
Pet Friendly Homes for Rent in Winchester, MA (151 Rentals) Page 3 of 4
Homes for rent in Winchester that love your dogs or cats as much as you do!


86 Orchard St

0 Green St

3 Day Cir

9 Woodland Ave

65 Auburn St

72 Marshall St

98 Edward St ##Front Front

585 Lowell St

15 Old Colony Ln

3 Colonial Village Dr

67 Bow St

23 James St

34 Union St

133 Brattle St

61 Decatur St

11 Mead Rd

18 Moulton Rd

555 Main St

469 Appleton St

18 Cranston Cir

195 Forest St

93 Churchill Ave

40 Brattle St

8 Grace Rd

3 Day Cir

14 Brattle Ln

37 Beverly Rd

157 Franklin St

72 Marshall St

349 Fulton St

12 Quincy St

483 Broadway

21A Mystic River Rd

77 Adams St

11 Parkway Rd

15 Orchard St

46 Lowell St

17 Bowman St

40 Marrett Rd

8 Baker Ave

24 Tyler Rd

244 Clifton St

162 E Emerson Rd

3 Myrna Rd

23 Thoreau Rd

139 W Adams St

94 North St

25 Bailey St
Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price | 
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,988 | $2,075 | $5,700 | 
| Winchester 3 Bedroom Homes for Rent | $3,925 | $1,200 | $10,000+ | 
| Winchester 4 Bedroom Homes for Rent | $5,140 | $3,300 | $8,000 | 
| Winchester 5 Bedroom Homes for Rent | $6,884 | $4,300 | $10,000+ | 
| Winchester 6 Bedroom Homes for Rent | $9,479 | $6,200 | $10,000+ | 
Browse Top Homes for Rent in Winchester
Explore Winchester
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 534 Apartments for Rent in Winchester, MA with pricing that ranges from $1,200 to $9,300. There are also 335 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,100 to $40,000.
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 $1,100 to $40,000 with an average monthly rent of $4,678.
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 $2,500 to $6,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,300 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 Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
