Book Windham County holiday rental accommodation: short-term rental properties & homes

Discover a selection of 26 homes, 14 apartments and other holiday rentals in Windham County that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Popular Windham County destinations on Stayz

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Find the best place to stay - Windham County

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Sleeps 8 · 4 bedrooms · 2 bathrooms

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Sleeps 8 · 3 bedrooms · 1+ bathroom

Top rated rentals - Windham County

Beautiful cozy and spacious home

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Choose a holiday rental for your Windham County getaway

Learn about the unique charm of Windham County with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Windham County

Are you searching for things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Windham County a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Brooklyn Golf Course (5.1 mi / 8.2 km)
Brooklyn Country Club (5.2 mi / 8.3 km)
Taylor Brooke Winery (8.3 mi / 13.3 km)
Mohegan Sun Golf Club (14.7 mi / 23.6 km)
Brown and Hopkins Country Store (17.3 mi / 27.9 km)
Stafford Motor Speedway (19.1 mi / 30.7 km)

Exploring the natural landscape of Windham County

Whether you're looking for adventure or just want to take in the scenery, Windham County is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

Moosup Pond Beach (9.2 mi / 14.8 km)
Roger Lake (9.9 mi / 15.9 km)
Quaddick Reservoir (12.1 mi / 19.5 km)
Tinkerville Brook Reserve (13.1 mi / 21.1 km)
Buck Hill Management Area (14.6 mi / 23.5 km)
Hopeville Pond State Park (15.8 mi / 25.5 km)

Frequently asked questions

What is the best area to stay in Windham County when booking a holiday home?

One of the most in-demand neighbourhoods for a Windham County holiday home is Ashford. When you book your holiday home with Stayz, you will have the whole place to yourself. So you won’t have to share it with anybody apart from your group.

What is the most popular type of holiday home accommodation in Windham County?

Based on our data, houses are the most desirable type of holiday property in Windham County. But having said that, everyone’s idea of an epic trip can differ. Stayz has holiday homes of all sizes, shapes and budgets, and we’ll help you discover your perfect match.

How much does it cost to rent a holiday home in Windham County?

Property type, season and length of stay are among the factors that can determine the price of a holiday home. Simply click on your dates of travel to find your ideal escape. From comfy cabins to sprawling villas, all Stayz holiday homes provide unbeatable value.

How much does it cost to rent a beach house in Windham County?

Prices for beach houses in Windham County can differ depending on the size and style of the property and when you plan to travel. Simply enter your travel dates into Stayz and how many guests to view your holiday home options and prices. From there you can use the filters to narrow your search by ratings, amenities, nearby activities and more.

What are popular home amenities in Windham County?

Some of the most popular home amenities people are searching for in Windham County are a barbecue grill, a fridge and a microwave oven. Whether you’re going on holiday with family, friends or even pets, Stayz holiday properties feature the best amenities for fun and relaxation with the people that matter most.

Are there large group holiday homes in Windham County?

You’ll find nine holiday homes in Windham County that can host a group of five or more guests. From family getaways to events like a friend’s birthday, these stays have enough room to kick back with your favourite people.

What are the top attractions for families in Windham County?

There are tons of awesome things to see and do with the family in Windham County, including:

Thompson International Speedway
Killingly Shopping Centre
Moosup Pond Beach

Can I find two-bedroom holiday homes in Windham County?

Windham County has five two-bedroom holiday homes to select from. Go for a holiday home with all the comfort and privacy you’re looking for at a price that’s hard to resist on Stayz.

Are there holiday homes with WiFi in Windham County?

Windham County has 16 holiday homes with WiFi, so you’ll be able to stay connected during your holiday. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to checking emails, these Stayz homes make it easy to get online.

How old do you have to be to rent a holiday home in Windham County?

The minimum required age is typically 16, 18 or 21. It can differ across properties on Stayz, so look at the rules of your preferred Windham County holiday home before making a booking.

How long can I rent a holiday home in Windham County for?

How long you can rent a holiday home in Windham County varies according to the property. Just enter your selected travel dates to view a list of options offering extended stays. With tons of features such as full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere perfect to call your home away from home in Windham County.