17 Irwin St
WinthropMA02152
Cheap Homes for Rent in the Cottage Hill Neighborhood of Winthrop, MA from $1,675 (12 Rentals)
Search the lowest-cost Homes available for rent right now in the Cottage Hill area of Winthrop.
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$2,1001 Bedroom Apartments Available Now
87 Winthrop Shore Dr, Unit 1
87 Winthrop Shore DrWinthrop, MA 02152
600 Shirley St, Unit 9
600 Shirley St
WinthropMA02152
4 Foam St
WinthropMA02152
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$2,4502 Bedroom Apartments Available Now
126 Leyden St, Unit 3
126 Leyden StBoston, MA 02128
400 Governors Dr, Unit 5
400 Governors Dr
WinthropMA02152
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
400 Governors Dr
WinthropMA02152
427 Winthrop St
WinthropMA02152
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$2,6952 Bedroom Apartments Available Now
87 Winthrop Shore Dr, Unit 2
87 Winthrop Shore DrWinthrop, MA 02152
235 Washington Ave
WinthropMA02152
11 Walley St
BostonMA02128
1062 Saratoga St, Unit 2 Beds and 1 Bath In East
1062 Saratoga St
BostonMA02128
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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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 | $3,032 | $2,500 | $3,995 |
| Cottage Hill 3 Bedroom Homes for Rent | $3,220 | $2,500 | $4,200 |
| Cottage Hill 4 Bedroom Homes for Rent | $5,025 | $3,550 | $6,500 |
| Cottage Hill 5 Bedroom Homes for Rent | $4,350 | $4,350 | $4,350 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 12 rentals with your search options within a 2 mile radius of the Cottage Hill Neighborhood of Winthrop, MA.
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Cottage Hill, Winthrop, MA Local Guide
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Cheapest Available Cottage Hill Apartments for Rent
The cheapest available apartment rental in the Cottage Hill area of Boston, MA is a Studio unit found at The Abby priced from $1,795. 87-90 Win has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,100. Here are the most affordable Cottage Hill apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Abby | Studio | Studio,1BA | $1,795 |
| 87-90 Win | 1BR/1.0BA | 1BR,1BA | $2,100 |
| 126 Leyden St | 2BR/1.0BA | 2BR,1BA | $2,450 |
| Amaya | ST3 | Studio,1BA | $2,694 |
Best Value Apartments for Rent in Cottage Hill, MA
As of September 10, 2026 the best value apartment in the Cottage Hill area is the $0.26 price per square foot 12 Sewall Ave Model at 12 Sewall Ave, Unit 3 in the in the Beachmont neighborhood starting from $2,550. The second greatest value Cottage Hill apartment is the 55 Cliff Ave Model at 55 Cliff Ave, Unit 1 starting at $3,300 with a $2.00 price per square foot in the Beachmont neighborhood. Here is today’s list of the best values for Cottage Hill apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 12 Sewall Ave, Unit 3 | 12 Sewall Ave | 1BR,1BA | $0.26 |
| 55 Cliff Ave, Unit 1 | 55 Cliff Ave | 3BR,1BA | $2.00 |
| 11 Pearl Ave, Unit Apt 2 | 11 Pearl Ave | 4BR,1BA | $2.19 |
| 81 Sunnyside Ave, Unit 1 | 81 Sunnyside Ave | 3BR,1BA | $2.15 |
| 411 Shirley St, Unit 2 | 411 Shirley St | 3BR,1BA | $2.50 |
| 3 Walley | EBA1400 | 2BR,1.5BA | $2.35 |
| 40 Breed St, Unit #1 | 40 Breed St | 3BR,1BA | $2.75 |
| 25 Pratt St, Unit 1 | 25 Pratt St | 1BR,1BA | $2.10 |
| 126 Leyden St | 2BR/1.0BA | 2BR,1BA | $2.69 |
| 87-90 Win | 1BR/1.0BA | 1BR,1BA | $2.90 |
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.
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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.
Read ArticleReal 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.
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Pet Friendly LifestyleCottage Hill, Winthrop, MA
Ranked #5
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
Winthrop School District
Public School - Grades K-5 (466)
5 out of 10
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 104 Apartments for Rent in Cottage Hill, MA with pricing that ranges from $1,300 to $5,105. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cottage Hill ranging from $1,675 to $6,500.
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 $1,675 to $6,500 with an average monthly rent of $3,168.
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 $2,700 to $4,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $4,200. Four Bedroom Single-Family rentals are also available starting from $3,550 and Four Bedroom Apartments start at $3,500.
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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