close
View Me
Cheap Apartments for Rent in the Wellesley Hills Neighborhood of Wellesley, MA from $1,100 (22 Rentals)
Search the lowest-cost Apartments available for rent right now in the Wellesley Hills area of Wellesley.
close
View Me
close
View Me
Private bedroom in 5 bed/2.5 bath Home
337 Central St
BostonMA02466
Private bedroom in 5 bed/2 bath Home
337 Central St
BostonMA02466
close
View Me
close
View Me
from $1,8501 to 3 Bedroom Apartments Available Aug 15
Rosemary Lake Apartments
187 Rosemary StNeedham, MA 02494
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.
close
View Me
979 Chestnut St
NewtonMA02464
close
View Me
975 Chestnut St, Unit 1
975 Chestnut St
NewtonMA02464
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.
975 Chestnut St
NewtonMA02464
close
View Me
close
View Me
from $2,1001 Bedroom Apartment Available Sep 1
268 Grove St, Unit 2-A
268 Grove StAuburndale, MA 02466
close
View Me
close
View Me
from $2,3001 Bedroom Apartment Available Aug 1
2007 Commonwealth Ave, Unit 27
2007 Commonwealth AveAuburndale, MA 02466
2043 Commonwealth Ave, Unit 36
2043 Commonwealth Ave
AuburndaleMA02466
close
View Me
from $2,4501 Bedroom Apartment Available Sep 1
1595 Commonwealth Ave
1595 Commonwealth AveNewton, MA 02465
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.
close
View Me
210 Hillside Ave
NeedhamMA02494
close
View Me
close
View Me
Showing Results 1-22, Page 1 of 1
Wellesley Hills, Wellesley, MA Local Guide
Residence halls at Wellesley College by Jared and Corin is licensed under CC BY 2.0
How much does it cost to rent an apartment in Wellesley Hills?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Wellesley Hills Studio Apartments | $4,503 | $1,800 | $8,901 |
| Wellesley Hills 1 Bedroom Apartments | $4,224 | $1,750 | $10,000+ |
| Wellesley Hills 2 Bedroom Apartments | $4,236 | $2,100 | $10,000+ |
| Wellesley Hills 3 Bedroom Apartments | $5,554 | $3,000 | $10,000+ |
| Wellesley Hills 4 Bedroom Apartments | $5,766 | $5,400 | $7,000 |
Browse Apartments in this Neighborhood
There are currently 22 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
- Nearby Wellesley neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Wellesley Hills Apartments for Rent
The cheapest available apartment rental in the Wellesley Hills area of Boston, MA is a 1 Bed unit found at Chestnut Hollow Apartments priced from $2,850. The Nines has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,906. Here are the most affordable Wellesley Hills apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Chestnut Hollow Apartments | 1 Bedroom Senior Apartment | 1BR,1BA | $2,850 |
| The Nines | B | 1BR,1BA | $2,906 |
| The Kendrick | S6 | Studio,1BA | $2,950 |
| Charles River Landing | Plan A (A1A) | 1BR,1BA | $3,078 |
| Highland Park | 1 Bed - 1 Bath | 1BR,1BA | $3,200 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of June 15, 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 1383 Washington St Model at 1383 Washington St, Unit 3 starting at $3,600 with a $0.36 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 |
| 1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
| 1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
| 1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
| 1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
| 2044 Beacon St, Unit 2 | 2044 Beacon St | 4BR,4BA | $0.56 |
| 1012 Chestnut St, Unit 1 | 1012 Chestnut St | 2BR,1.5BA | $0.38 |
| 2251 Washington St, Unit 2251 | 2251 Washington St | 2BR,1.5BA | $0.32 |
| 2251 Washington St, Unit 3 | 2251 Washington St | 2BR,1.5BA | $0.32 |
| 27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
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.
Let everyone know!
Do you know the Wellesley Hills area?
If you’re an expert on all things Wellesley Hills, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleWellesley Hills, Wellesley, MA
Ranked #5
Among neighborhoods in Wellesley, MA 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 Cheap Wellesley Hills Apartments
What is the Cheapest Studio apartment in Wellesley Hills?
Currently the most affordable Cheap Studio Apartment in Wellesley Hills is at The Kendrick listed at $2,950.
How much is rent for a Cheap One Bedroom Wellesley Hills Apartment?
The lowest price for a Cheap One Bedroom Wellesley Hills Apartment is $2,850 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 $3,250 at Chestnut Hollow Apartments.
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.