
Luxury Homes for Rent in Cottage Hill Neighborhood of Winthrop, MA (42 Rentals)
The most luxurious Homes in the Cottage Hill area of Winthrop with high-end amenities, features, and finishes.


26 Forrest St, Unit #2

92 Winthrop Shore Dr, Unit 2

85 Beach Rd

90 Winthrop Shore Dr

85 Beach Rd

352 Shirley St
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

1000 Governors Dr

125 Pleasant St

51 Cutler St

76 Atlantic St

293 Main St

143 Grovers Ave

141 Grovers Ave

141 Grovers Ave
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.

143 Grovers Ave

38 Hawthorn Ave

1062 Saratoga St, Unit 3

15 Walley St, Unit 206

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5
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.

1030 Bennington St, Unit 5

103 Barnes Ave

184 Gladstone St, Unit 1

184 Gladstone St, Unit 1

119 Barnes Ave, Unit 3

14 Leverett Ave, Unit 1

25 Pratt St, Unit 2

215 Leyden St, Unit 1
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.

31 Faywood Ave, Unit 2

1 Orient Ave, Unit 3C

44 Ashley St, Unit 4-bed2bath

90 Gladstone St, Unit 1

Total Monthly Price
1008 Winthrop Ave

890 Winthrop Ave

11 Walley St
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

57 Bellingham Ave

25 Teragram St
Cottage Hill, Winthrop, MA Local Guide

How much does it cost to rent a home in Cottage Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cottage Hill 2 Bedroom Homes for Rent | $2,846 | $2,600 | $3,300 |
| Cottage Hill 3 Bedroom Homes for Rent | $3,990 | $2,500 | $5,500 |
| Cottage Hill 4 Bedroom Homes for Rent | $3,800 | $3,400 | $4,200 |
Browse Homes for Rent in this Neighborhood
There are currently 42 rentals with your search options within a 2 mile radius of the Cottage Hill Neighborhood of Winthrop, MA.
Explore Winthrop
Cottage Hill, Winthrop, MA Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleQuick 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.
Pet Friendly LifestyleCottage Hill, Winthrop, MA
Ranked #2
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Cottage Hill, Winthrop, MA
Arthur T. Cummings Elementary School
School data provided by Great Schools
Frequently Asked Questions about Cottage Hill
What type of rentals are currently available in Cottage Hill?
There are currently 114 Apartments for Rent in Cottage Hill, MA with pricing that ranges from $1,270 to $4,995. There are also 46 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cottage Hill ranging from $1,650 to $5,500.
What is the current price range for Rental Homes in Cottage Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Cottage Hill ranges from $1,650 to $5,500 with an average monthly rent of $2,875.
How much are larger Three and Four Bedroom Rentals in Cottage Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Cottage Hill range from $2,450 to $4,995, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,400 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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

