Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (140 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.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
The Abby
$1,795 - $3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,795 - $3,000

Total Monthly Price
$1,795 - $3,000
Studio to 2 Bedroom Apartments Available Now

The Abby

91 Veterans RdWinthrop, MA 02152
Affordability
  • Verified
close
View Me
92 Winthrop Shore Dr, Unit 2
$2,695
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695
2 Bedroom Apartment Available Sep 1

92 Winthrop Shore Dr, Unit 2

92 Winthrop Shore DrWinthrop, MA 02152
Cost Per Sq.Ft.
close
View Me
12 Sewall Ave, Unit 3
$2,550
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550
1 Bedroom Apartment Available Now

12 Sewall Ave, Unit 3

12 Sewall AveWinthrop, MA 02152
Cost Per Sq.Ft.
close
View Me
55 Cliff Ave, Unit 1
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300
3 Bedroom Apartment Available Sep 1

55 Cliff Ave, Unit 1

55 Cliff AveWinthrop, MA 02152
Cost Per Sq.Ft.
  • Smoke Free
close
View Me
42 Irwin St
$1,000 - $1,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,000 - $1,300

Total Monthly Price
$1,000 - $1,300
1 Bedroom Apartment Available Aug 15

42 Irwin St

42 Irwin StWinthrop, MA 02152
Furnished
  • Smoke Free

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

property at 600 Shirley St

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

Studio, 1 Bath Condo for Rent

Available Oct 1

600 Shirley St, Unit 9

600 Shirley St
WinthropMA02152
property at 47 Prospect Ave

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2.5 Bath Home for Rent

Available Now

47 Prospect Ave

WinthropMA02152
property at 150 Locust St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Home for Rent

Available Now

150 Locust St

WinthropMA02152
property at 152 Sewall Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Home for Rent

Available Now

152 Sewall Ave

WinthropMA02152
property at 35 Pearl Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Aug 1

35 Pearl Ave

WinthropMA02152
property at 24 Trident Ave

$3,295

Total Monthly Price

Total Monthly Price

Base Rent
$3,295

Total Monthly Price
$3,295

3 Bedroom, 1 Bath Home for Rent

Available Now

24 Trident Ave

WinthropMA02152
property at 5 Fremont St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Home for Rent

Available Now

5 Fremont St

WinthropMA02152

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 373 Winthrop St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Aug 1

373 Winthrop St

WinthropMA02152
property at 57-59 Sewall Ave

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

57-59 Sewall Ave

WinthropMA02152
property at 97 Winthrop Shore Dr

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Home for Rent

Available Sep 1

97 Winthrop Shore Dr

WinthropMA02152
property at 789 Shirley St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

1 Bedroom, 1 Bath Home for Rent

Available Now

789 Shirley St

WinthropMA02152
property at 26 Forrest St

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

26 Forrest St

WinthropMA02152
property at 46 Washington Ave

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

46 Washington Ave

WinthropMA02152
property at 180 Shirley St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1 Bath Home for Rent

Available Now

180 Shirley St

WinthropMA02152
property at 585 Shirley St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 2 Bath Condo for Rent

Available Aug 1

585 Shirley St

WinthropMA02152
property at 35 Perkins St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

35 Perkins St

WinthropMA02152

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.

property at 876 Shirley St

$5,250

Total Monthly Price

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

876 Shirley St

WinthropMA02152
property at 4 Foam St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

4 Foam St

WinthropMA02152
property at 274 Bowdoin St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Townhome for Rent

Available Now

274 Bowdoin St

WinthropMA02152
property at 50 Trident Ave

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

50 Trident Ave

WinthropMA02152
property at 1080 Shirley St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1.5 Bath Home for Rent

Available Aug 1

1080 Shirley St

WinthropMA02152
property at 63 Coral Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

63 Coral Ave

WinthropMA02152
property at 61 Coral Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

61 Coral Ave

WinthropMA02152
property at 98 Woodside Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Townhome for Rent

Available Now

98 Woodside Ave

WinthropMA02152
property at 249 Winthrop Shore Dr

$3,250

Total Monthly Price

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

249 Winthrop Shore Dr

WinthropMA02152
property at 900 Governors Dr

$2,100 - $2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 To 2 Bedroom Rentals

Available Now

900 Governors Dr

WinthropMA02152

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 400 Governors Dr

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Now

400 Governors Dr

WinthropMA02152
property at 170 Cliff Ave

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

3 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

170 Cliff Ave

WinthropMA02152
property at 38 Hawthorn Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 1 Bath Condo for Rent

Available Now

38 Hawthorn Ave, Unit 1

38 Hawthorn Ave
WinthropMA02152
close
View Me
SORA
Rent Specials
$2,350 - $3,995
Total Monthly Price

Total Monthly Price

Base Rent
$2,350 - $3,995

Total Monthly Price
$2,350 - $3,995
Studio to 2 Bedroom Apartments Available Now

SORA

93 Bennington StRevere, MA 02151
Pet Friendly
  • Verified
  • 3D Tour
close
View Me
Amaya
Rent Specials
$2,381 - $5,252
Total Monthly Price

Total Monthly Price

Base Rent
$2,381 - $5,252

Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Amaya

50 Salt StRevere, MA 02151
Eco-Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour

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.

Cottage Hill, Winthrop, 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.

Read Article
Decorative image

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.

Read Article
Decorative image

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
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
Cottage Hill, Winthrop, 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 Cottage Hill

What is the current pricing and availability for apartments for rent in the Cottage Hill area of Winthrop, MA?

As of today, July 25, 2026, there are currently 140 available Cottage Hill apartments priced from $1,000 to $4,950, with an average monthly rent of $2,790.

How much are Studio apartments in Cottage Hill?

There are currently 24 Studio Apartments in Cottage Hill with rent ranges from $1,795 to $2,872 with an average price of $2,608.

What is the current price range for One Bedroom Cottage Hill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Cottage Hill ranges from $1,000 to $4,176 with an average monthly rent of $2,533.

What does renting a Two Bedroom Apartment in Cottage Hill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Cottage Hill range from $2,400 to $4,950. Today's average rental price for Two Bedrooms here is $3,157.

How expensive are Cottage Hill Three Bedroom Apartments?

There are currently 16 Three Bedroom Apartments listings available in Cottage Hill on ApartmentHomeLiving.com. The pricing ranges from $2,900 to $4,800 - averaging $3,447 for the location.

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

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

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

Written by: Amelia Ramstead

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

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

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

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

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

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.