Cheap Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA from $900 (11 Rentals)
Search the lowest-cost Apartments available for rent right now in the Cottage Hill area of Winthrop.
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Furnished Bedroom with Private Bath in Eas

Furnished Bedroom with Private Bath in Eas
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1061 Saratoga St

Furnished Bedroom with Private Bath in Eas
Cottage Hill, Winthrop, MA Local Guide

How much does it cost to rent an apartment in Cottage Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Cottage Hill Studio Apartments | $2,570 | $1,800 | $2,930 |
Cottage Hill 1 Bedroom Apartments | $2,762 | $1,450 | $3,775 |
Cottage Hill 2 Bedroom Apartments | $3,076 | $2,200 | $3,998 |
Cottage Hill 3 Bedroom Apartments | $3,869 | $3,200 | $5,600 |
Cottage Hill 4 Bedroom Apartments | $3,833 | $2,850 | $4,295 |
Browse Apartments 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 |
---|---|---|---|
Broadway250 | A1 | 1BR,1BA | $2,111 |
Best Value Apartments for Rent in Cottage Hill, MA
As of June 06, 2025 the best value apartment in the Cottage Hill area is the $0.33 price per square foot 25 Pratt St Model at 25 Pratt St, Unit 2 in the in the Cottage Hill neighborhood starting from $3,300. The second greatest value Cottage Hill apartment is the 42 Ocean Ave Model at 42 Ocean Ave, Unit 2 starting at $2,950 with a $0.30 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. |
---|---|---|---|
25 Pratt St, Unit 2 | 25 Pratt St | 3BR,1BA | $0.33 |
42 Ocean Ave, Unit 2 | 42 Ocean Ave | 2BR,1BA | $0.30 |
720 Winthrop Ave, Unit #3 | 720 Winthrop Ave | 2BR,1BA | $0.26 |
25 Pratt St, Unit 2 | 25 Pratt St | 3BR,1BA | $0.38 |
76 Fremont St, Unit #2 | 76 Fremont St | 2BR,1BA | $0.28 |
271 Shirley St, Unit #2 | 271 Shirley St | 2BR,1BA | $0.42 |
65 Waldemar Ave, Unit #1 | 65 Waldemar Ave | 2BR,1BA | $2.05 |
78 Temple Ave, Unit 1 | 78 Temple Ave | 2BR,1BA | $2.10 |
1018 Shirley St, Unit #1 | 1018 Shirley St | 2BR,1.5BA | $2.09 |
5 Hillside Ave, Unit #5A | 5 Hillside Ave | 2BR,2BA | $2.09 |
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.
Pet Friendly LifestyleCottage Hill, Winthrop, MA
Ranked #1
Among neighborhoods in Winthrop, MA 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
Getting Around the Cottage Hill Neighborhood in Winthrop, MA
Walk Score®
62 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
35 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Cottage Hill Apartments
What is a cheap apartment in Cottage Hill?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Cottage Hill is under $2,111.
What is the price of a cheap apartment in Cottage Hill?
The cheapest apartment in Cottage Hill is Broadway250 which is listed at $2,111, while the average apartment in Cottage Hill costs $3,800.
What types of apartments are the cheapest in Cottage Hill?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 9 regular apartments in Cottage Hill that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Cottage Hill?
Cheap apartments in Cottage Hill have an average cost of $346 which is $3,454 cheaper than the average rent for all rentals in Cottage Hill.
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.

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