Pet Friendly Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (53 Rentals)
Apartments for rent in the Winchester Highlands area of Winchester that love your dogs or cats as much as you do!

846 Main St

Washington Crossing Apartments
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

Mill Street Gardens

Alta Clara

47 Lincoln

200 Park Terrace Dr

3 Pine St
Winchester Highlands, Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester Highlands?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Highlands Studio Apartments | $2,504 | $1,800 | $2,708 |
Winchester Highlands 1 Bedroom Apartments | $2,894 | $1,750 | $4,170 |
Winchester Highlands 2 Bedroom Apartments | $3,608 | $1,750 | $5,739 |
Winchester Highlands 3 Bedroom Apartments | $4,790 | $2,800 | $7,424 |
Winchester Highlands 4 Bedroom Apartments | $4,813 | $3,200 | $5,500 |
Browse Apartments in this Neighborhood
There are currently 53 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
See all Apartments in WinchesterExplore Winchester
Winchester Highlands, Winchester, MA Local Guide
- Nearby Winchester neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Most Pet Friendly Winchester Highlands Apartments for Rent
The apartment community in the Winchester Highlands area of Boston, MA that ranks the highest in Pet Friendliness Lifestyle Score on ApartmentHomeLiving.com is J Malden Center with prices starting from $2,525 and a Pet Friendly score of 4 of 4. Washington Crossing Apartments scores the second highest with a 4 of 4 and has availability currently starting from $2,550. Here are the most Pet Friendly Winchester Highlands apartments for rent in Boston, MA:
Apartment Listing | Pet Rating | Neighborhood | Priced From |
---|---|---|---|
J Malden Center | 4/4 | Malden Center | $2,525 |
Washington Crossing Apartments | 4/4 | Walnut Hill | $2,550 |
Mill Street Gardens | 3.8/4 | Walnut Hill | $1,950 |
The Exchange Street Apartments | 3.2/4 | Malden Center | $2,410 |
Cheapest Pet Friendly Apartment Rentals in Winchester Highlands
The lowest priced apartment unit that allows pets currently in the Winchester Highlands of Winchester Highlands is the A Model at Hanover Stoneham, which is a Studio unit starting from $2,389. The second cheapest Winchester Highlands Pet Friendly apartment is the Charles 1B1B 1 Bed unit at Washington Crossing Apartments starting at $2,550. Here are the most affordable Pet Friendly Winchester Highlands apartments:
Apartment Listing | Model Name | Priced From |
---|---|---|
Hanover Stoneham | A | $2,389 |
Washington Crossing Apartments | Charles 1B1B | $2,550 |
J Malden Center | S01 - Studio | $2,613 |
The Mave | A1EP | $2,890 |
Alta Clara | 1B-HP | $2,918 |
160 Pleasant Street Apartments | Salem | $2,920 |
Sanctuary at Winchester North | 1A | 1 Bed | 1 Bath | $3,173 |
The Exchange Street Apartments | Pierce | $3,625 |
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.
Pet Friendly LifestyleWinchester Highlands, Winchester, MA
Ranked #3
Among neighborhoods in Winchester, MA for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Getting Around the Winchester Highlands Neighborhood in Winchester, MA
Walk Score®
44 / 100
Car-Dependent
Most errands require a car
Bike Score®
65 / 100
Bikeable
Some bike infrastructure
Transit Score®
5 / 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 Highlands Apartments
What is the Cheapest Pet Friendly apartment in Winchester Highlands?
Currently the most affordable Pet Friendly Apartment in Winchester Highlands is at 219 Washington St, Unit 1 listed at $1,800.
How much is the average rent for a Pet Friendly Winchester Highlands Apartment?
The average rent for a Pet Friendly Apartment in Winchester Highlands is $3,476.
What is the largest Pet Friendly Winchester Highlands Apartment for rent?
Today's Pet Friendly apartment with the most square footage in Winchester Highlands is a 9,999 square feet unit starting from $5,300 at 480 Fulton St, Unit 2.
What is the average size for Winchester Highlands Pet Friendly Apartments for rent?
The average size for a Pet Friendly rental in Winchester Highlands is currently at 1,661 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.

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.

Apartment Animals: What Renters Should Know About Pet Policies & Service Animals
Written by: Andrea Lee Negroni, JD
If you’re considering an apartment that accepts pets, it’s wise to learn about the rules that apply to animals in apartments. Conversely, if you want a no-pets building, you should understand what “no pets” means.

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.