Pet Friendly Apartments for Rent in Winchester, MA (129 Rentals)

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

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The Devon at Weiss Farm
Rent Specials
$2,272 - $5,394
Total Monthly Price

Total Monthly Price

Base Rent
$2,272 - $5,394
Total Monthly Price
$2,272 - $5,394
Studio to 3 Bedroom Apartments Available Now

The Devon at Weiss Farm

168 Franklin StStoneham, MA 02180
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  • Customer Reviewed
  • Utilities Included
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The Artemis at Arlington Heights
Rent Specials
$2,252 - $4,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,252 - $4,950
Total Monthly Price
$2,252 - $4,950
Studio to 3 Bedroom Apartments Available Now

The Artemis at Arlington Heights

1163 Massachusetts AveArlington, MA 02476
Pet Friendly
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The Mave
Rent Specials
$2,465 - $4,740
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,465 - $4,740
Total Monthly Price
$2,465 - $4,740
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
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Arlington 360
$3,233 - $6,949
Total Monthly Price

Total Monthly Price

Base Rent
$3,233 - $6,949
Total Monthly Price
$3,233 - $6,949
Studio to 3 Bedroom Apartments Available Now

Arlington 360

4105 Symmes CirArlington, MA 02474
Corporate Housing
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  • Customer Reviewed
  • Utilities Included
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32A Highland St
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400
1 Bedroom Apartment Available Jan 15, 2026

32A Highland St

32A Highland StWoburn, MA 01801
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223 Central St, Unit 7
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000
Total Monthly Price
$2,000
1 Bedroom Apartment Available Now

223 Central St, Unit 7

223 Central StStoneham, MA 02180
Cost Per Sq.Ft.
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21 Franklin St, Unit 1FRT
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

21 Franklin St, Unit 1FRT

21 Franklin StWoburn, MA 01801
Cost Per Sq.Ft.
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96 Conwell Ave, Unit 1
$3,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450
Total Monthly Price
$3,450
3 Bedroom Apartment Available Aug 31, 2026

96 Conwell Ave, Unit 1

96 Conwell AveSomerville, MA 02144
Cost Per Sq.Ft.

Explore Like a Local: The Insider's Guide to Boston

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8 Cross St, Unit 1
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

8 Cross St, Unit 1

8 Cross StWoburn, MA 01801
Cost Per Sq.Ft.
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94 North St, Unit 1
$3,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,295
Total Monthly Price
$3,295
3 Bedroom Apartment Available Now

94 North St, Unit 1

94 North StSomerville, MA 02144
Affordability
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120 Jerome St
$7,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,350
Total Monthly Price
$7,350
6 Bedroom Apartment Available Aug 1, 2026

120 Jerome St

120 Jerome StMedford, MA 02155
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18 Moulton Rd, Unit 2
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
3 Bedroom Apartment Available Now

18 Moulton Rd, Unit 2

18 Moulton RdArlington, MA 02476
Family Friendly

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.

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73 Gordon St, Unit 1
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200
3 Bedroom Apartment Available Now

73 Gordon St, Unit 1

73 Gordon StSomerville, MA 02144
Affordability
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69 Conwell Ave, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100
Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

69 Conwell Ave, Unit 1

69 Conwell AveSomerville, MA 02144
Affordability
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104 W Quincy St, Unit 1
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400
3 Bedroom Apartment Available Now

104 W Quincy St, Unit 1

104 W Quincy StSomerville, MA 02144
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14 Belknap St, Unit 3
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100
Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

14 Belknap St, Unit 3

14 Belknap StSomerville, MA 02144
Cost Per Sq.Ft.
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234 Fulton St, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100
Total Monthly Price
$3,100
3 Bedroom Apartment Available Now

234 Fulton St, Unit 1

234 Fulton StMedford, MA 02155

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19 Shirley Rd, Unit 19
$8,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000
Total Monthly Price
$8,000
4 Bedroom Apartment Available Now

19 Shirley Rd, Unit 19

19 Shirley RdMedford, MA 02155
Cost Per Sq.Ft.
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66 North St
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

