2 Bedroom Homes for Rent in Windham County, CT (15 Rentals)

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

property at 270 S Windham Rd

$1,675

Total Monthly Price

Total Monthly Price

Base Rent
$1,675

Total Monthly Price
$1,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

270 S Windham Rd

WindhamCT06226
property at 100 Bradford Corner Rd

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

100 Bradford Corner Rd

WoodstockCT06282
property at 201 Whetstone Mls

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

201 Whetstone Mls

KillinglyCT06241
property at 1153 Main St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

1153 Main St

WindhamCT06226
property at 52 Carol Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Townhome for Rent

Available Jan 1, 2026

52 Carol Ave

KillinglyCT06239

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 66 Indian Spring Rd

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Home for Rent

Available Now

66 Indian Spring Rd

WoodstockCT06281
property at 80 North St

$1,800

Plus Fees12 Month Lease Term

2 Bedroom, 1 Bath Home for Rent

Available Now

80 North St

WindhamCT06226
property at 1153 Main St

$1,800

Plus Fees

2 Bedroom, 1 Bath Condo for Rent

Available Now

1153 Main St

WindhamCT06226
property at 1153 Main St

$1,800

Plus Fees

2 Bedroom, 1 Bath Condo for Rent

Available Now

1153 Main St

WindhamCT06226

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Frequently Asked Questions about Windham County

What type of rentals are currently available in Windham County?

There are currently 182 Apartments for Rent in Windham County, CT with pricing that ranges from $1,000 to $2,700. There are also 30 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windham County ranging from $1,000 to $3,500.

What is the current price range for Rental Homes in Windham County?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Windham County ranges from $1,000 to $3,500 with an average monthly rent of $2,074.

How much are larger Three and Four Bedroom Rentals in Windham County?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Windham County range from $1,300 to $2,700, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,400 to $3,500. Four Bedroom Single-Family rentals are also available starting from $1,895 and Four Bedroom Apartments start at $1,900.

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.

Articles, How-To's, and Tips

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!