Pet Friendly 2 Bedroom Apartments for Rent in Winchester, MA (59 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
The Devon at Weiss Farm
Rent Specials
$2,947 - $3,869
Total Monthly Price

Total Monthly Price

Base Rent
$2,247 - $5,593
Total Monthly Price
$2,247 - $5,593
2 Bedroom Apartments Available Now

The Devon at Weiss Farm

168 Franklin StStoneham, MA 02180
Pet Friendly
  • Verified
  • Utilities Included
  • Matterport 3D Tour
close
View Me
The Artemis at Arlington Heights
Rent Specials
$3,530 - $4,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

The Artemis at Arlington Heights

1163 Massachusetts AveArlington, MA 02476
Pet Friendly
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
close
View Me
The Mave
Rent Specials
$3,085 - $4,685
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,465 - $4,685
Total Monthly Price
$2,465 - $4,685
2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Pet Friendly
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
close
View Me
80 Broadway
Rent Specials
$5,999
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,999
Total Monthly Price
$5,999
2 Bedroom Apartments Available Now

80 Broadway

80 BroadwayArlington, MA 02474
Furnished
  • Verified
  • Utilities Included
  • Matterport 3D Tour
close
View Me
Arlington 360
$4,273 - $4,303
Total Monthly Price

Total Monthly Price

Base Rent
$3,495 - $6,953
Total Monthly Price
$3,495 - $6,953
2 Bedroom Apartments Available Now

Arlington 360

4105 Symmes CirArlington, MA 02474
Pet Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Read Article
close
View Me
33 Irvington Rd
$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

33 Irvington Rd

33 Irvington RdSomerville, MA 02144
Affordability
  • Smoke Free
close
View Me
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
close
View Me
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

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.

Read Article
close
View Me
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
close
View Me
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.
  • Smoke Free

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

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Read Article
close
View Me
69 Raymond Ave, Unit 1R
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Affordability
  • Smoke Free
close
View Me
136 Sharon St
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

136 Sharon St

136 Sharon StMedford, MA 02155
  • Smoke Free
property at 1 Old Colony Ln

1 Old Colony Ln

ArlingtonMA02476
property at 6 College Ave

6 College Ave

MedfordMA02155
property at 21-23-23 Bow St

21-23-23 Bow St

ArlingtonMA02474
property at 18 Reed St

18 Reed St

ArlingtonMA02474
property at 23 Wellington St

23 Wellington St

ArlingtonMA02476
property at 1253 Massachusetts Ave

1253 Massachusetts Ave

ArlingtonMA02476

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.

Read Article
property at 44 Greenleaf Ave

44 Greenleaf Ave

MedfordMA02155
property at 60 Auburn St

60 Auburn St

MedfordMA02155
property at 361 Alewife Brook Pkwy

361 Alewife Brook Pkwy

SomervilleMA02144
close
View Me
Brookside Apartments
2 Bedroom Apartments

Brookside Apartments

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

Shaker Glen Village

241 Lexington StWoburn, MA 01801
  • Utilities Included
close
View Me
Townhomes at 285
2 Bedroom Apartments

Townhomes at 285

285 Locust StWoburn, MA 01801
  • Utilities Included
close
View Me
Trouvaille
2 Bedroom Apartments

Trouvaille

299 Lexington StWoburn, MA 01801
close
View Me
18 Belknap St
2 Bedroom Apartments

18 Belknap St

18 Belknap StArlington, MA 02474

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Read Article
Showing Results 1-50, Page 1 of 2

Winchester, MA Local Guide

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Read Article
Decorative image

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.

Read Article
Decorative image

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.

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

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

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

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.

decorative image of people with a giant lease agreement

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

Explore Winchester, MA Rentals by Map

Decorative image of map

See the most popular apartments and homes in Winchester, MA

View Map
Winchester, MA Apartments Map
View Map
Winchester, MA Rental Homes Map

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 2 Bedroom Winchester Apartments

What is the Cheapest apartment in Winchester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester is at Leisure Lane Apartments listed at $2,195.

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

The average rent for a 2 Bedroom Apartment in Winchester is $3,230.

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

Today's apartment with the most square footage in Winchester is a square feet unit at .

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

The average size for a 2 Bedroom rental in Winchester is currently 1,888 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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

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.