Luxury Homes for Rent in Wellesley Hills Neighborhood of Wellesley, MA (84 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

The most luxurious Homes in the Wellesley Hills area of Wellesley with high-end amenities, features, and finishes.

property at 8 Dunedin Rd

8 Dunedin Rd

WellesleyMA02481
property at 39 Twitchell St

39 Twitchell St

WellesleyMA02482
property at 22 Cleveland Rd

22 Cleveland Rd

WellesleyMA02481
property at 1 Sunnyside Ave

1 Sunnyside Ave

WellesleyMA02482
property at 58 Longfellow Rd

58 Longfellow Rd

WellesleyMA02481
property at 94 Rice St

94 Rice St

WellesleyMA02482
property at 11 Nantucket Rd

11 Nantucket Rd

WellesleyMA02481
property at 27 Mellon Rd

27 Mellon Rd

WellesleyMA02482
property at 16 Stonecleve Rd

16 Stonecleve Rd

WellesleyMA02482

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.

property at 37 Linden St

37 Linden St

WellesleyMA02482
property at 133 Walnut St

133 Walnut St

WellesleyMA02481
property at 8 Dunedin Rd

8 Dunedin Rd

WellesleyMA02481
property at 40 Cedar St

40 Cedar St

WellesleyMA02481
property at 2 Marigold Ave

2 Marigold Ave

WellesleyMA02482
property at 17 Willow St

17 Willow St

WellesleyMA02481
property at 46 Old Colony Rd

46 Old Colony Rd

WellesleyMA02481
property at 2 Minuteman Ln

2 Minuteman Ln

WellesleyMA02481
property at 14 Lilac Cir

14 Lilac Cir

WellesleyMA02482
property at 11 Nantucket Rd

11 Nantucket Rd

WellesleyMA02481

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.

property at 37 Wildon Rd

37 Wildon Rd

WellesleyMA02482
property at 12 Brook St

12 Brook St

WellesleyMA02482
property at 91 Seaver St

91 Seaver St

WellesleyMA02481
property at 19 Ridge Hill Farm Rd

19 Ridge Hill Farm Rd

WellesleyMA02482
property at 27 Mellon Rd

27 Mellon Rd

WellesleyMA02482
property at 62 Pond Rd

62 Pond Rd

WellesleyMA02482
property at 133 Walnut St

133 Walnut St

WellesleyMA02481
property at 266 Grove St

266 Grove St, Unit #11

266 Grove St
AuburndaleMA02466
property at 67 Wyman St

67 Wyman St, Unit 2

67 Wyman St
WabanMA02468
property at 11 Keefe Ave

11 Keefe Ave, Unit 2

11 Keefe Ave
NewtonMA02464

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.

property at 37 Wyman St

37 Wyman St, Unit #2

37 Wyman St
WabanMA02468
property at 53 Wyman St

53 Wyman St, Unit 4

53 Wyman St
WabanMA02468
property at 25 Rowe St

25 Rowe St, Unit 1

25 Rowe St
AuburndaleMA02466
property at 1186 Chestnut St

1186 Chestnut St

NewtonMA02464
property at 51 Brackett St

51 Brackett St, Unit 2

51 Brackett St
BostonMA02135
property at 43 West St

43 West St

NeedhamMA02494
property at 43 West St

43 West St

NeedhamMA02494
property at 48 River Ave

48 River Ave

NewtonMA02464
property at 15 Mercer Rd

15 Mercer Rd

NeedhamMA02494
property at 11 Rockland Pl

11 Rockland Pl

NewtonMA02464

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.

property at 2044 Beacon St

2044 Beacon St, Unit 2

2044 Beacon St
WabanMA02468
property at 2044 Beacon St

2044 Beacon St, Unit #2

2044 Beacon St
WabanMA02468
property at 2044 Beacon St

2044 Beacon St, Unit 2

2044 Beacon St
WabanMA02468
property at 305 Central St

305 Central St

AuburndaleMA02466
property at 305 Central St

305 Central St

AuburndaleMA02466
property at 52 Rowe St

52 Rowe St

AuburndaleMA02466
property at 30 Gammons Rd

30 Gammons Rd

WabanMA02468
property at 829 Chestnut St

829 Chestnut St

WabanMA02468
property at 27 Gammons Rd

27 Gammons Rd, Unit 27

27 Gammons Rd
WabanMA02468

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

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 Article
Decorative image

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.

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Wellesley Hills, Wellesley, MA

Ranked #5

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

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 $1,350 to $12,000. There are also 94 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,010 to $22,500.

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 $1,010 to $22,500 with an average monthly rent of $5,219.

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 $3,000 to $8,895, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,800. Four Bedroom Single-Family rentals are also available starting from $4,000 and Four Bedroom Apartments start at $4,250.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.