5 Bedroom Homes for Rent in Highland Park Neighborhood of Roxbury, MA (63 Rentals)

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property at 4 Wakullah St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

5 Bedroom, 2 Bath Townhome for Rent

Available Now

4 Wakullah St

BostonMA02119
property at 129 Cedar St

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100 - $5,100

Total Monthly Price
$4,100 - $5,100

5 Bedroom Condos for Rent

Available Now

129 Cedar St

BostonMA02119
property at 127 Cedar St

$4,950 - $5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400 - $5,000

Total Monthly Price
$4,400 - $5,000

5 Bedroom Condos for Rent

Available Sep 1

127 Cedar St

BostonMA02119
property at 127 Cedar St

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500 - $5,100

Total Monthly Price
$4,500 - $5,100

5 Bedroom Condos for Rent

Available Now

127 Cedar St

BostonMA02119
property at 739 Parker St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

5 Bedroom, 2 Bath Condo for Rent

Available Now

739 Parker St, Unit 3

739 Parker St
BostonMA02120
property at 127 Cedar St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

127 Cedar St, Unit 3

127 Cedar St
BostonMA02119
property at 34 Cherokee St

$5,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,550

Total Monthly Price
$5,550

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

34 Cherokee St, Unit 3

34 Cherokee St
BostonMA02120
property at 2601 Washington St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

2601 Washington St

BostonMA02119
property at 61 Hillside St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 2 Bath Home for Rent

Available Sep 1

61 Hillside St

BostonMA02120
property at 36 Cherokee St

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400 - $7,500

Total Monthly Price
$6,400 - $7,500

5 Bedroom Condos for Rent

Available Now

36 Cherokee St

BostonMA02120

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

property at 172 Saint Alphonsus St

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

5 Bedroom, 1 Bath Condo for Rent

Available Now

172 Saint Alphonsus St, Unit 2

172 Saint Alphonsus St
BostonMA02120
property at 55 Hillside St

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

5 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

55 Hillside St

BostonMA02120
property at 6 Harleston St

$7,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,700 - $7,400

Total Monthly Price
$6,700 - $7,400

5 Bedroom Condos for Rent

Available Sep 1

6 Harleston St

BostonMA02120
property at 44 Hillside St

$8,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,700 - $8,250

Total Monthly Price
$6,700 - $8,250

5 Bedroom Condos for Rent

Available Now

44 Hillside St

BostonMA02120
property at 226 Calumet St

$7,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800 - $7,750

Total Monthly Price
$6,800 - $7,750

5 Bedroom Condos for Rent

Available Sep 1

226 Calumet St

BostonMA02120
property at 12 Wensley St

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100 - $7,500

Total Monthly Price
$5,100 - $7,500

5 Bedroom Condos for Rent

Available Now

12 Wensley St

BostonMA02120
property at 9 Carmel St

$8,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,095

Total Monthly Price
$8,095

5 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

9 Carmel St

BostonMA02120
property at 1 Terrace St

$8,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,750

Total Monthly Price
$8,750

5 Bedroom, 2 Bath Townhome for Rent

Available Now

1 Terrace St

BostonMA02120
property at 841 Parker St

$8,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,850

Total Monthly Price
$8,850

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

841 Parker St, Unit 1

841 Parker St
BostonMA02120
property at 8 Sewall St

$9,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2.5 Bath Condo for Rent

Available Now

8 Sewall St, Unit 1

8 Sewall St
Roxbury CrossingMA02120

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

property at 839 Parker St

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

5 Bedroom, 2 Bath Townhome for Rent

Available Aug 31

839 Parker St

BostonMA02120

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Frequently Asked Questions about Highland Park

What type of rentals are currently available in Highland Park?

There are currently 439 Apartments for Rent in Highland Park, MA with pricing that ranges from $1,093 to $15,250. There are also 338 Single Family Homes for rent, Condos, and Townhome rentals currently available in Highland Park ranging from $1,025 to $10,500.

What is the current price range for Rental Homes in Highland Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Highland Park ranges from $1,025 to $10,500 with an average monthly rent of $4,896.

How much are larger Three and Four Bedroom Rentals in Highland Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Highland Park range from $1,495 to $6,189, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,380 to $6,195. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $3,800.

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

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units  article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.