
Pet Friendly Homes for Rent in Winchester, MA (177 Rentals)
Homes for rent in Winchester that love your dogs or cats as much as you do!


115 Washington St

270 Cross St

34 Glen Rd

186 Ridge St

14 Dudley St, Unit 6

7 Brattle Dr, Unit 1

49 Broadway, Unit #6

14 Brattle Ln, Unit 31

20 Hamilton Rd, Unit 201
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

4 Colonial Village Dr, Unit 11

12 Water St, Unit 1

78 Warren St, Unit 1

37 Westminster Ave, Unit 2

132 Broadway, Unit 1

104 Forest St, Unit 104

104 Forest St

104 Forest St

9 Gregg St

116 Medford St, Unit 1

28 Wadsworth Rd

47 Webster St, Unit 47

2012 Symmes Cir, Unit 1

32 Washington St

201 Winn St

2004 Symmes Cir

2 Swan St

35 Bowdoin St, Unit 35

41 Rublee St

2001 Symmes Cir

15 Farmer Rd

15 Farmer Rd

15 Farmer Rd

6 Farmer Cir

22 Belknap St

39 Hopkins Rd

422 High St, Unit 30

9 Circuit St, Unit 1

26 Bradlee Rd, Unit 1

21 Taft St, Unit 1

26 Bradlee Rd

20 Burget Ave

81 College Ave, Unit 2

26 Bradlee Rd, Unit 102

26 Bradlee Rd

40 Hamilton St, Unit 2

40 Hamilton St, Unit 2

258 Boston Ave, Unit 2

227 Boston Ave, Unit 1

7 Greenleaf Ave, Unit 1
Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester 2 Bedroom Homes for Rent | $2,934 | $2,300 | $4,000 |
Winchester 3 Bedroom Homes for Rent | $3,925 | $2,800 | $7,200 |
Winchester 4 Bedroom Homes for Rent | $4,882 | $3,200 | $7,250 |
Winchester 5 Bedroom Homes for Rent | $6,165 | $2,800 | $10,000+ |
Winchester 6 Bedroom Homes for Rent | $7,739 | $5,500 | $10,000+ |
Winchester 7 Bedroom Homes for Rent | $9,487 | $7,975 | $10,000+ |
Browse Top Homes for Rent in Winchester
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Quick Rent Budget Calculator
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 981 Apartments for Rent in Winchester, MA with pricing that ranges from $1,100 to $10,689. There are also 478 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,750 to $25,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $1,750 to $25,000 with an average monthly rent of $4,949.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,600 to $10,689, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $7,200. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $3,000.
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.