Pet Friendly Apartments for Rent in Winthrop, MA (158 Rentals) Page 2 of 4

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Apartments for rent in Winthrop that love your dogs or cats as much as you do!

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12 Chelsea St, Unit 2
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850
Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

12 Chelsea St, Unit 2

12 Chelsea StBoston, MA 02128
Affordability
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25 Pratt St, Unit 1
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400
1 Bedroom Apartment Available Aug 31, 2026

25 Pratt St, Unit 1

25 Pratt StBoston, MA 02134
Cost Per Sq.Ft.
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35 Chelsea St
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

35 Chelsea St

35 Chelsea StBoston, MA 02128
Affordability
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349 Sumner St
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950
Total Monthly Price
$2,950
2 Bedroom Apartment Available Feb 1, 2026

349 Sumner St

349 Sumner StBoston, MA 02128
Affordability

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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.

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75 Putnam St, Unit 1
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500
2 Bedroom Apartment Available Now

75 Putnam St, Unit 1

75 Putnam StBoston, MA 02128
Affordability
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116 Marginal St, Unit 2
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000
3 Bedroom Apartment Available Now

116 Marginal St, Unit 2

116 Marginal StBoston, MA 02128
Affordability
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663 Bennington St, Unit #1
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850
Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

663 Bennington St, Unit #1

663 Bennington StBoston, MA 02128
Affordability
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28 Chelsea St
$1,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950
Total Monthly Price
$1,950
1 Bedroom Apartment Available Now

28 Chelsea St

28 Chelsea StBoston, MA 02128
Affordability

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

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35 Chelsea St, Unit 3
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

35 Chelsea St, Unit 3

35 Chelsea StBoston, MA 02128
Affordability
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284 Chelsea St, Unit 1
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Jan 1, 2026

284 Chelsea St, Unit 1

284 Chelsea StBoston, MA 02128
Affordability
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195 Maverick St, Unit 1
$4,095
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,095
Total Monthly Price
$4,095
3 Bedroom Apartment Available Now

195 Maverick St, Unit 1

195 Maverick StBoston, MA 02128
Cost Per Sq.Ft.
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151 Orleans St
$3,050
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,050
Total Monthly Price
$3,050
2 Bedroom Apartment Available Now

151 Orleans St

151 Orleans StBoston, MA 02128
Affordability
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358 Princeton St, Unit 1
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

358 Princeton St, Unit 1

358 Princeton StBoston, MA 02128
Affordability
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303 Maverick St, Unit #1
$7,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,995
Total Monthly Price
$7,995
5 Bedroom Apartment Available Now

303 Maverick St, Unit #1

303 Maverick StBoston, MA 02128
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200 London St, Unit 2
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400
2 Bedroom Apartment Available Jan 1, 2026

200 London St, Unit 2

200 London StBoston, MA 02128
Affordability
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233 Bennington St, Unit 2
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300
Total Monthly Price
$3,300
3 Bedroom Apartment Available Now

233 Bennington St, Unit 2

233 Bennington StBoston, MA 02128
Affordability
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346 Chelsea St, Unit 2
$2,875
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,875
Total Monthly Price
$2,875
2 Bedroom Apartment Available Now

346 Chelsea St, Unit 2

346 Chelsea StBoston, MA 02128
Affordability
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195 Maverick St, Unit 2L
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650
Total Monthly Price
$2,650
2 Bedroom Apartment Available Now

195 Maverick St, Unit 2L

195 Maverick StBoston, MA 02128
Affordability
Showing Results 51-100, Page 2 of 4

Getting Around Winthrop, MA

Walk Score®

76 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

44 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

1 / 100

Minimal Transit

It may be possible to get on a bus

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 Pet Friendly Winthrop Apartments

What is the Cheapest Pet Friendly apartment in Winthrop?

Currently the most affordable Pet Friendly Apartment in Winthrop is at 98 Winthrop Shore Dr listed at $1,800.

How much is the average rent for a Pet Friendly Winthrop Apartment?

The average rent for a Pet Friendly Apartment in Winthrop is $3,151.

What is the largest Pet Friendly Winthrop Apartment for rent?

Today's Pet Friendly apartment with the most square footage in Winthrop is a 9,999 square feet unit starting from $2,200 at 44 Princeton St, Unit 1.

What is the average size for Winthrop Pet Friendly Apartments for rent?

The average size for a Pet Friendly rental in Winthrop is currently at 1,591 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.

Helpful Local Expert Guides

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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.

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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.