
Pet Friendly Homes for Rent in Winthrop Highlands Neighborhood of Winthrop, MA (27 Rentals)
Homes for rent in the Winthrop Highlands area of Winthrop that love your dogs or cats as much as you do!


90 Winthrop Shore Dr, Unit uni2 2-bed

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

49 Sagamore Ave, Unit 2A

5 Fremont St, Unit 106

152 Pleasant St
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.

59 Park Ave

28 Trident Ave

15 Ocean Ave
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.

141 Grovers Ave

15 Walley St, Unit 206

103 Barnes Ave

14 Leverett Ave

14 Leverett Ave, Unit 1

16 Boardman St, Unit 303
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.

2 Walley St, Unit 1

946 Saratoga St, Unit 302

44 Ashley St, Unit 4-bed2bath

1 Orient Ave, Unit 3

90 Gladstone St, Unit 1

90 Gladstone St, Unit 1

382 Ocean Ave
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

1048 Saratoga St

21 Swan Ave

44 Ashley St

61 Montmorenci Ave
Winthrop Highlands, Winthrop, MA Local Guide

How much does it cost to rent a home in Winthrop Highlands?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winthrop Highlands 2 Bedroom Homes for Rent | $2,996 | $2,300 | $3,795 |
Winthrop Highlands 3 Bedroom Homes for Rent | $4,250 | $3,600 | $5,500 |
Winthrop Highlands 4 Bedroom Homes for Rent | $3,985 | $3,700 | $4,200 |
Winthrop Highlands 5 Bedroom Homes for Rent | $4,325 | $2,850 | $5,800 |
Browse Homes for Rent in this Neighborhood
There are currently 27 rentals with your search options within a 2 mile radius of the Winthrop Highlands Neighborhood of Winthrop, MA.
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Winthrop Highlands, 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 Highlands
What type of rentals are currently available in Winthrop Highlands?
There are currently 341 Apartments for Rent in Winthrop Highlands, MA with pricing that ranges from $900 to $9,003. There are also 121 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winthrop Highlands ranging from $2,000 to $5,800.
What is the current price range for Rental Homes in Winthrop Highlands?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winthrop Highlands ranges from $2,000 to $5,800 with an average monthly rent of $3,424.
How much are larger Three and Four Bedroom Rentals in Winthrop Highlands?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winthrop Highlands range from $2,550 to $5,600, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,600 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,700 and Four Bedroom Apartments start at $2,850.
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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.