
Luxury Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (49 Rentals)
The most luxurious Apartments in the Cottage Hill area of Winthrop with high-end amenities, features, and finishes.


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40 Cottage Park Rd, Unit 1

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31 Locust St, Unit Seaside Suite

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21 Seafoam Ave, Unit 3

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80 Shirley St, Unit 1

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176 Winthrop Shore Dr, Unit 1

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288 Pleasant St, Unit 1

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183 Cottage Park Rd, Unit 3

90 Winthrop Shore Dr
Cash 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.

25 Seafoam Ave

19 Jefferson St

10 Charles St

117 Winthrop Shore Dr

5 Fremont St

52 Washington Ave

31 Cutler St

31-33-33 Pleasant Park 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.

20 Beacon St

90 Winthrop Shore Dr

19 Beach Rd

38 Hawthorn Ave

118 Brookfield Rd

35 Lincoln St

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Amaya

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202 Orient Ave, Unit 2
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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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120 Gladstone St, Unit #3

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1021 Winthrop Ave, Unit #2

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85 Gladstone St, Unit 85 Gladstone Street

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5 Breed St, Unit 5 breed st. #4

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39 Ashley St, Unit #1

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97 Bradstreet Ave, Unit 97

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116 Gladstone St, Unit 4

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44 Ashley St

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25 Pratt St, Unit 2
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.

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31 Faywood Ave, Unit 3

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1148 Bennington St, Unit 1

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1008 Winthrop Ave

690 Winthrop Ave

25 Teragram St

42 Orchard St

46 Breed St

1 Orient 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

280 Endicott Ave

1004 Bennington St
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 | $2,631 | $1,695 | $2,930 |
| Cottage Hill 1 Bedroom Apartments | $2,976 | $1,250 | $3,775 |
| Cottage Hill 2 Bedroom Apartments | $3,039 | $2,200 | $4,075 |
| Cottage Hill 3 Bedroom Apartments | $3,252 | $2,450 | $4,995 |
| Cottage Hill 4 Bedroom Apartments | $3,764 | $3,200 | $4,250 |
Browse Apartments in this Neighborhood
There are currently 49 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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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 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 #3
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
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 Cottage Hill
How much are Studio apartments in Cottage Hill?
There are currently 27 Studio Apartments in Cottage Hill with rent ranges from $1,695 to $2,930 with an average price of $2,631.
What is the current price range for One Bedroom Cottage Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Cottage Hill ranges from $1,250 to $3,775 with an average monthly rent of $2,976.
What does renting a Two Bedroom Apartment in Cottage Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Cottage Hill range from $2,200 to $4,075. Today's average rental price for Two Bedrooms here is $3,039.
How expensive are Cottage Hill Three Bedroom Apartments?
There are currently 23 Three Bedroom Apartments listings available in Cottage Hill on ApartmentHomeLiving.com. The pricing ranges from $2,450 to $4,995 - averaging $3,252 for the location.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.