66 North St

66 North StSomerville, MA 02144
Affordability
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3 Hamilton Rd, Unit #2
$5,945
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,945
Total Monthly Price
$5,945
6 Bedroom Apartment Available Now

3 Hamilton Rd, Unit #2

3 Hamilton RdSomerville, MA 02144
Cost Per Sq.Ft.
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67 Fairfax St, Unit 1
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900
Total Monthly Price
$2,900
2 Bedroom Apartment Available Jan 1, 2026

67 Fairfax St, Unit 1

67 Fairfax StSomerville, MA 02144
Affordability
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293 Boston Ave, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

293 Boston Ave, Unit 2

293 Boston AveMedford, MA 02155

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Winchester, MA Local Guide

Pet Friendliest Winchester Apartments for Rent

The Winchester Apartment community with the highest ApartmentHomeLiving.com Lifestyle Score for Pet Friendliness is Brigham Square Apartments in the Arlington Center neighborhood with a Pet Friendliness rating of 4 of 4. Washington Crossing Apartments in the Walnut Hill neighborhood ranks second in Pet Friendliness with a score of 3.8 of 4. Here is today’s list of the most Pet Friendly Winchester apartments for rent:

Apartment ListingPet RatingNeighborhoodPriced From
Brigham Square Apartments4/4Arlington Center$2,846
Washington Crossing Apartments3.8/4Walnut Hill$2,455
The Legacy at Arlington Center3.8/4Arlington Center$2,800
Mill Street Gardens3.6/4Walnut Hill$1,950
Arlington Gardens Apartments3.4/4East Arlington$2,000
Brightly Renovated 4-Bed / 2-Bath • 1,800 sq3.2/4Medford Hillside$4,500
Arlington 3603.2/4Brattle$3,233
The Artemis at Arlington Heights3.2/4Brattle$2,252
12 Quincy St, Unit 13/4Brattle$2,500
Tudor Glen Village3/4Cummingsville$2,195

Cheapest Pet Friendly Apartment Rentals in Winchester, MA

The lowest priced Winchester apartment at a property that allows pets is the 1 Bedroom, 1 Bath 1 Bed Model at Mill Street Gardens in the Nobility Hill neighborhood starting from $1,950. The second cheapest Winchester Pet Friendly apartment is the 1 Bedroom Model at Arlington Gardens Apartments, which is a 1 Bed starting at $2,000 in the East Arlington neighborhood. Here are the most affordable Pet Friendly Winchester apartments.

Apartment ListingModel NamePriced From
Mill Street Gardens1 Bedroom, 1 Bath$1,950
Arlington Gardens Apartments1 Bedroom$2,000
Tudor Glen VillageThe Cherry$2,195
Washington Crossing ApartmentsCharles 1B1B$2,455
Brigham Square ApartmentsMenotomy$2,846
The Artemis at Arlington HeightsB2DH$3,450
The Legacy at Arlington Center2 Bedroom/2 Bathroom Flat$3,750
Arlington 360B1.1$3,986
Brightly Renovated 4-Bed / 2-Bath • 1,800 sq86 Orchard$4,500

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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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.

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Top Neighborhoods Near Boston Colleges and Universities

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winchester, MA Rentals by Map

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Getting Around Winchester, MA

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

67 / 100

Bikeable

Some 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 Winchester Apartments

What is the Cheapest Pet Friendly apartment in Winchester?

Currently the most affordable Pet Friendly Apartment in Winchester is at 109 Oxford St listed at $1,600.

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

The average rent for a Pet Friendly Apartment in Winchester is $3,569.

What is the largest Pet Friendly Winchester Apartment for rent?

Today's Pet Friendly apartment with the most square footage in Winchester is a 9,999 square feet unit starting from $2,975 at 1 Victoria St, Unit 1A.

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

The average size for a Pet Friendly rental in Winchester is currently at 2,859 sq ft.

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.

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Apartment Common Area Rules: What Renters Need to Know

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How to Negotiate Your Apartment Lease and Save Money

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Everything is a negotiation in real estate!