
Luxury Homes for Rent in Cottage Hill Neighborhood of Winthrop, MA (52 Rentals)
The most luxurious Homes in the Cottage Hill area of Winthrop with high-end amenities, features, and finishes.


5 Fremont St, Unit 106

87 Winthrop Shore Dr, Unit uni5 2-bed 1-bath

90 Winthrop Shore Dr, Unit uni2 2-bed

92 Winthrop Shore Dr, Unit 2

36 Cutler St, Unit 2

290 River Rd

370 Main St

70 Cottage Park Rd

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

36 North Ave

7 Centre St

429 Winthrop St

150 Hermon St

23 Tafts Ave

100 Governors Dr

59 Cottage Park Rd

50 Edgehill Rd

154 Bayswater St, Unit 2

90 Gladstone St, Unit 1

90 Gladstone St, Unit 1

90 Gladstone St

90 Gladstone St, Unit #1

90 Gladstone St, Unit 1

25 Pratt St, Unit Allston

215 Leyden St, Unit 1

16 Boardman St, Unit 303

25 Pratt St, Unit 2

184 Gladstone St, Unit Gladstone St

184 Gladstone St

14 Leverett Ave

184 Gladstone St, Unit #1

184 Gladstone St, Unit 1

82 Gladstone St, Unit 1

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

1030 Bennington St, Unit 5

82 Gladstone St, Unit 1

15 Walley St, Unit 206

720 Winthrop Ave, Unit 3

244 Leyden St

1 Orient Ave

93 Faywood Ave

1048 Saratoga St

21 Swan Ave

1150 Bennington St

8 Ford St

82 Gladstone St

93 Bennington St, Unit 711
Cottage Hill, Winthrop, MA Local Guide

How much does it cost to rent a home in Cottage Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Cottage Hill 2 Bedroom Homes for Rent | $2,843 | $2,100 | $4,000 |
Cottage Hill 3 Bedroom Homes for Rent | $3,445 | $3,000 | $4,000 |
Cottage Hill 4 Bedroom Homes for Rent | $4,233 | $3,900 | $5,200 |
Browse Homes for Rent in this Neighborhood
There are currently 52 rentals with your search options within a 2 mile radius of the Cottage Hill Neighborhood of Winthrop, MA.
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Cottage Hill, Winthrop, MA Local Guide
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Quick Rent Budget Calculator
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Frequently Asked Questions about Cottage Hill
What type of rentals are currently available in Cottage Hill?
There are currently 196 Apartments for Rent in Cottage Hill, MA with pricing that ranges from $1,080 to $5,614. There are also 64 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cottage Hill ranging from $1,900 to $5,200.
What is the current price range for Rental Homes in Cottage Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Cottage Hill ranges from $1,900 to $5,200 with an average monthly rent of $2,994.
How much are larger Three and Four Bedroom Rentals in Cottage Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Cottage Hill range from $3,000 to $5,614, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $4,000. Four Bedroom Single-Family rentals are also available starting from $3,900 and Four Bedroom Apartments start at $4,000.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.