
Cheap Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA from $2,000 (22 Rentals)
Search the lowest-cost Homes available for rent right now in the Wellesley Hills area of Wellesley.


Private bedroom in 5 bed/2.5 bath Home

Private bedroom in 5 bed/2.5 bath Home

17 Sullivan Ave

18 Webster St, Unit 2

979 Chestnut St

100 Rosemary Way

286 Grove St

312 Washington St

1117 Chestnut St
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

9 Higgins St, Unit 3

366 Elliot St

224 Webster St, Unit 224

1725 Commonwealth Ave, Unit 3

59 Wyman St, Unit 3

757 Highland Ave

193 Union St

2251 Washington St

59 Wyman St

53 Wyman St, Unit 4
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

757 Highland Ave

757 Highland Ave
Wellesley Hills, Wellesley, MA Local Guide

How much does it cost to rent a home in Wellesley Hills?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Wellesley Hills 2 Bedroom Homes for Rent | $3,463 | $2,650 | $7,000 |
Wellesley Hills 3 Bedroom Homes for Rent | $4,441 | $2,650 | $6,000 |
Wellesley Hills 4 Bedroom Homes for Rent | $7,022 | $3,950 | $10,000+ |
Wellesley Hills 5 Bedroom Homes for Rent | $9,234 | $5,500 | $10,000+ |
Wellesley Hills 6 Bedroom Homes for Rent | $7,650 | $7,650 | $7,650 |
Browse Homes for Rent 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.
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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 |
---|---|---|---|
The Nines | A | Studio,1BA | $2,580 |
Best Value Apartments for Rent in Wellesley Hills, MA
As of April 18, 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 |
1383 Washington St, Unit 3 | 1383 Washington St | 3BR,1BA | $0.36 |
27 Gammons Rd | 27 Gammons Rd | 5BR,4.5BA | $2.00 |
194 Auburn St, Unit 2 | 194 Auburn St | 5BR,3BA | $2.16 |
46 Auburn St, Unit 2 | 46 Auburn St | 3BR,1.5BA | $1.81 |
934 Watertown St, Unit #2 | 934 Watertown St | 2BR,1BA | $1.70 |
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Frequently Asked Questions about Wellesley Hills
What type of rentals are currently available in Wellesley Hills?
There are currently 103 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,050 to $19,728. There are also 94 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $2,000 to $19,500.
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 $2,000 to $19,500 with an average monthly rent of $5,650.
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 $2,900 to $19,728, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,650 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,950 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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.