
Luxury Homes for Rent in Wellesley Square Neighborhood of Wellesley, MA (73 Rentals)
The most luxurious Homes in the Wellesley Square area of Wellesley with high-end amenities, features, and finishes.


22 Cleveland Rd, Unit 1

7 Sunnyside Ave, Unit 1

1 Sunnyside Ave

22 Cleveland Rd

96 Washburn Ave

55 Park 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.

15 Edgemoor Cir

15 Edgemoor Cir

312 Washington St

436 Washington St

291 Linden St

10 Wellesley Ave

11 Oak St

22 Cleveland Rd

105 Parker Rd

11 Durant Rd

407 Weston Rd

440 Washington St

35 Bay State 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.

31B Oak St

5 Temple Rd

96 Washburn Ave

33 Jackson Rd

84 Cleveland Rd

26 Woodridge Rd

55 Park Ave

14 Lilac Cir

29 Burke Ln

39 Oak St
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.

94 Rice St

1 Edmunds Rd

28 Burke Ln

41 Oakridge Rd

126 Albion Rd

61 Hundreds

62 Pond Rd

11 Durant Rd

100 Rosemary Way
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

100 Rosemary Way, Unit 332

2251 Washington St

32 Dean Rd

22 Common St

51 Brackett St, Unit 2

2044 Beacon St, Unit 2

2044 Beacon St, Unit 2

2044 Beacon St, Unit #2

2044 Beacon St

2044 Beacon St

2044 Beacon St, Unit 2
Wellesley Square, Wellesley, MA Local Guide

How much does it cost to rent a home in Wellesley Square?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley Square 2 Bedroom Homes for Rent | $3,255 | $2,395 | $4,300 |
Wellesley Square 3 Bedroom Homes for Rent | $4,819 | $3,500 | $5,750 |
Wellesley Square 4 Bedroom Homes for Rent | $5,891 | $3,800 | $8,800 |
Wellesley Square 5 Bedroom Homes for Rent | $11,520 | $6,800 | $10,000+ |
Wellesley Square 6 Bedroom Homes for Rent | $10,316 | $7,450 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 73 rentals with your search options within a 3 mile radius of the Wellesley Square Neighborhood of Wellesley, MA.
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Wellesley Square, Wellesley, MA Local Guide
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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 Square
What type of rentals are currently available in Wellesley Square?
There are currently 78 Apartments for Rent in Wellesley Square, MA with pricing that ranges from $1,650 to $11,107. There are also 76 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Square ranging from $1,900 to $18,000.
What is the current price range for Rental Homes in Wellesley Square?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley Square ranges from $1,900 to $18,000 with an average monthly rent of $6,283.
How much are larger Three and Four Bedroom Rentals in Wellesley Square?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley Square range from $2,750 to $5,650, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,500 to $5,750. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $5,400.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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.