
Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $1,000 (14 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Hills area of Wellesley.


Private bedroom in 5 bed/2 bath Home

Private bedroom in 5 bed/2.5 bath Home

210 Hillside Ave
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.

979 Chestnut St

2015 Commonwealth Ave, Unit 27

165 Concord St, Unit 21

2043 Commonwealth Ave, Unit 36

25 Westfield Rd, Unit 1

312 Washington St

996 Chestnut St
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.

9 Higgins St, Unit 3
Wellesley Hills, Wellesley, MA Local Guide

How much does it cost to rent a home in Wellesley Hills?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley Hills 2 Bedroom Homes for Rent | $3,358 | $2,395 | $4,300 |
Wellesley Hills 3 Bedroom Homes for Rent | $4,385 | $1,000 | $6,500 |
Wellesley Hills 4 Bedroom Homes for Rent | $6,083 | $3,800 | $10,000+ |
Wellesley Hills 5 Bedroom Homes for Rent | $9,059 | $1,110 | $10,000+ |
Wellesley Hills 6 Bedroom Homes for Rent | $10,316 | $7,450 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 14 rentals with your search options within a 3 mile radius of the Wellesley Hills Neighborhood of Wellesley, MA.
Explore Wellesley
Wellesley Hills, Wellesley, MA Local Guide
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Cheapest Available Wellesley Hills Apartments for Rent
 Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Nines | A | Studio,1BA | $2,636 |
Highland Park | 1 Bed - 1 Bath | 1BR,1BA | $3,200 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of July 14, 2025 the best value apartment in the Wellesley Hills 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 Hills apartment is the 2044 Beacon St Model at 2044 Beacon St, Unit 2 starting at $5,500 with a $0.55 price per square foot in the Wellesley Hills neighborhood. Here is today’s list of the best values for Wellesley Hills 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 |
2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.55 |
2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.56 |
2251 Washington St, Unit 2251 | 2251 Washington St | 2BR,1.5BA | $0.32 |
1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
115 Rowe St, Unit 1 | 115 Rowe St | 4BR,2BA | $2.30 |
930 Watertown St, Unit #2 | 930 Watertown St | 2BR,1BA | $1.70 |
934 Watertown St, Unit #2 | 934 Watertown St | 2BR,1BA | $1.70 |
1304 Boylston St, Unit 1 | 1304 Boylston St | 4BR,1.5BA | $2.30 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Wellesley Hills
What type of rentals are currently available in Wellesley Hills?
There are currently 127 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,750 to $19,715. There are also 128 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,000 to $14,000.
What is the current price range for Rental Homes in Wellesley Hills?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Wellesley Hills ranges from $1,000 to $14,000 with an average monthly rent of $5,391.
How much are larger Three and Four Bedroom Rentals in Wellesley Hills?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Wellesley Hills range from $3,295 to $19,715, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $3,300.
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.

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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.