
Pet Friendly Luxury Apartments for Rent in Winchester, MA (282 Rentals)
Apartments for rent in Winchester that love your dogs or cats as much as you do!
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.


Sanctuary at Winchester West

10 Russell Rd, Unit 1

846 Main St

Washington Crossing Apartments

Brigham Square Apartments

The Mave

Hanover Stoneham
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
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The Artemis at Arlington Heights

Arlington 360

The Legacy at Arlington Center

Brattle Drive Apartments

1 Victoria St, Unit 2

217 Arlington St, Unit 1

30 Touro Ave

75 Brookings St, Unit 3
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

303 Alewife Brook Pky, Unit 2

52 Walnut St, Unit 52 Walnut Street

3 Hamilton Rd, Unit 2

217 Arlington St, Unit 1

301 Alewife Brook Pky, Unit 2A

301 Alewife Brook Pky, Unit 2T

1 Victoria St, Unit 1A

64 Chetwynd Rd, Unit 2

1 Victoria St, Unit 2

3 Hamilton Rd, Unit 2
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Studio Apartments | $2,290 | $1,300 | $4,554 |
Winchester 1 Bedroom Apartments | $2,674 | $1,100 | $7,323 |
Winchester 2 Bedroom Apartments | $3,276 | $1,750 | $9,341 |
Winchester 3 Bedroom Apartments | $3,877 | $2,700 | $10,000+ |
Winchester 4 Bedroom Apartments | $4,568 | $3,000 | $5,750 |
Winchester 5 Bedroom Apartments | $5,574 | $4,000 | $7,800 |
Winchester 6 Bedroom Apartments | $7,140 | $6,200 | $9,900 |
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
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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.
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 Pet Friendly Winchester Apartments
What is the Cheapest Pet Friendly apartment in Winchester?
Currently the most affordable Pet Friendly Apartment in Winchester is at 15 Piggott Rd, Unit #15 listed at $1,595.
How much is the average rent for a Pet Friendly Winchester Apartment?
The average rent for a Pet Friendly Apartment in Winchester is $4,241.
What is the largest Pet Friendly Winchester Apartment for rent?
Today's Pet Friendly apartment with the most square footage in Winchester is a 10,000 square feet unit starting from $2,300 at 78 Decatur St, Unit 3.
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 3,114 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.

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Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.