Windham County holiday homes

We found 1,718 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Select from 656 houses, 66 apartments and other holiday rentals to find the perfect place for your stay in Windham County. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • 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

Frequently asked questions

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

One of the more in-demand areas to book your holiday home in Windham County is Wilmington. Spend your getaway here and experience its must-see attractions, such as The Hermitage Golf Club and Molly Stark State Park.

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

The most desirable types of holiday homes in Windham County are houses. Looking for something different? Bookabach has plenty of options to match the needs of our guests, so you'll see holiday homes in loads of shapes and sizes. The perfect fit is ready and waiting for you — snap up yours today.

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

The average price for a holiday home in Windham County is based on a number of factors, like property type, season and length of stay. Whether you're searching for a sprawling villa with room to move around or a quaint cottage for just you and your sweetheart, just enter your dates of travel to find stays with exceptional value.

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

The average price for a holiday home close to the beach in Windham County depends on when you're visiting the area and the type and size of property you want. Find prices easily on Bookabach by entering your destination and travel dates. Then make use of the filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.

What are popular home amenities in Windham County?

The most popular home amenities people look for in Windham County are a fridge, a microwave oven and an oven. Whether you're taking a trip with family, pals or even pets, Bookabach holiday homes feature the best amenities for fun and relaxation with the people you love.

Are there large group holiday homes in Windham County?

With 326 holiday homes that can sleep 10 guests or more in Windham County, there's no need to leave anyone off your guest list. From family holidays to special events like birthday and Christmas parties, Bookabach will help you find a large group home that fits the occasion.

What are the top attractions for families in Windham County?

Keep the kids busy at these leading family-friendly attractions in Windham County:

  • Magic Mountain Ski Resort
  • Viking Nordic Centre
  • Stratton Golf School

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

Take off with your besties and experience complete comfort and privacy in one of the 131 two-bedroom holiday properties Windham County has to offer.

Are there holiday homes with WiFi in Windham County?

Whether you want to keep up with the latest headlines, send some emails or update your social media accounts, there are 325 holiday homes with WiFi in Windham County. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.

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

The minimum age allowed can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Windham County you want to book. But typically, it's 16, 18 or 21.

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

The length of time you can book a holiday home in Windham County is up to the property. Just enter your preferred dates to see a list of options offering extended stays. With plenty of amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find someplace just right to call your home away from home in Windham County.

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