Luxury Homes for Rent in the Wellesley Hills Neighborhood of Wellesley, MA (64 Rentals)

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

property at 1 Sunnyside Ave

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 3 Bath Condo for Rent

Available Now

1 Sunnyside Ave

WellesleyMA02482
property at 5 Westerly St

$3,900

Total Monthly Price

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 37 Cedar St

$4,045

Total Monthly Price

Total Monthly Price

Base Rent
$4,045

Total Monthly Price
$4,045

3 Bedroom, 1.5 Bath Home for Rent

Available Now

37 Cedar St

WellesleyMA02481
property at 62 Washington St

$4,150

Total Monthly Price

Total Monthly Price

Base Rent
$4,150

Total Monthly Price
$4,150

3 Bedroom, 2 Bath Townhome for Rent

Available Aug 1

62 Washington St

WellesleyMA02481
property at 15 Ledyard St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

4 Bedroom, 1.5 Bath Home for Rent

Available Sep 1

15 Ledyard St

WellesleyMA02481
property at 2 Minuteman Ln

$6,600

Total Monthly Price

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600

4 Bedroom, 2.5 Bath Home for Rent

Available Now

2 Minuteman Ln

WellesleyMA02481
property at 141 Westgate

$6,900

Total Monthly Price

Total Monthly Price

Base Rent
$6,900

Total Monthly Price
$6,900

4 Bedroom, 3.5 Bath Home for Rent

Available Now

141 Westgate

WellesleyMA02481

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property at 20 Donizetti St

$8,200

Total Monthly Price

Total Monthly Price

Base Rent
$8,200

Total Monthly Price
$8,200

5 Bedroom, 3 Bath Home for Rent

Available Now

20 Donizetti St

WellesleyMA02482
property at 144 Linden St

$8,400

Total Monthly Price

Total Monthly Price

Base Rent
$8,400

Total Monthly Price
$8,400

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

144 Linden St

WellesleyMA02482
property at 23 Bellevue Rd

$16,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$16,800

Total Monthly Price
$16,800

5 Bedroom, 4.5 Bath Home for Rent

Available Now

23 Bellevue Rd

WellesleyMA02481
property at 3 Sprague Rd

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

4 Bedroom, 3 Bath Home for Rent

Available Now

3 Sprague Rd

WellesleyMA02481
property at 31 Alba Rd

$14,000

Total Monthly Price

Total Monthly Price

Base Rent
$14,000

Total Monthly Price
$14,000

5 Bedroom, 6 Bath Home for Rent

Available Now

31 Alba Rd

WellesleyMA02481
property at 22 Cleveland Rd

$4,695

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,695

Total Monthly Price
$4,695

3 Bedroom, 2 Bath Home for Rent

Available Now

22 Cleveland Rd

WellesleyMA02481
property at 760 Highland Ave

$2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

760 Highland Ave

NeedhamMA02494
property at 11 Keefe Ave

$3,100 - $3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $3,300

Total Monthly Price
$3,100 - $3,300

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

11 Keefe Ave

NewtonMA02464
property at 43 West St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

43 West St

NeedhamMA02494
property at 50 Oakdale Ave

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

5 Bedroom, 2 Bath Home for Rent

Available Now

50 Oakdale Ave

WestonMA02493

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property at 2044 Beacon St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 4 Bath Townhome for Rent

Available Sep 1

2044 Beacon St

WabanMA02468
property at 2044 Beacon St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 4 Bath Townhome for Rent

Available Sep 1

2044 Beacon St

WabanMA02468
property at 15 Mercer Rd

$5,200

Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

3 Bedroom, 2 Bath Home for Rent

Available Oct 1

15 Mercer Rd

NeedhamMA02494
property at 829 Chestnut St

$10,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,000

Total Monthly Price
$10,000

5 Bedroom, 4.5 Bath Home for Rent

Available Now

829 Chestnut St

WabanMA02468
property at 23 Indian Rock Rd

$15,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

4 Bedroom, 3.5 Bath Home for Rent

Available Now

23 Indian Rock Rd

NatickMA01760
property at 23 Indian Rock Rd

$15,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$15,000

Total Monthly Price
$15,000

4 Bedroom, 3.5 Bath Home for Rent

Available Now

23 Indian Rock Rd

WaylandMA01778

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property at 1839 Washington St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Townhome for Rent

Available Aug 15

1839 Washington St

NewtonMA02466
property at 266 Grove St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Home for Rent

Available Now

266 Grove St

NewtonMA02466
property at 100 Rosemary Way

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

100 Rosemary Way

NeedhamMA02494

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property at 1561 Washington St

$3,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

3 Bedroom, 1 Bath Townhome for Rent

Available Sep 1

1561 Washington St

NewtonMA02465
property at 15 Walnut St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Townhome for Rent

Available Now

15 Walnut St

NeedhamMA02492
property at 1186 Chestnut St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Home for Rent

Available Aug 15

1186 Chestnut St

NewtonMA02464
property at 1282 Central Ave

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 1 Bath Home for Rent

Available Aug 1

1282 Central Ave

NeedhamMA02492
property at 62 Evergreen Ave

$4,700

Total Monthly Price

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700

4 Bedroom, 2.5 Bath Home for Rent

Available Now

62 Evergreen Ave

NewtonMA02466
property at 2044 Beacon St

$4,800 - $5,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 To 4 Bedroom Rentals

Available Now

2044 Beacon St

NewtonMA02468
property at 2042-2044 Beacon St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 4 Bath Home for Rent

Available Sep 1

2042-2044 Beacon St

NewtonMA02468
property at 38 Crescent Rd

$5,150

Total Monthly Price

Total Monthly Price

Base Rent
$5,150

Total Monthly Price
$5,150

3 Bedroom, 3.5 Bath Townhome for Rent

Available Aug 1

38 Crescent Rd

NeedhamMA02494
property at 215 St Mary St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

3 Bedroom, 3.5 Bath Townhome for Rent

Available Now

215 St Mary St

NeedhamMA02494
property at 89 Stanley Rd

$5,250

Total Monthly Price

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

3 Bedroom, 2.5 Bath Home for Rent

Available Now

89 Stanley Rd

NewtonMA02468

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Wellesley Hills, Wellesley, MA Local Guide

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.

Read Article
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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 81 Apartments for Rent in Wellesley Hills, MA with pricing that ranges from $1,900 to $12,000. There are also 71 Single Family Homes for rent, Condos, and Townhome rentals currently available in Wellesley Hills ranging from $1,125 to $25,000.

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 $1,125 to $25,000 with an average monthly rent of $4,996.

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 $2,990 to $8,428, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,350 to $8,400. Four Bedroom Single-Family rentals are also available starting from $4,500 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.

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