
Luxury Homes for Rent in Winthrop, MA (399 Rentals)
The most luxurious Homes in Winthrop with high-end amenities, features, and finishes.


5 Fremont St, Unit 106

87 Winthrop Shore Dr, Unit uni5 2-bed 1-bath

92 Winthrop Shore Dr, Unit 2

90 Winthrop Shore Dr, Unit uni2 2-bed

290 River Rd

115 Washington Ave

370 Main St

70 Cottage Park Rd

15 Ocean 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.

7 Centre St

429 Winthrop St

3 Seal Harbor Rd

23 Tafts Ave

50 Edgehill Rd

118 Webster St, Unit 2

300 Maverick St, Unit 1

307 Maverick St, Unit 1

303 Maverick St, Unit 1

303 Maverick St, Unit 1
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.

158 Everett St, Unit 303

174 Princeton St, Unit 2

74 Brooks St, Unit 2

74 Brooks St, Unit 2

234 Saratoga St, Unit 3

47 Orleans St, Unit 1

45 Orleans St, Unit 1

47 Orleans St, Unit 1

344 Saratoga St, Unit 3

344 Saratoga St, Unit 3
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

658 Revere Beach Blvd

27 Princeton St, Unit 2

131 Cottage St, Unit #3

135 Cottage St, Unit 3

344 Saratoga St, Unit 2

113 Porter St, Unit 2

464 Sumner St, Unit 4

90 Gladstone St

292 Princeton St

90 Gladstone St, Unit 1

90 Gladstone St, Unit 1

75 Everett St, Unit 102

38 Frankfort St, Unit 2

75 Morris St, Unit 2

131 Cottage St

342 Saratoga St

344 Saratoga St, Unit 1

80 Cottage St, Unit 3

241 Maverick St, Unit 3

241 Maverick St, Unit 3
Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winthrop 2 Bedroom Homes for Rent | $3,094 | $2,150 | $4,695 |
Winthrop 3 Bedroom Homes for Rent | $3,502 | $2,575 | $5,900 |
Winthrop 4 Bedroom Homes for Rent | $4,060 | $3,200 | $6,450 |
Winthrop 5 Bedroom Homes for Rent | $5,953 | $4,250 | $7,995 |
Browse Top Homes for Rent in Winthrop
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Winthrop, MA Local Guide
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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.
Frequently Asked Questions about Winthrop
What type of rentals are currently available in Winthrop?
There are currently 1012 Apartments for Rent in Winthrop, MA with pricing that ranges from $800 to $15,179. There are also 509 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop ranging from $1,275 to $7,995.
What is the current price range for Rental Homes in Winthrop?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop ranges from $1,275 to $7,995 with an average monthly rent of $3,518.
How much are larger Three and Four Bedroom Rentals in Winthrop?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop range from $1,000 to $15,179, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,575 to $5,900. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $3,200.
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.