2 Bedroom Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (74 Rentals)

97 Winthrop Shore Dr, Unit #2

92 Winthrop Shore Dr, Unit 2

92 Winthrop Shore Dr, Unit 2

30 Pleasant Park Rd
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.

354 Shirley St, Unit 1

90 Winthrop Shore Dr, Unit 2

5 Hillside Ave, Unit #5A

65 Waldemar Ave, Unit #1

106 Grovers Ave, Unit #4

900 Governors Dr, Unit #22

352 Shirley St
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

70 Cottage Park Rd

370 Main St

19 Beach Rd

35 Lincoln St

66 Waldemar Ave

5 Fremont St

90 Winthrop Shore Dr
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

One Beachmont

Parkside Commons Apartments

RYDER

Brandywyne Village
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 | $2,548 | $1,650 | $2,850 |
Cottage Hill 1 Bedroom Apartments | $2,765 | $1,500 | $3,775 |
Cottage Hill 2 Bedroom Apartments | $3,224 | $2,200 | $4,123 |
Cottage Hill 3 Bedroom Apartments | $3,629 | $2,850 | $5,614 |
Cottage Hill 4 Bedroom Apartments | $4,099 | $3,500 | $5,595 |
Browse Apartments in this Neighborhood
There are currently 74 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
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Largest Available Cottage Hill 2 Bedroom Apartments
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Addison | B10 | 1,104 Sq Ft | $3,884 |
Parkside Commons Apartments | Two Bedroom Two Bath | 1,020 Sq Ft | $2,909 |
Cheapest Available Cottage Hill 2 Bedroom Apartments
Apartment Listing | Model Name | Priced From |
---|---|---|
Broadway250 | B1 | $2,521 |
Ocean Point Apartments | 2 bedroom | $2,650 |
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 $3,224.
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 1,104 square feet unit starting from $3,884 at Addison.
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 3,577 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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.