Pet Friendly Homes for Rent in Winchester, MA (145 Rentals)

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

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171 Swanton St
$3,8002 Bedroom, 2 Bath Townhome for RentAvailable Mar 15

171 Swanton St

Winchester, MA 01890
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148 Forest St
$7,0005 Bedroom, 4 Bath Home for RentAvailable Now

148 Forest St

Winchester, MA 01890
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12 Olde Village Dr
$9,8005 Bedroom, 3 Bath Home for RentAvailable Now

12 Olde Village Dr

Winchester, MA 01890
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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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13 Old Colony Ln
$1,700Studio, 1 Bath Condo for RentAvailable Now

13 Old Colony Ln, Unit 3

13 Old Colony Ln
Arlington, MA 02476
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20 Hamilton Rd
$2,1001 Bedroom, 1 Bath Condo for RentAvailable Now

20 Hamilton Rd, Unit 101

20 Hamilton Rd
Arlington, MA 02474
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3 Acton St
$2,4002 Bedroom, 1 Bath Condo for RentAvailable Now

3 Acton St, Unit 1

3 Acton St
Arlington, MA 02476
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120 Franklin St
$2,4752 Bedroom, 1 Bath Condo for RentAvailable Now

120 Franklin St, Unit 1

120 Franklin St
Arlington, MA 02474
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3 Acton St
$2,5002 Bedroom, 1 Bath Condo for RentAvailable Now

3 Acton St, Unit 1

3 Acton St
Arlington, MA 02476
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27 Highland Ave
$2,7002 Bedroom, 1 Bath Condo for RentAvailable Now

27 Highland Ave, Unit 2

27 Highland Ave
Arlington, MA 02476
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43 Surry Rd
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Now

43 Surry Rd, Unit 43

43 Surry Rd
Arlington, MA 02476
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12 Water St
$2,8002 Bedroom, 1 Bath Condo for RentAvailable Now

12 Water St, Unit 1

12 Water St
Arlington, MA 02476
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78 Warren St
$3,0002 Bedroom, 1 Bath Condo for RentAvailable Mar 1

78 Warren St, Unit 1

78 Warren St
Arlington, MA 02474
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24 Cleveland St
$3,1002 Bedroom, 1 Bath Condo for RentAvailable Now

24 Cleveland St, Unit 1

24 Cleveland St
Arlington, MA 02474
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378 Massachusetts Ave
$3,1002 Bedroom, 1 Bath Condo for RentAvailable Now

378 Massachusetts Ave, Unit 2

378 Massachusetts Ave
Arlington, MA 02474
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132 Rawson Rd
$3,2003 Bedroom, 1 Bath Condo for RentAvailable Now

132 Rawson Rd, Unit 132

132 Rawson Rd
Arlington, MA 02474
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3 Ortona St
$3,2002 Bedroom, 1 Bath Home for RentAvailable Now

3 Ortona St

Arlington, MA 02476
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132 Broadway
$3,3002 Bedroom, 1 Bath Condo for RentAvailable Now

132 Broadway, Unit 1

132 Broadway
Arlington, MA 02474
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34 Fessenden Rd
$3,3002 Bedroom, 1 Bath Condo for RentAvailable Now

34 Fessenden Rd, Unit 34

34 Fessenden Rd
Arlington, MA 02476
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18 Pine St
$3,3002 Bedroom, 1 Bath Condo for RentAvailable Now

18 Pine St, Unit 18

18 Pine St
Arlington, MA 02474
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32 Fessenden Rd
$3,4002 Bedroom, 1 Bath Condo for RentAvailable Now

32 Fessenden Rd, Unit #2

32 Fessenden Rd
Arlington, MA 02476
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116 Medford St
$3,4003 Bedroom, 1 Bath Condo for RentAvailable Now

116 Medford St, Unit 1

116 Medford St
Arlington, MA 02474
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9 Bartlett Ave
$3,5003 Bedroom, 2 Bath Condo for RentAvailable Now

9 Bartlett Ave, Unit 2

9 Bartlett Ave
Arlington, MA 02476
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37 Westminster Ave
$3,5003 Bedroom, 1 Bath Condo for RentAvailable Now

37 Westminster Ave, Unit 2

37 Westminster Ave
Arlington, MA 02474
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32 River St
$3,8003 Bedroom, 1 Bath Home for RentAvailable Now

32 River St

Arlington, MA 02474
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47 Webster St
$3,8004 Bedroom, 1 Bath Condo for RentAvailable Feb 15

47 Webster St, Unit 47

47 Webster St
Arlington, MA 02474
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27 Michael St
$4,0004 Bedroom, 1 Bath Home for RentAvailable Now

27 Michael St

Arlington, MA 02474
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122 Oakland Ave
$4,0003 Bedroom, 2 Bath Home for RentAvailable Now

122 Oakland Ave

Arlington, MA 02476
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2012 Symmes Cir
$4,0002 Bedroom, 2 Bath Condo for RentAvailable Now

2012 Symmes Cir, Unit 1

2012 Symmes Cir
Arlington, MA 02474
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22 Cleveland St
$4,0002 Bedroom, 2 Bath Condo for RentAvailable Now

22 Cleveland St, Unit A

22 Cleveland St
Arlington, MA 02474
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32 River St
$4,0003 Bedroom, 1 Bath Home for RentAvailable Now

32 River St

Arlington, MA 02474
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308 Washington St
$4,0003 Bedroom, 2 Bath Home for RentAvailable Now

308 Washington St

Arlington, MA 02474
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36 Washington St
$4,2003 Bedroom, 2 Bath Townhome for RentAvailable Now

36 Washington St

Arlington, MA 02474
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122 Oakland Ave
$4,4003 Bedroom, 2 Bath Home for RentAvailable Now

122 Oakland Ave

Arlington, MA 02476
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Showing Results 1-50, Page 1 of 3

Winchester, MA Local Guide

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 795 Apartments for Rent in Winchester, MA with pricing that ranges from $990 to $11,700. There are also 468 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $900 to $25,000.

What is the current price range for Rental Homes in Winchester?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $900 to $25,000 with an average monthly rent of $4,831.

How much are larger Three and Four Bedroom Rentals in Winchester?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,700 to $6,536, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,660 to $6,375. Four Bedroom Single-Family rentals are also available starting from $3,400 and Four Bedroom Apartments start at $3,249.

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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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.

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Top 5 Unique Apartment Pets

Written by: Staff Writer

Bringing a pet into your apartment can transform the space with personality, companionship, and fun.

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Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.

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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.