Pet Friendly 2 Bedroom Apartments for Rent in Winchester, MA (54 Rentals)

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Hanover Stoneham
Rent Specials
$4,653
Total Monthly Price

Total Monthly Price

Base Rent
$2,256 - $5,628

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Hanover Stoneham

95 Maple StStoneham, MA 02180
Luxury
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  • Customer Reviewed
  • Utilities Included
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The Mave
$3,325 - $5,440
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,680 - $5,440

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Pet Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour

What It Really Costs to Live in Boston: A Local Renter’s Guide

Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

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Arlington 360
$4,579 - $4,793
Total Monthly Price

Total Monthly Price

Base Rent
$2,893 - $8,975

Total Monthly Price
Varies
2 Bedroom Apartments Available Sep 11

Arlington 360

4105 Symmes CirArlington, MA 02474
Corporate Housing
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  • Customer Reviewed
  • Utilities Included
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Arlington Gardens
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $2,400

Total Monthly Price
Varies
2 Bedroom Apartments Available Aug 8

Arlington Gardens

130 Everett StArlington, MA 02474
Transit Friendly
  • Verified
  • Utilities Included
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48 Nashua St, Unit 2
$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

48 Nashua St, Unit 2

48 Nashua StWoburn, MA 01801
Cost Per Sq.Ft.
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97 W Quincy St, Unit 1
$3,195
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195
2 Bedroom Apartment Available Aug 31

97 W Quincy St, Unit 1

97 W Quincy StSomerville, MA 02144
Cost Per Sq.Ft.
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81 Conwell Ave, Unit 3
$4,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200
2 Bedroom Apartment Available Sep 1

81 Conwell Ave, Unit 3

81 Conwell AveSomerville, MA 02144
  • Smoke Free

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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1 Victoria St
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $4,500

Total Monthly Price
$3,100 - $4,500
2 Bedroom Apartment Available Now

1 Victoria St

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
property at 45 Pinkham Rd

$2,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1 Bath Home for Rent

Available Sep 15

45 Pinkham Rd

MedfordMA02155
property at 2 Pomeworth 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

2 Pomeworth St

StonehamMA02180
property at 17 Ashland 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

17 Ashland St

MedfordMA02155

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

property at 80 Hillsdale Rd

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

80 Hillsdale Rd

MedfordMA02155
property at 19 Sturgis St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Home for Rent

Available Now

19 Sturgis St

WoburnMA01801
property at 14 Wildwood Ave

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Home for Rent

Available Aug 15

14 Wildwood Ave

ArlingtonMA02476
property at 32 Century 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 Sep 1

32 Century St

MedfordMA02155
property at 76 Grafton St

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 1 Bath Home for Rent

Available Now

76 Grafton St

ArlingtonMA02474
property at 6 Prentiss Rd

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Home for Rent

Available Sep 1

6 Prentiss Rd

ArlingtonMA02476
property at 40 Dudley St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

40 Dudley St

ArlingtonMA02476
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Trouvaille
2 Bedroom Apartments

Trouvaille

299 Lexington StWoburn, MA 01801
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Franklin Condo
2 Bedroom Apartments

Franklin Condo

179 Franklin StStoneham, MA 02180
  • Utilities Included

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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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Hillside Gardens
2 Bedroom Apartments

Hillside Gardens

101-116 Hill StStoneham, MA 02180
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Brookside Apartments
2 Bedroom Apartments

Brookside Apartments

5-7-10-12 Totman DrWoburn, MA 01801
  • Utilities Included
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Shaker Glen Village
2 Bedroom Apartments

Shaker Glen Village

241 Lexington StWoburn, MA 01801
  • Utilities Included
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174 Summer St
2 Bedroom Apartments

174 Summer St

174 Summer StArlington, MA 02474
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49 Summer St
2 Bedroom Apartments

49 Summer St

49 Summer StArlington, MA 02474
  • Utilities Included
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Millbrook Square
2 Bedroom Apartments

Millbrook Square

17 Mill StArlington, MA 02476
Senior Living

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Winchester, MA Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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

Explore Winchester, MA Rentals by Map

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Frequently Asked Questions about 2 Bedroom Winchester Apartments

What is the Cheapest apartment in Winchester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester is at Mill Street Gardens listed at $2,250.

How much is the average rent for a 2 Bedroom Winchester Apartment?

The average rent for a 2 Bedroom Apartment in Winchester is $3,361.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,500 square feet unit starting from $3,095 at Tudor Glen Village.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 1,297 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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What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.