
Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $900 (13 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Hills area of Wellesley.


Room in Shared 5 bed/2 bath home

Room in Shared 5 bed/2.5 bath home

Room in Shared 5 bed/2.5 bath home

3 Waban St, Unit 6

270 Grove St
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

30 Arnold St, Unit G1

25 Westfield Rd

276 Grove St, Unit 11

25 Westfield Rd
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.

25 Westfield Rd
Wellesley Hills, Wellesley, MA Local Guide

How much does it cost to rent a home in Wellesley Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills 2 Bedroom Homes for Rent | $3,068 | $2,550 | $4,700 |
| Wellesley Hills 3 Bedroom Homes for Rent | $4,011 | $2,800 | $5,495 |
| Wellesley Hills 4 Bedroom Homes for Rent | $6,494 | $4,000 | $10,000+ |
| Wellesley Hills 5 Bedroom Homes for Rent | $6,827 | $975 | $10,000+ |
| Wellesley Hills 6 Bedroom Homes for Rent | $10,950 | $5,555 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 13 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 |
|---|---|---|---|
| Woodland Park | 1 Bedroom | 1BR,1BA | $2,300 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of November 10, 2025 the best value apartment in the Wellesley Hills area is the $0.23 price per square foot 268 Grove St Model at 268 Grove St, Unit 2-A in the in the Wellesley Hills neighborhood starting from $2,300. The second greatest value Wellesley Hills apartment is the 16 Lafayette Rd Model at 16 Lafayette Rd, Unit 11A starting at $2,850 with a $0.29 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. |
|---|---|---|---|
| 268 Grove St, Unit 2-A | 268 Grove St | 1BR,1BA | $0.23 |
| 16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.29 |
| 45 Wyman St, Unit 2C | 45 Wyman St | 1BR,1BA | $0.24 |
| 53 Wyman St, Unit A-11 | 53 Wyman St | 2BR,1BA | $0.27 |
| 45 Wyman St, Unit #3 | 45 Wyman St | 2BR,1BA | $0.31 |
| 282 Grove St, Unit 03 | 282 Grove St | 2BR,1BA | $0.29 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
| 27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
| 16 Indiana Ter, Unit 16 | 16 Indiana Ter | 5BR,3BA | $0.48 |
| 14 Abbott St, Unit 3 | 14 Abbott St | 2BR,1BA | $1.63 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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 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 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 LifestyleWellesley Hills, Wellesley, MA
Ranked #5
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Wellesley Hills, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about Wellesley Hills
What type of rentals are currently available in Wellesley Hills?
There are currently 97 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,350 to $12,000. There are also 102 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $975 to $22,500.
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 $975 to $22,500 with an average monthly rent of $5,149.
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 $3,400 to $8,647, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $5,495. Four Bedroom Single-Family rentals are also available starting from $4,000 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.

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!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

