
2 Bedroom Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (67 Rentals)


Total Monthly Price
181 Winthrop Shore Dr, Unit #2

Total Monthly Price
92 Winthrop Shore Dr, Unit 2

Total Monthly Price
288 Pleasant St, Unit 1

92 Winthrop Shore Dr, Unit 2

76 Fremont St, Unit 3

5 Fremont St

370 Main St

19 Moore St

300 Governors Dr
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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.

1100 Governors Dr

68 Read St

181 Winthrop Shore Dr

31-33-33 Pleasant Park Rd

14 Beach Rd

117 Winthrop Shore Dr

5 Fremont St

59 Coral Ave

36 Trident Ave

1 Seal Harbor Rd
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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.

Seal Harbor Condominiums

105 Grovers Ave

505-509 Shirley St

28-34 Trident Ave

19 Pauline St

Belle Mer

148 Winthrop Shore Dr

11 Neptune Ave

6 Jefferson St

Fort Heath Apartments
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The Somerset

Shore Drive Apartments

87-90 Win

Total Monthly Price
Amaya

Total Monthly Price
202 Orient Ave, Unit 2

Total Monthly Price
81 Gladstone St, Unit 2

Total Monthly Price
82 Gladstone St, Unit 2

1030 Bennington St

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5
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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

184 Gladstone St, Unit 1

184 Gladstone St, Unit 1

Total Monthly Price
1011 Bennington St

164 Crest Ave

11 Montfern Ave

1011 Bennington St

280 Endicott Ave

14 Leverett Ave
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 Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cottage Hill Studio Apartments | $2,323 | $1,650 | $2,705 |
| Cottage Hill 1 Bedroom Apartments | $2,734 | $1,200 | $3,480 |
Cottage Hill 2 Bedroom Apartments | $3,151 | $2,300 | $5,192 |
| Cottage Hill 3 Bedroom Apartments | $3,590 | $2,600 | $6,296 |
| Cottage Hill 4 Bedroom Apartments | $3,711 | $3,400 | $4,250 |
Browse Apartments in this Neighborhood
There are currently 67 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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Largest Available Cottage Hill 2 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Amaya | C2 | 1,035 Sq Ft | $3,880 |
Cheapest Available Cottage Hill 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Amaya | C1.2 | $3,800 |
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.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick 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 #2
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
School data provided by Great Schools
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 Amaya listed at $3,800.
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 $3,151.
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 1,035 square feet unit starting from $3,880 at Amaya.
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 2,280 sq ft.
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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Articles, How-To's, and Tips

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Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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