171 Swanton St
WinchesterMA01890
Pet Friendly Homes for Rent in Winchester, MA (73 Rentals)
Homes for rent in Winchester that love your dogs or cats as much as you do!
60 Lake St
WinchesterMA01890
41 Cross St
WinchesterMA01890
31 Fells Rd
WinchesterMA01890
34 Glen Rd
WinchesterMA01890
59 Wedgemere Ave
WinchesterMA01890
186 Ridge St
WinchesterMA01890
61 Wollaston Ave, Unit 61 Wollaston Ave - 2
61 Wollaston Ave
ArlingtonMA02476
33 Montvale Ave, Unit #3
33 Montvale Ave
WoburnMA01801
3 Day Cir
WoburnMA01801
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.
72 Harlow St, Unit 72
72 Harlow St
ArlingtonMA02474
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
14 Kings Ct
ArlingtonMA02474
15 Campbell Rd
ArlingtonMA02476
260 Boston Ave, Unit 1
260 Boston Ave
MedfordMA02155
258 Boston Ave
MedfordMA02155
207 Boston Ave
MedfordMA02155
7 Greenleaf Ave, Unit 1
7 Greenleaf Ave
MedfordMA02155
21 Jerome St
MedfordMA02155
130 Capen St, Unit 130
130 Capen St
MedfordMA02155
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.
89 Sherwood Rd
MedfordMA02155
49 Oakland St, Unit 2
49 Oakland St
MedfordMA02155
10 Greenleaf Ave, Unit 1
10 Greenleaf Ave
MedfordMA02155
217 Arlington St
MedfordMA02155
17 Tesla Ave
MedfordMA02155
120 Jerome St, Unit 1
120 Jerome St
MedfordMA02155
57 Quincy St, Unit 1
57 Quincy St
MedfordMA02155
120 Jerome St
MedfordMA02155
1 Victoria St
SomervilleMA02144
32 Irvington Rd
SomervilleMA02144
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
2 High St, Unit 1
2 High St
SomervilleMA02144
1 Victoria St, Unit 2
1 Victoria St
SomervilleMA02144
50 Curtis Ave
SomervilleMA02144
2 Osgood St, Unit 1
2 Osgood St
SomervilleMA02143
64 Chetwynd Rd, Unit 1
64 Chetwynd Rd
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
24 Chetwynd Rd, Unit 2
24 Chetwynd Rd
SomervilleMA02144
4 High St, Unit 1
4 High St
SomervilleMA02144
3 Hamilton Rd, Unit 2
3 Hamilton Rd
SomervilleMA02144
close
View Me
$3,700Pet Friendly
Pet Details
15 Taylor St, Unit #1
15 Taylor StMedford, MA 02155
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
49 Broadway, Unit 9
49 Broadway
ArlingtonMA02474
16 Kilby St
WoburnMA01801
120 Jerome St
MedfordMA02155
82 Arlmont St
ArlingtonMA02476
107 Warren St, Unit 2
107 Warren St
ArlingtonMA02474
21 Jerome St
MedfordMA02155
15 Governors Ave, Unit 19
15 Governors Ave
MedfordMA02155
15 Governors Ave, Unit 8
15 Governors Ave
MedfordMA02155
15 Governors Ave, Unit 5
15 Governors Ave
MedfordMA02155
15 Governors Ave, Unit 19
15 Governors Ave
MedfordMA02155
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.
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 | $3,069 | $2,100 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,121 | $2,500 | $7,500 |
| Winchester 4 Bedroom Homes for Rent | $5,182 | $1,300 | $10,000+ |
| Winchester 5 Bedroom Homes for Rent | $7,531 | $4,525 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $10,755 | $5,995 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,150 | $5,300 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Winchester
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
Boston Neighborhood Guide: Living Near UMass, MGH, and 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.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Let everyone know!
Do you know the Winchester area?
If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 392 Apartments for Rent in Winchester, MA with pricing that ranges from $950 to $11,166. There are also 257 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,210 to $28,000.
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 $1,210 to $28,000 with an average monthly rent of $5,384.
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 $950 to $6,317, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,500. Four Bedroom Single-Family rentals are also available starting from $1,300 and Four Bedroom Apartments start at $2,900.
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
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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
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.
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.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.