Pet Friendly Apartments for Rent in Winchester, MA (131 Rentals) Page 2 of 3

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

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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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14 Holton St, Unit 1
$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

14 Holton St, Unit 1

14 Holton StMedford, MA 02155
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137 Sharon 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

137 Sharon St, Unit 1

137 Sharon StMedford, MA 02155
Affordability
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14 Cotting St, Unit 3
$2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350
Total Monthly Price
$2,350
2 Bedroom Apartment Available Now

14 Cotting St, Unit 3

14 Cotting StMedford, MA 02155
Affordability
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26 Marshall St, Unit 1
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

26 Marshall St, Unit 1

26 Marshall StMedford, MA 02155
Affordability
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3 Hamilton Rd, Unit #2
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200
Total Monthly Price
$6,200
6 Bedroom Apartment Available Now

3 Hamilton Rd, Unit #2

3 Hamilton RdSomerville, MA 02144
Cost Per Sq.Ft.
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224 Arlington St
$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

224 Arlington St

224 Arlington StMedford, MA 02155
Cost Per Sq.Ft.

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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1 Victoria St, Unit #1A
$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

1 Victoria St, Unit #1A

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
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50 Hamilton St, Unit 2
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950
Total Monthly Price
$2,950
3 Bedroom Apartment Available Now

50 Hamilton St, Unit 2

50 Hamilton StMedford, MA 02155
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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67 Orchard St, Unit 1
$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

67 Orchard St, Unit 1

67 Orchard StMedford, MA 02155
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69 Raymond Ave, Unit 1R
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Affordability
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79 Conwell Ave, Unit 1
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300
Total Monthly Price
$3,300
3 Bedroom Apartment Available Jun 1, 2026

79 Conwell Ave, Unit 1

79 Conwell AveSomerville, MA 02144
Affordability
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1 Victoria St, Unit 2
$4,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900
Total Monthly Price
$4,900
4 Bedroom Apartment Available Now

1 Victoria St, Unit 2

1 Victoria StSomerville, MA 02144
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56 Gordon St, Unit 1
$3,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900
4 Bedroom Apartment Available Now

56 Gordon St, Unit 1

56 Gordon StSomerville, MA 02144
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5 Hamilton Rd, Unit 1
$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

5 Hamilton Rd, Unit 1

5 Hamilton RdSomerville, MA 02144
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48 Chester Ave, Unit 1
$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

48 Chester Ave, Unit 1

48 Chester AveMedford, MA 02155
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167 Sharon St
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

167 Sharon St

167 Sharon StMedford, MA 02155
Cost Per Sq.Ft.
property at 6 Gould St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800

3 Bedroom, 1 Bath Home for Rent

Available Now

6 Gould St

StonehamMA02180
property at 5 Curve St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

5 Curve St

LexingtonMA02420
property at 79 Conwell Ave

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300
Total Monthly Price
$3,300

3 Bedroom, 1 Bath Home for Rent

Available Now

79 Conwell Ave

SomervilleMA02144
property at 59 Mill St

$2,275 - $3,375

Total Monthly Price

Total Monthly Price

Base Rent
$2,275
Total Monthly Price
$2,275

1 To 3 Bedroom Rentals

Available Now

59 Mill St

WoburnMA01801
property at 1 Old Colony Ln

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Now

1 Old Colony Ln

ArlingtonMA02476
property at 7 Old Colony Ln

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850

Studio, 1 Bath Home for Rent

Available Now

7 Old Colony Ln

ArlingtonMA02476
property at 4 Old Colony Ln

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100
Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

4 Old Colony Ln

ArlingtonMA02476
property at 69 Raymond Ave

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100
Total Monthly Price
$3,100

2 Bedroom, 1 Bath Home for Rent

Available Now

69 Raymond Ave

SomervilleMA02144
property at 60 Auburn St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900
Total Monthly Price
$2,900

2 Bedroom, 1 Bath Home for Rent

Available Now

60 Auburn St

MedfordMA02155
Showing Results 51-100, Page 2 of 3

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 Brattle Drive Apartments listed at $1,650.

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

The average rent for a Pet Friendly Apartment in Winchester is $3,629.

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 $4,500 at 1 Victoria St, Unit 2.

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 2,735 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.

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