Pet Friendly Luxury Apartments for Rent in Winchester, MA (83 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Pet Friendly Winchester Rentals.

Higher End Luxurious Apartments in Winchester.

close
View Me
Hanover Stoneham
Rent Specials
$2,256 - $5,628
Total Monthly Price

Total Monthly Price

Base Rent
$2,256 - $5,628

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Hanover Stoneham

95 Maple StStoneham, MA 02180
Luxury
  • Verified
  • Customer Reviewed
  • Utilities Included
close
View Me
The Mave
$2,680 - $5,440
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,680 - $5,440

Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Family 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.

close
View Me
Arlington 360
$2,893 - $8,975
Total Monthly Price

Total Monthly Price

Base Rent
$2,893 - $8,975

Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Arlington 360

4105 Symmes CirArlington, MA 02474
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
close
View Me
11 Garrison Rd, Unit NA
$7,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,350

Total Monthly Price
$7,350
5 Bedroom Apartment Available Aug 1

11 Garrison Rd, Unit NA

11 Garrison RdArlington, MA 02474
Cost Per Sq.Ft.
close
View Me
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.
  • 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.

close
View Me
16 Appleton Place
$4,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,100

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

16 Appleton Place

16 Appleton PlaceArlington, MA 02476
Pet Friendly
  • Smoke Free
close
View Me
17 Tesla Ave, Unit B1
$7,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,600

Total Monthly Price
$7,600
5 Bedroom Apartment Available Jun 1, 2027

17 Tesla Ave, Unit B1

17 Tesla AveMedford, MA 02155
Cost Per Sq.Ft.
close
View Me
142 W Adams St, Unit 1
$6,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300
5 Bedroom Apartment Available Sep 1

142 W Adams St, Unit 1

142 W Adams StSomerville, MA 02144
close
View Me
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.
close
View Me
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
close
View Me
91 Burget Ave, Unit 2
$3,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,850

Total Monthly Price
$3,850
3 Bedroom Apartment Available Aug 1

91 Burget Ave, Unit 2

91 Burget AveMedford, MA 02155
  • Smoke Free
close
View Me
127 Hillsdale Rd, Unit APT2
$3,390
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,390

Total Monthly Price
$3,390
3 Bedroom Apartment Available Sep 1

127 Hillsdale Rd, Unit APT2

127 Hillsdale RdSomerville, MA 02144
Affordability

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.

close
View Me
287 Alewife Brook Pky, Unit 2
$4,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250
4 Bedroom Apartment Available Aug 31

287 Alewife Brook Pky, Unit 2

287 Alewife Brook PkySomerville, MA 02144
Cost Per Sq.Ft.
close
View Me
210 Powder House Blvd, 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 Sep 1

210 Powder House Blvd, Unit 1

210 Powder House BlvdSomerville, MA 02144
Affordability
  • Smoke Free

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.

close
View Me
1 Victoria St
$3,100 - $4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $4,500

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

1 Victoria St

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
close
View Me
3 Hamilton Rd, Unit 1
$4,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200

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

3 Hamilton Rd, Unit 1

3 Hamilton RdSomerville, MA 02144
  • Smoke Free

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.

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

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

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.

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

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

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 $3,798.

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 $3,100 at 1 Victoria St.

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 2,466 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

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

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.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

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!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

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!

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

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.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

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.

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

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.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

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.