
Luxury Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA (100 Rentals)
The most luxurious Homes in the Wellesley Hills area of Wellesley with high-end amenities, features, and finishes.


15 Edgemoor Cir

22 Cleveland Rd, Unit 1

22 Cleveland Rd

7 Sunnyside Ave

7 Sunnyside Ave

7 Sunnyside Ave
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.

64 Shore Rd

312 Washington St

1 Edmunds Rd

23 Chestnut St

28 Burke Ln

65 Denton Rd

28 Mansfield Rd

94 Rice St

73 Edgemoor Ave

14 Lilac Cir

16 Pinevale Ave

76 Wellesley Ave

31B Oak St
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.

440 Washington St

105 Parker Rd

31 Rockland St

22 Cleveland Rd

7 Sunnyside Ave

2 Marigold Ave

10 Wellesley Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

27 Gammons Rd

27 Gammons Rd, Unit 27

829 Chestnut St

27 Gammons Rd

829 Chestnut St

829 Chestnut St

829 Chestnut St

829 Chestnut St

829 Chestnut St, Unit 1

211 West 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.

75 Woodchester Dr

14 Evergreen Ave

445 Glen Rd

305 Central St

305 Central St

305 Central St

305 Central St

2044 Beacon St, Unit 2

2044 Beacon St, Unit 2

2044 Beacon St, Unit 2

305 Central St

15 Mercer Rd

51 Brackett St, Unit 2
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
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 | $3,150 | $2,600 | $4,000 |
Wellesley Hills 3 Bedroom Homes for Rent | $4,281 | $2,650 | $5,750 |
Wellesley Hills 4 Bedroom Homes for Rent | $6,048 | $3,950 | $8,800 |
Wellesley Hills 5 Bedroom Homes for Rent | $9,621 | $5,500 | $10,000+ |
Wellesley Hills 6 Bedroom Homes for Rent | $10,883 | $7,650 | $10,000+ |
Wellesley Hills 7 Bedroom Homes for Rent | $17,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 100 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
- ZIP codes
- Local Counties
- School Districts
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.
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 $1,050 to $23,065. There are also 106 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,650 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 $1,650 to $19,500 with an average monthly rent of $7,552.
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 $3,200 to $23,065, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,650 to $5,750. 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.

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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.