Luxury Apartments for Rent in the Cottage Hill Neighborhood of Winthrop, MA (81 Rentals)
The most luxurious Apartments in the Cottage Hill area of Winthrop with high-end amenities, features, and finishes.

18 Tewksbury St, 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.

150 Winthrop Shore Dr, Unit #3

92 Winthrop Shore Dr, Unit 2

22 Faunbar Ave, Unit A

36 Trident Ave, Unit 2

176 Winthrop Shore Dr, Unit 1
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.

90 Winthrop Shore Dr, Unit 2

21 Sunnyside Ave

176 Winthrop Shore Dr

105 Grovers Ave

26-26 Faun Bar Ave

90 Winthrop Shore Dr

106 Grovers Ave

19 Beach Rd

57 Lincoln St
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.

35 Lincoln St

DUO

Amaya

90 Ocean

One Webster

One Beachmont

RYDER

Addison
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

Parkside Commons Apartments

Brandywyne Village

177 Bellingham Ave, Unit #1
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 | $2,567 | $1,800 | $3,040 |
Cottage Hill 1 Bedroom Apartments | $2,785 | $1,550 | $3,775 |
Cottage Hill 2 Bedroom Apartments | $3,151 | $2,200 | $3,998 |
Cottage Hill 3 Bedroom Apartments | $3,914 | $3,200 | $5,600 |
Cottage Hill 4 Bedroom Apartments | $3,833 | $2,850 | $4,295 |
Browse Apartments in this Neighborhood
There are currently 81 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Cottage Hill
How much are Studio apartments in Cottage Hill?
There are currently 13 Studio Apartments in Cottage Hill with rent ranges from $1,800 to $3,040 with an average price of $2,567.
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 $1,550 to $3,775 with an average monthly rent of $2,785.
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 $3,998. Today's average rental price for Two Bedrooms here is $3,151.
How expensive are Cottage Hill Three Bedroom Apartments?
There are currently 15 Three Bedroom Apartments listings available in Cottage Hill on ApartmentHomeLiving.com. The pricing ranges from $3,200 to $5,600 - averaging $3,914 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.

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.