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Cheap Homes for Rent in Cottage Hill Neighborhood of Winthrop, MA from $1,900 (11 Rentals)
Search the lowest-cost Homes available for rent right now in the Cottage Hill area of Winthrop.
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$1,750
Plus Fees
1 Bedroom Apartments Available Nov 1Furnished Bedroom with Private Bath in Eas
1047 Saratoga StBoston, MA 02128
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
435 Shirley St
WinthropMA02152
34 Trident Ave
WinthropMA02152
900 Governors Dr
WinthropMA02152
90 Winthrop Shore Dr, Unit 1-b 1-b U10
90 Winthrop Shore Dr
WinthropMA02152
714 Winthrop Ave, Unit 101
714 Winthrop Ave
RevereMA02151
65 Gladstone St
BostonMA02128
15 Walley St, Unit 206
15 Walley St
BostonMA02128
352 Shirley St
WinthropMA02152
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
200 Governors Dr
WinthropMA02152
Showing Results 1-11, Page 1 of 1
Cottage Hill, Winthrop, MA Local Guide
View of Winthrop, Massachusetts from the northeast by Sean 2015 is licensed under Internal
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 | $2,791 | $2,050 | $3,300 |
| Cottage Hill 3 Bedroom Homes for Rent | $4,090 | $2,550 | $6,500 |
| Cottage Hill 4 Bedroom Homes for Rent | $3,712 | $3,400 | $4,200 |
| Cottage Hill 5 Bedroom Homes for Rent | $4,133 | $3,900 | $4,500 |
| Cottage Hill 6 Bedroom Homes for Rent | $8,000 | $8,000 | $8,000 |
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 11 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
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Amaya | M1.2 | Studio,1BA | $2,385 |
Best Value Apartments for Rent in Cottage Hill, MA
As of September 14, 2025 the best value apartment in the Cottage Hill area is the $0.30 price per square foot 42 Ocean Ave Model at 42 Ocean Ave, Unit 2 in the in the Beachmont neighborhood starting from $2,950. The second greatest value Cottage Hill apartment is the 85 Gladstone St Model at 85 Gladstone St, Unit 3 starting at $4,000 with a $0.40 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. |
|---|---|---|---|
| 42 Ocean Ave, Unit 2 | 42 Ocean Ave | 2BR,1BA | $0.30 |
| 85 Gladstone St, Unit 3 | 85 Gladstone St | 4BR,1BA | $0.40 |
| 288 Pleasant St, Unit 1 | 288 Pleasant St | 2BR,1BA | $0.27 |
| 1148 Bennington St, Unit 1 | 1148 Bennington St | 4BR,2BA | $2.09 |
| 1110 Saratoga St, Unit 1 | 1110 Saratoga St | 3BR,2BA | $2.67 |
| 46 Breed St, Unit 2 | 46 Breed St | 3BR,1BA | $2.63 |
| 500 Shirley St, Unit 1 | 500 Shirley St | 2BR,1BA | $2.42 |
| 25 Pratt St, Unit 1 | 25 Pratt St | 1BR,1BA | $2.40 |
| 51 Somerset Ave, Unit 51 Somerset Ave | 51 Somerset Ave | 1BR,1BA | $2.10 |
| 312 Shirley St | 312 Shirley St | Studio ,1BA | $1.80 |
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Pet Friendly LifestyleCottage Hill, Winthrop, MA
Ranked #1
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 3-5 (431)
6 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 107 Apartments for Rent in Cottage Hill, MA with pricing that ranges from $1,750 to $4,995. There are also 62 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cottage Hill ranging from $1,995 to $8,000.
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 $1,995 to $8,000 with an average monthly rent of $4,164.
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 $2,550 to $4,995, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,550 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,400 and Four Bedroom Apartments start at $3,600.
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 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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.