Room in Shared 5 bed/2.5 bath home
337 Central St
BostonMA02466
Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $900 (15 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Hills area of Wellesley.
28 Hale St, Unit 2
28 Hale St
NewtonMA02464
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.
Room in Shared 5 bed/2.5 bath home
337 Central St
BostonMA02466
210 Hillside Ave
NeedhamMA02494
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2007 Commonwealth Ave
AuburndaleMA02466
1315 Highland Ave
NeedhamMA02492
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2039 Commonwealth Ave
AuburndaleMA02466
165 Concord St, Unit 24
165 Concord St
NewtonMA02462
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.
9 Higgins St, Unit 3
9 Higgins St
AuburndaleMA02466
288 Grove St
AuburndaleMA02466
The 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.
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161 Hunnewell St
NeedhamMA02494
161 Hunnewell St
NeedhamMA02494
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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 a home in Wellesley Hills?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Wellesley Hills 2 Bedroom Homes for Rent | $3,132 | $2,550 | $3,800 |
| Wellesley Hills 3 Bedroom Homes for Rent | $4,155 | $1,000 | $6,800 |
| Wellesley Hills 4 Bedroom Homes for Rent | $5,853 | $3,400 | $10,000+ |
| Wellesley Hills 5 Bedroom Homes for Rent | $7,725 | $950 | $10,000+ |
| Wellesley Hills 6 Bedroom Homes for Rent | $12,607 | $6,555 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 15 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
- Nearby Wellesley neighborhoods
- Nearby Cities
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Cheapest Available Wellesley Hills Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Woodland Park | Studio | Studio,1BA | $2,200 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of September 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 278 Grove St Model at 278 Grove St, Unit 11A starting at $2,600 with a $0.26 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 |
| 278 Grove St, Unit 11A | 278 Grove St | 2BR,1BA | $0.26 |
| 50 Wyman St, Unit 4B | 50 Wyman St | 2BR,1BA | $0.26 |
| 45 Wyman St, Unit 1A | 45 Wyman St | 1BR,1BA | $0.21 |
| 268 Grove St, Unit 2-A | 268 Grove St | 1BR,1BA | $0.21 |
| 16 Lafayette Rd, Unit 11A | 16 Lafayette Rd | 2BR,1BA | $0.26 |
| 45 Wyman St, Unit 2C | 45 Wyman St | 1BR,1BA | $0.21 |
| 53 Wyman St, Unit A-11 | 53 Wyman St | 2BR,1BA | $0.26 |
| 272 Grove St | 272 Grove St | Studio ,1BA | $0.22 |
| 45 Wyman St, Unit #3 | 45 Wyman St | 2BR,1BA | $0.31 |
Quick Rent Budget Calculator
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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 108 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,600 to $12,000. There are also 125 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $950 to $30,000.
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 $950 to $30,000 with an average monthly rent of $5,409.
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 $8,235, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $6,800. Four Bedroom Single-Family rentals are also available starting from $3,400 and Four Bedroom Apartments start at $3,600.
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.