2 Bedroom Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (75 Rentals)
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.

92 Winthrop Shore Dr, Unit 2

900 Governors Dr, Unit #22

354 Shirley St, Unit 1

90 Winthrop Shore Dr, Unit 2
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.

46 Washington Ave

105 Grovers Ave

90 Winthrop Shore Dr

19 Beach Rd

35 Lincoln St
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.

One Webster

One Beachmont
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.

RYDER

Parkside Commons Apartments

Brandywyne Village

85 Bennington St, Unit #320

177 Bellingham Ave, Unit #1

1100 Bennington St, Unit 1030-5
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
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 | $2,563 | $1,800 | $3,109 |
Cottage Hill 1 Bedroom Apartments | $2,780 | $1,550 | $3,775 |
Cottage Hill 2 Bedroom Apartments | $3,156 | $2,200 | $3,998 |
Cottage Hill 3 Bedroom Apartments | $3,898 | $3,200 | $5,600 |
Cottage Hill 4 Bedroom Apartments | $3,833 | $2,850 | $4,295 |
Browse Apartments in this Neighborhood
There are currently 75 rentals with your search options within a 2 mile radius of the Cottage Hill Neighborhood of Winthrop, MA.
See all Apartments in WinthropExplore Winthrop
Cottage Hill, Winthrop, MA Local Guide
- Nearby Winthrop neighborhoods
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Cheapest Available Cottage Hill 2 Bedroom Apartments
Apartment Listing | Model Name | Priced From |
---|---|---|
Broadway250 | B1 | $2,521 |
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 2 Bedroom Cottage Hill Apartments
What is the Cheapest apartment in Cottage Hill with 2 Bedroom?
Currently the most affordable 2 Bedroom in Cottage Hill is at Broadway250 listed at $2,521.
How much is the average rent for a 2 Bedroom Cottage Hill Apartment?
The average rent for a 2 Bedroom Apartment in Cottage Hill is $3,156.
What is the largest available 2 Bedroom Cottage Hill Apartment for rent?
Today's apartment with the most square footage in Cottage Hill is a square feet unit at .
What is the average size for Cottage Hill 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Cottage Hill is currently 1,202 sq ft.
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.