
Cheap Homes for Rent in Jackson Square Neighborhood of Boston, MA from $2,200 (3 Rentals)
Search the lowest-cost Homes available for rent right now in the Jackson Square area of Boston.

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Get a local expert's guide to Boston's top 5 short-term rental neighborhoods. Essential tips on Fenway, Beacon Hill, Seaport, and Allston/Brighton.

18 Drew Ave
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

411 East St
Jackson Square, Boston, MA Local Guide

How much does it cost to rent a home in Jackson Square?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Jackson Square 2 Bedroom Homes for Rent | $2,200 | $2,200 | $2,200 |
| Jackson Square 3 Bedroom Homes for Rent | $3,200 | $2,800 | $3,600 |
Browse Homes for Rent in this Neighborhood
There are currently 3 rentals with your search options within a 2 mile radius of the Jackson Square Neighborhood of Boston, MA.
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Jackson Square, Boston, MA Local Guide
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Best Value Apartments for Rent in Jackson Square, MA
As of June 14, 2026 the best value apartment in the Jackson Square area is the $2.48 price per square foot 2 Bedrooms, 2 Bathrooms Model at Aura at Weymouth in the in the Weymouth Landing neighborhood starting from $3,000. The second greatest value Jackson Square apartment is the 1EL Elmwood Loft Model at The Ledges starting at $2,315 with a $2.38 price per square foot in the Weymouth Landing neighborhood. Here is today’s list of the best values for Jackson Square apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Aura at Weymouth | 2 Bedrooms, 2 Bathrooms | 2BR,2BA | $2.48 |
| The Ledges | 1EL Elmwood Loft | 1BR,1BA | $2.38 |
| 9 Elm St, Unit #1 | 9 Elm St | 2BR,1BA | $2.92 |
| 560 Broad St, Unit 1 | 560 Broad St | 3BR,1BA | $3.00 |
| 108 High St, Unit B | 108 High St | 1BR,1BA | $2.89 |
| 1658 Commercial St, Unit Two Bedroom in Duplex | 1658 Commercial St | 2BR,1BA | $2.22 |
| Windjammer Cove Apartments | 2 Bedroom 1 Bath(Renovated) | 2BR,1BA | $2.93 |
| Anden | 1 Bed 1 Bath | 1BR,1BA | $3.29 |
| 86-98 South St | Apt 210 | 1BR,1BA | $3.23 |
| Queen Annes | 1 Bedroom A | 1BR,1BA | $3.20 |
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.
Read ArticleDon'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 ArticleTop 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
Read ArticleReal 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.
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 LifestyleJackson Square, Boston, MA
Ranked #31
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about Jackson Square
What type of rentals are currently available in Jackson Square?
There are currently 51 Apartments for Rent in Jackson Square, MA with pricing that ranges from $1,510 to $9,911. There are also 6 Single Family Homes for rent, Condos, and Townhome rentals currently available in Jackson Square ranging from $2,200 to $3,600.
What is the current price range for Rental Homes in Jackson Square?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Jackson Square ranges from $2,200 to $3,600 with an average monthly rent of $2,700.
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
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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.