
Pet Friendly Apartments for Rent in Winchester, MA (119 Rentals) Page 2 of 3
Apartments for rent in Winchester that love your dogs or cats as much as you do!


Total Monthly Price
1 Victoria St

Total Monthly Price
96 Conwell Ave, Unit 1

Total Monthly Price
96 Conwell Ave, Unit 1

Total Monthly Price
3 Hamilton Rd, Unit 1

Total Monthly Price
76 Curtis St, Unit #1

Total Monthly Price
79 Conwell Ave, Unit 1

Total Monthly Price
56 Gordon St, Unit 1

Total Monthly Price
187 Powder House Blvd, Unit 2

Total Monthly Price
187 Powder House Blvd, Unit 2
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.

Total Monthly Price
210 Powder House Blvd, Unit 1

Total Monthly Price
64 Newcomb Rd, Unit SI FL4-ID1586668P

Total Monthly Price
3 Chapel Way, Unit SI ID1387521P

167-169 Summer St #B, Unit #B

167-169 Summer St #1, Unit #1

163 Main St, Unit 1

80 Hillsdale Rd, Unit 2

35 Summit St, Unit 35

29 Appleton St

269 Alewife Brook Pkwy
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.

930 Massachusetts Ave

18 Salem St

14 Wildwood Ave

17 Ashland St

455 Massachusetts Ave

76 Grafton St

6 Prentiss Rd

157 Winthrop St

40 Dudley St

32 Century St
Pet-Friendly Renting: Everything You Need to Know Before You Move
Finding a pet-friendly apartment is with ease. Learn how to navigate the rental process as a pet owner and build trust with your landlord from day one.

18 Mystic St

89 Burget Ave

31 Lyman Ave

87 Forest St

44 Orchard St

475 Massachusetts Ave

Old Medford Condominiums

Reading Woods

Brightly Renovated 4-Bed / 2-Bath • 1,800 sq

Trouvaille
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

Colonial Village

The Walcourt

Brookside Condominiums

256 Broadway

18 Belknap St

Russel Place Condominium

80 Broadway

Hillside Gardens

Franklin Condo

Brookside Apartments
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.
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Pet Friendly Studio Apartments | $2,434 | $1,650 | $3,350 |
| Winchester Pet Friendly 1 Bedroom Apartments | $2,662 | $1,350 | $4,070 |
| Winchester Pet Friendly 2 Bedroom Apartments | $3,321 | $2,100 | $5,350 |
| Winchester Pet Friendly 3 Bedroom Apartments | $3,749 | $2,600 | $6,063 |
| Winchester Pet Friendly 4 Bedroom Apartments | $4,340 | $3,300 | $6,000 |
| Winchester 5 Bedroom Apartments | $6,872 | $4,350 | $10,000+ |
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
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 $3,621.
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 2,404 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

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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.

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!

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!
Articles, How-To's, and Tips

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.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.

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.