16 Stonecleve Rd
WellesleyMA02482
Luxury Homes for Rent in Wellesley, MA (107 Rentals)
The most luxurious Homes in Wellesley with high-end amenities, features, and finishes.
133 Walnut St
WellesleyMA02481
133 Walnut St
WellesleyMA02481
37 Linden St
WellesleyMA02482
8 Dunedin Rd
WellesleyMA02481
40 Cedar St
WellesleyMA02481
40 Cedar St
WellesleyMA02481
11 Oak St
WellesleyMA02482
4 Edgemoor Cir
WellesleyMA02482
42 River Rdg
WellesleyMA02481
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.
396 Wellesley Ave
WellesleyMA02481
2 Marigold Ave
WellesleyMA02482
22 Cleveland Rd
WellesleyMA02481
1 Sunnyside Ave
WellesleyMA02482
58 Longfellow Rd
WellesleyMA02481
17 Willow St
WellesleyMA02481
115 Parker Rd
WellesleyMA02482
94 Rice St
WellesleyMA02482
14 Lilac Cir
WellesleyMA02482
11 Nantucket Rd
WellesleyMA02481
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
11 Nantucket Rd
WellesleyMA02481
37 Wildon Rd
WellesleyMA02482
29 Burke Ln
WellesleyMA02481
15 Edgemoor Cir
WellesleyMA02482
12 Brook St
WellesleyMA02482
27 Mellon Rd
WellesleyMA02482
62 Pond Rd
WellesleyMA02482
91 Seaver St
WellesleyMA02481
68 Cottage St
NewtonMA02464
57 Harvard Street Extension
NatickMA01760
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.
close
View Me
$2,700
Plus Fees
2 Bedroom Apartments Available Jan 1, 2026757 Highland Ave
757 Highland AveNeedham, MA 02494
close
View Me
757 Highland Ave
NeedhamMA02494
15 Pennsylvania Ave
NewtonMA02464
close
View Me
116 Floral St
NewtonMA02461
28 Woodward St
NewtonMA02461
close
View Me
close
View Me
close
View Me
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.
266 Grove St, Unit #11
266 Grove St
AuburndaleMA02466
757 Highland Ave
NeedhamMA02494
75 Wyman St
NewtonMA02468
67 Wyman St
NewtonMA02468
11 Franklin St
NatickMA01760
37 Wyman St, Unit #2
37 Wyman St
WabanMA02468
168 Elliot St
NewtonMA02464
40 Butts St
NewtonMA02464
27 Payne Rd
NewtonMA02461
63 Pierrepont Rd
NewtonMA02462
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.
Wellesley, MA Local Guide
Residence halls at Wellesley College by Jared and Corin is licensed under CC BY 2.0
How much does it cost to rent a home in Wellesley?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley 2 Bedroom Homes for Rent | $3,558 | $2,500 | $8,500 |
| Wellesley 3 Bedroom Homes for Rent | $4,307 | $2,800 | $6,800 |
| Wellesley 4 Bedroom Homes for Rent | $6,245 | $4,000 | $10,000+ |
| Wellesley 5 Bedroom Homes for Rent | $9,232 | $1,030 | $10,000+ |
| Wellesley 6 Bedroom Homes for Rent | $8,063 | $5,555 | $9,998 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Wellesley
Explore Wellesley
Wellesley, MA Local Guide
- Wellesley Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Article
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 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 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.
Let everyone know!
Do you know the Wellesley area?
If you’re an expert on all things Wellesley, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Best Local Schools in Wellesley, MA
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Wellesley, MA Rentals by Map
See the most popular apartments and homes in Wellesley, MA
Frequently Asked Questions about Wellesley
What type of rentals are currently available in Wellesley?
There are currently 142 Apartments for Rent in Wellesley, MA with pricing that ranges from $1,900 to $12,000. There are also 113 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley ranging from $1,030 to $22,500.
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 $1,030 to $22,500 with an average monthly rent of $5,917.
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 $3,000 to $7,099, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,800. Four Bedroom Single-Family rentals are also available starting from $4,000 and Four Bedroom Apartments start at $4,200.
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!