
Cheap Homes for Rent in Medford Hillside Neighborhood of Medford, MA from $1,600 (26 Rentals)
Search the lowest-cost Homes available for rent right now in the Medford Hillside area of Medford.


65 Woods Ave

67 Greenleaf Ave

94 North St

94 North St

94 North St
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

53 Fairfax St, Unit 1

139 Hillsdale Rd, Unit 2

72 Marshall St

94 North St
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

94 North St, Unit 1

186 Powder House Blvd

56 Gordon St

56 Gordon St, Unit 1

186 Powder House Blvd

44-46 Woods Ave
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.

78 Orchard St

11 Pinkham Rd

14 Belknap St, Unit 3

14 Belknap St, Unit 3

260 Boston Ave, Unit 1
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.

49 Conwell Ave

258 Boston Ave, Unit #3
Medford Hillside, Medford, MA Local Guide

How much does it cost to rent a home in Medford Hillside?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Medford Hillside 2 Bedroom Homes for Rent | $2,957 | $2,700 | $3,400 |
| Medford Hillside 3 Bedroom Homes for Rent | $3,483 | $2,895 | $5,000 |
| Medford Hillside 4 Bedroom Homes for Rent | $4,682 | $3,425 | $7,000 |
| Medford Hillside 5 Bedroom Homes for Rent | $5,941 | $4,525 | $6,500 |
| Medford Hillside 6 Bedroom Homes for Rent | $7,321 | $6,600 | $9,000 |
Browse Homes for Rent in this Neighborhood
There are currently 26 rentals with your search options within a 2 mile radius of the Medford Hillside Neighborhood of Medford, MA.
Explore Medford
Medford Hillside, Medford, MA Local Guide
- Nearby Medford neighborhoods
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Best Value Apartments for Rent in Medford Hillside, MA
As of December 29, 2025 the best value apartment in the Medford Hillside area is the $0.30 price per square foot 96 Conwell Ave Model at 96 Conwell Ave, Unit 1 in the in the Strawberry Hill neighborhood starting from $3,000. The second greatest value Medford Hillside apartment is the 96 Conwell Ave Model at 96 Conwell Ave, Unit 1 starting at $3,300 with a $0.33 price per square foot in the Strawberry Hill neighborhood. Here is today’s list of the best values for Medford Hillside apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 96 Conwell Ave, Unit 1 | 96 Conwell Ave | 2BR,1BA | $0.30 |
| 96 Conwell Ave, Unit 1 | 96 Conwell Ave | 3BR,1BA | $0.33 |
| 96 Conwell Ave, Unit 2 | 96 Conwell Ave | 3BR,1BA | $0.33 |
| 96 Conwell Ave, Unit 3 | 96 Conwell Ave | 3BR,1BA | $0.33 |
| 96 Conwell Ave, Unit 2 | 96 Conwell Ave | 2BR,1BA | $0.30 |
| 96 Conwell Ave, Unit 1 | 96 Conwell Ave | 2BR,1BA | $0.30 |
| 79 Capen St, Unit 1 | 79 Capen St | 2BR,1BA | $0.27 |
| 69 Raymond Ave, Unit 1R | 69 Raymond Ave | 2BR,1BA | $0.26 |
| 29 Capen St, Unit #2 | 29 Capen St | 2BR,1.5BA | $0.30 |
| 69 Raymond Ave, Unit 1R | 69 Raymond Ave | 2BR,1BA | $0.26 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick 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.
Pet Friendly LifestyleMedford Hillside, Medford, MA
Ranked #7
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Medford Hillside
What type of rentals are currently available in Medford Hillside?
There are currently 154 Apartments for Rent in Medford Hillside, MA with pricing that ranges from $1,295 to $8,437. There are also 105 Single Family Homes for rent, Condos, and Townhome rentals currently available in Medford Hillside ranging from $1,650 to $9,000.
What is the current price range for Rental Homes in Medford Hillside?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Medford Hillside ranges from $1,650 to $9,000 with an average monthly rent of $4,339.
How much are larger Three and Four Bedroom Rentals in Medford Hillside?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Medford Hillside range from $2,800 to $4,750, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,895 to $5,000. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,700.
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

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!


