
Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $1,100 (13 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Hills area of Wellesley.


Room in Shared 5 bed/2.5 bath home, Unit C

129 North Ave

270 Grove St, Unit 5

270 Grove St

25 Westfield Rd, Unit 1, Unit 1
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

210 Hillside Ave

288 Grove St

268 Grove St, Unit 10, Unit 10

264 Grove St, Unit 8

290 Grove St

280 Grove St, Unit 5
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.

266 Grove St, Unit #11, Unit #11
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 | $3,043 | $2,600 | $3,900 |
| Wellesley Hills 3 Bedroom Homes for Rent | $4,828 | $3,400 | $7,000 |
| Wellesley Hills 4 Bedroom Homes for Rent | $6,016 | $4,000 | $10,000+ |
| Wellesley Hills 5 Bedroom Homes for Rent | $7,062 | $1,110 | $10,000+ |
| Wellesley Hills 6 Bedroom Homes for Rent | $12,332 | $9,998 | $10,000+ |
| Wellesley Hills 7 Bedroom Homes for Rent | $17,500 | $10,000 | $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 |
|---|---|---|---|
| New Falls Apartments | 2 Bedroom Garden | 2BR,1BA | $2,776 |
| The Nines | A | Studio,1BA | $2,949 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of April 12, 2026 the best value apartment in the Wellesley Hills area is the $0.36 price per square foot 1383 Washington St Model at 1383 Washington St, Unit #3 in the in the Wellesley Hills neighborhood starting from $3,600. The second greatest value Wellesley Hills apartment is the 2044 Beacon St Model at 2044 Beacon St, Unit 2 starting at $5,400 with a $0.54 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. |
|---|---|---|---|
| 1383 Washington St, Unit #3 | 1383 Washington St | 3BR,1BA | $0.36 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.54 |
| 282 Grove St, Unit 9 | 282 Grove St | 1BR,1BA | $0.23 |
| 286 Grove St, Unit 3 | 286 Grove St | 1BR,1BA | $0.24 |
| 27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
| 829 Chestnut St | 829 Chestnut St | 5BR,4.5BA | $2.36 |
| New Falls Apartments | 2 Bedroom Townhouse | 2BR,1.5BA | $2.24 |
| 27 Oakwood Rd, Unit 2 | 27 Oakwood Rd | 3BR,1BA | $2.50 |
| 287 Elliot St, Unit 8 | 287 Elliot St | 1BR,1BA | $2.25 |
| 268 Grove St, Unit 2 | 268 Grove St | 2BR,1BA | $2.70 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
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 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 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 86 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,900 to $12,000. There are also 64 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,110 to $17,500.
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 $1,110 to $17,500 with an average monthly rent of $6,900.
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 $2,800 to $7,994, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,400 to $7,000. Four Bedroom Single-Family rentals are also available starting from $4,000 and Four Bedroom Apartments start at $4,250.
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

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Articles, How-To's, and Tips

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.