huntington Ave

BostonMA02120
property at 127 Cedar St

$4,400 - $5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom Rentals

Available Sep 1

127 Cedar St

BostonMA02119
property at 38 Orchard Rd

$5,250

Total Monthly Price

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

38 Orchard Rd

BrooklineMA02445
property at 41 Orchard Rd

$5,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

41 Orchard Rd

BrooklineMA02445
property at 78 Linden St

$5,250

Total Monthly Price

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

5 Bedroom Rentals

Available Sep 1

78 Linden St

BostonMA02134
property at 18 Glenville Ave

$5,400

Total Monthly Price

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

18 Glenville Ave

BostonMA02134
property at 18-20-20 Glenville Ave

$5,400

Total Monthly Price

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

5 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 18 Spofford Rd

$5,400

Total Monthly Price

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

5 Bedroom, 1 Bath Condo for Rent

Available Sep 1

18 Spofford Rd

BostonMA02134

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property at 48 Creighton St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 3 Bath Condo for Rent

Available Sep 1

48 Creighton St

BostonMA02130
property at 1886 Kelton St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

1886 Kelton St

BostonMA02134
property at 65-65 Beech Glen St

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

5 Bedroom, 2.5 Bath Condo for Rent

Available Now

65-65 Beech Glen St

BostonMA02119
property at 156 Harvard St

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

156 Harvard St

BrooklineMA02446
property at 44 Brainerd Rd

$5,650

Total Monthly Price

Total Monthly Price

Base Rent
$5,650

Total Monthly Price
$5,650

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

44 Brainerd Rd

BostonMA02134
property at 193 Kelton St

$5,700

Total Monthly Price

Total Monthly Price

Base Rent
$5,700

Total Monthly Price
$5,700

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

193 Kelton St

BostonMA02134
property at 8 Chester St

$5,800

Total Monthly Price

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

8 Chester St

BostonMA02134
property at 143 Glenville Ave

$5,800

Total Monthly Price

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

5 Bedroom, 3 Bath Townhome for Rent

Available Sep 1

143 Glenville Ave

BostonMA02134
property at 14 Chester St

$5,800

Total Monthly Price

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

14 Chester St

BostonMA02134
property at 141 Glenville Ave

$5,800

Total Monthly Price

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

5 Bedroom, 3 Bath Townhome for Rent

Available Sep 1

141 Glenville Ave

BostonMA02134

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Frequently Asked Questions about Jamaica Plain

What type of rentals are currently available in Jamaica Plain?

There are currently 4377 Apartments for Rent in Jamaica Plain, MA with pricing that ranges from $840 to $15,200. There are also 4410 Single Family Homes for rent, Condos, and Townhome rentals currently available in Jamaica Plain ranging from $820 to $33,500.

What is the current price range for Rental Homes in Jamaica Plain?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Jamaica Plain ranges from $820 to $33,500 with an average monthly rent of $3,716.

How much are larger Three and Four Bedroom Rentals in Jamaica Plain?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Jamaica Plain range from $1,100 to $13,695, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $17,500. Four Bedroom Single-Family rentals are also available starting from $1,075 and Four Bedroom Apartments start at $950.

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.

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.