Homes for Rent in the Wellesley Hills Neighborhood of Wellesley, MA (74 Rentals)

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property at 7 Sunnyside Ave
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
12 Month Lease Term
4 Bedroom, 2.5 Bath Home for Rent
Available Now

7 Sunnyside Ave

WellesleyMA02482
property at 7 Springdale Ave
$5,400

Total Monthly Price

Base Rent$5,400

Total Monthly Price$5,400
12 Month Lease Term
5 Bedroom, 2 Bath Home for Rent
Available Oct 15

7 Springdale Ave

WellesleyMA02481
property at 49 Cottonwood Rd
$7,400

Total Monthly Price

Base Rent$7,400

Total Monthly Price$7,400
4 Bedroom, 4 Bath Home for Rent
Available Oct 19

49 Cottonwood Rd

WellesleyMA02482
property at 243 Walnut St
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

243 Walnut St

WellesleyMA02481
property at 440 Washington St
$4,950

Total Monthly Price

Base Rent$4,950

Total Monthly Price$4,950
4 Bedroom, 2 Bath Townhome for Rent
Available Now

440 Washington St

WellesleyMA02481
property at 144 Linden St
$7,900

Total Monthly Price

Base Rent$7,900

Total Monthly Price$7,900
3 Bedroom, 2.5 Bath Condo for Rent
Available Now

144 Linden St

WellesleyMA02482
property at 15 Waban St
$10,000

Total Monthly Price

Base Rent$10,000

Total Monthly Price$10,000
4 Bedroom, 4.5 Bath Condo for Rent
Available Now

15 Waban St

WellesleyMA02482
property at 5 Westerly St
$3,900

Total Monthly Price

Base Rent$3,900

Total Monthly Price$3,900
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now

5 Westerly St

WellesleyMA02482
property at 23 Bellevue Rd
$16,800

Total Monthly Price

Base Rent$16,800

Total Monthly Price$16,800
12 Month Lease Term
5 Bedroom, 4.5 Bath Home for Rent
Available Now

23 Bellevue Rd

WellesleyMA02481

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Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

property at 62 Washington St
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
3 Bedroom, 2 Bath Townhome for Rent
Available Now

62 Washington St

WellesleyMA02481
property at 12 Leighton Rd
$5,300

Total Monthly Price

Base Rent$5,300

Total Monthly Price$5,300
4 Bedroom, 2 Bath Home for Rent
Available Now

12 Leighton Rd

WellesleyMA02482
property at 283 Hillside Ave
$3,700

Total Monthly Price

Base Rent$3,700

Total Monthly Price$3,700
12 Month Lease Term
3 Bedroom, 2 Bath Condo for Rent
Available Now

283 Hillside Ave, Unit 1

283 Hillside Ave
NeedhamMA02494
property at 27 Gammons Rd
$10,999

Total Monthly Price

Base Rent$10,999

Total Monthly Price$10,999
12 Month Lease Term
3 Bedroom, 3 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

27 Gammons Rd

WabanMA02468
property at 9 Bertrand Rd
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
12 Month Lease Term
3 Bedroom, 3.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

9 Bertrand Rd

AuburndaleMA02466
property at 760 Highland Ave
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now

760 Highland Ave

NeedhamMA02494
property at 1551 Commonwealth Ave
$7,700

Total Monthly Price

Base Rent$7,700

Total Monthly Price$7,700
12 Month Lease Term
4 Bedroom, 3.5 Bath Home for Rent
Available Now
Furnished
property at 117 Elm St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
4 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

117 Elm St, Unit 2

117 Elm St
NewtonMA02465
property at 22 Central Ave
$3,900

Total Monthly Price

Base Rent$3,900

Total Monthly Price$3,900
12 Month Lease Term
4 Bedroom, 1.5 Bath Townhome for Rent
Available Now

22 Central Ave

NeedhamMA02494
property at 43 West St
$4,800

Total Monthly Price

Base Rent$4,800

Total Monthly Price$4,800
12 Month Lease Term
3 Bedroom, 2 Bath Townhome for Rent
Available Now

43 West St

NeedhamMA02494

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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property at 15 Mercer Rd
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
1 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Nov 1
Furnished

15 Mercer Rd

NeedhamMA02494
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

property at 1940 Washington St
$2,949

Total Monthly Price

Base Rent$2,949

Total Monthly Price$2,949
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1940 Washington St

NewtonMA02466
property at 27 Gammons Rd
$15,000

Total Monthly Price

Base Rent$15,000

Total Monthly Price$15,000
5 Bedroom, 4.5 Bath Home for Rent
Available Now

27 Gammons Rd

NewtonMA02468
property at 183 St Mary St
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 2.5 Bath Townhome for Rent
Available Now

183 St Mary St

NeedhamMA02494
property at 187 St Mary St
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1.5 Bath Townhome for Rent
Available Now
Affordability

187 St Mary St

NeedhamMA02494
property at 115 Aspen Ave
$11,000

Total Monthly Price

Base Rent$11,000

Total Monthly Price$11,000
4 Bedroom, 3.5 Bath Home for Rent
Available Nov 1
Outdoors

115 Aspen Ave

NewtonMA02466
property at 27 Sullivan Ave
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
5 Bedroom, 3.5 Bath Home for Rent
Available Now
Luxury

27 Sullivan Ave

NewtonMA02464
property at 250 Grove St
$1,792

Total Monthly Price

Base Rent$1,792

Total Monthly Price$1,792
Studio, 1 Bath Condo for Rent
Available Sep 15
Affordability

250 Grove St

NewtonMA02466
property at 289 Webster St
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

289 Webster St

NewtonMA02466
property at 311 Dedham Ave
$14,800

Total Monthly Price

Base Rent$14,800

Total Monthly Price$14,800
6 Bedroom, 7.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

311 Dedham Ave

NeedhamMA02492

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.

Wellesley Hills, Wellesley, MA Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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.

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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

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Frequently Asked Questions about Wellesley Hills

What type of rentals are currently available in Wellesley Hills?

There are currently 76 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,950 to $7,800. There are also 75 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,050 to $16,800.

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 $1,050 to $16,800 with an average monthly rent of $4,801.

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 $7,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $10,999. Four Bedroom Single-Family rentals are also available starting from $3,500 and Four Bedroom Apartments start at $4,250.

Expert Rental Resources

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.

Helpful Local Expert Guides

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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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What It Really Costs to Live in Boston: A Local Renter's Guide

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

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Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.