
Cheap Homes for Rent in Wellesley, MA from $1,600 (20 Rentals)
Search the lowest-cost Homes available for rent right now in Wellesley.


Private bedroom in 5 bed/2.5 bath Home

Private bedroom in 5 bed/2.5 bath Home

Private bedroom in 5 bed/2 bath Home

19 Rosegate Rd
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.

77 Mayflower Rd

72 Falcon St

26 N Main St

979 Chestnut St

17 Sullivan Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

97 South Ave

1143 Beacon St

1143 Beacon St

15 Church St

1117 Chestnut St
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

312 Washington St

9 Higgins St, Unit 3

366 Elliot St

1725 Commonwealth Ave, Unit 3

530 Lowell Ave, Unit 2
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
Wellesley, MA Local Guide

How much does it cost to rent a home in Wellesley?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley 2 Bedroom Homes for Rent | $3,446 | $2,500 | $7,000 |
Wellesley 3 Bedroom Homes for Rent | $4,332 | $2,650 | $6,000 |
Wellesley 4 Bedroom Homes for Rent | $6,237 | $3,950 | $10,000+ |
Wellesley 5 Bedroom Homes for Rent | $11,801 | $4,595 | $10,000+ |
Wellesley 6 Bedroom Homes for Rent | $9,075 | $7,650 | $10,000+ |
Wellesley 7 Bedroom Homes for Rent | $17,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Wellesley
Explore Wellesley
Wellesley, MA Local Guide
- Wellesley Neighborhoods
- Nearby Cities
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- Local Counties
- School Districts
Cheapest Available Wellesley Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Lincoln Street Apartments | A1M | 1BR,1BA | $2,200 |
Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,850 |
Best Value Apartments for Rent in Wellesley, MA
As of May 13, 2025 the best value apartment in the Wellesley area is the $0.54 price per square foot 2044 Beacon St Model at 2044 Beacon St, Unit 2 in the in the Wellesley Hills neighborhood starting from $5,400. The second greatest value Wellesley apartment is the 21 Kippy Dr Model at 21 Kippy Dr, Unit 21 starting at $3,400 with a $0.34 price per square foot in the Oak Hill neighborhood. Here is today’s list of the best values for Wellesley apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
21 Kippy Dr, Unit 21 | 21 Kippy Dr | 3BR,2BA | $0.34 |
40 Druid Hill Rd, Unit 40 | 40 Druid Hill Rd | 5BR,5.5BA | $2.00 |
2261 Washington St, Unit 1 | 2261 Washington St | 2BR,1.5BA | $0.30 |
27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
77 Hartford St, Unit 1 | 77 Hartford St | 3BR,2BA | $2.03 |
77 Hartford St, Unit 77 | 77 Hartford St | 3BR,2BA | $2.03 |
77 Hartford St, Unit #1 | 77 Hartford St | 3BR,2BA | $2.03 |
77 Hartford St, Unit 2 | 77 Hartford St | 3BR,2BA | $2.03 |
77 Hartford St, Unit #1 | 77 Hartford St | 3BR,2BA | $2.03 |
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.
Frequently Asked Questions about Wellesley
What type of rentals are currently available in Wellesley?
There are currently 149 Apartments for Rent in Wellesley, MA with pricing that ranges from $1,050 to $23,065. There are also 133 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley ranging from $1,650 to $20,000.
What is the current price range for Rental Homes in Wellesley?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley ranges from $1,650 to $20,000 with an average monthly rent of $7,745.
How much are larger Three and Four Bedroom Rentals in Wellesley?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley range from $2,800 to $23,065, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,650 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,950 and Four Bedroom Apartments start at $3,900.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.