
Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $900 (19 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.


Total Monthly Price
62 Elm St, Unit 62 Elm St. Newton

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

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

Room in Shared 5 bed/2 bath home, Unit D

Room in Shared 5 bed/2.5 bath home, Unit D
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.

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

129 North Ave

Total Monthly Price
Rosemary Lake Apartments

Total Monthly Price
287 Elliot St, Unit 287-12

31 Auburn St

63 Oak 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.

Concord Street Apartments

210 Hillside Ave

61-63-63 Newell Rd

57 Eliot St

Golda Meir House 62+ Senior Housing

1932 Washington St
Cash 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.

Woodland Park
Wellesley Hills, Wellesley, MA Local Guide

How much does it cost to rent an apartment in Wellesley Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills Studio Apartments | $2,684 | $2,649 | $2,729 |
| Wellesley Hills 1 Bedroom Apartments | $3,029 | $950 | $3,750 |
| Wellesley Hills 2 Bedroom Apartments | $4,080 | $2,400 | $5,821 |
| Wellesley Hills 3 Bedroom Apartments | $4,829 | $3,400 | $8,327 |
| Wellesley Hills 4 Bedroom Apartments | $5,325 | $4,250 | $6,450 |
Browse Apartments in this Neighborhood
There are currently 19 rentals with your search options within a 3 mile radius of the Wellesley Hills Neighborhood of Wellesley, MA.
See all Apartments in WellesleyExplore Wellesley
Wellesley Hills, Wellesley, MA Local Guide
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Cheapest Available Wellesley Hills Apartments for Rent
 The cheapest available apartment rental in the Wellesley Hills area of Boston, MA is a 2 Beds unit found at Woodland Park priced from $2,600. The Nines has the second lowest priced unit, which is a Studio apartment currently listed from $2,649. Here are the most affordable Wellesley Hills apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Woodland Park | 2 Bedroom | 2BR,1BA | $2,600 |
| The Nines | A | Studio,1BA | $2,649 |
| Chestnut Hollow Apartments | 2 Bedroom Senior Apartment | 2BR,1BA | $2,800 |
| Woodland Station Apartments | The Riverside | 1BR,1BA | $3,414 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of June 10, 2026 the best value apartment in the Wellesley Hills area is the $2.00 price per square foot 27 Gammons Rd Model at 27 Gammons Rd in the in the Wellesley Hills neighborhood starting from $12,000. The second greatest value Wellesley Hills apartment is the 282 Melrose St Model at 282 Melrose St, Unit 282 starting at $3,650 with a $2.15 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. |
|---|---|---|---|
| 27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
| 282 Melrose St, Unit 282 | 282 Melrose St | 2BR,1BA | $2.15 |
| 282 Melrose St, Unit 282 Melrose Street Newton | 282 Melrose St | 2BR,1BA | $2.44 |
| 44 High St, Unit 1 | 44 High St | 4BR,2BA | $3.04 |
| 9 Keefe Ave, Unit 1 | 9 Keefe Ave | 2BR,1BA | $2.00 |
| 1383 Washington St | 1383 Washington St | 3BR,1BA | $3.00 |
| 287 Elliot St, Unit 287-12 | 287 Elliot St | 1BR,1BA | $2.10 |
| 15 Bemis Rd, Unit Apt #2 | 15 Bemis Rd | 2BR,1BA | $3.17 |
| Woodland Park | 2 Bedroom | 2BR,1BA | $3.29 |
| 62 Elm St, Unit 62 Elm St. Newton | 62 Elm St | 1BR,1BA | $2.38 |
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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 #4
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Wellesley Hills, Wellesley, MA
School data provided by Great Schools
Frequently Asked Questions about Cheap Wellesley Hills Apartments
How much is rent for a Cheap One Bedroom Wellesley Hills Apartment?
The lowest price for a Cheap One Bedroom Wellesley Hills Apartment is $2,800 at Chestnut Hollow Apartments.
What is the lowest price for a Cheap Two Bedroom Wellesley Hills Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Wellesley Hills is starting from $2,600 at Woodland Park.
What is the most affordable Wellesley Hills Three Bedroom Apartment?
The best deal on a cheap Wellesley Hills Three Bedroom Apartment rental is at The Nines and starts from $7,669.
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 I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.