Windham chalets

We found 48 chalets — enter your dates for availability

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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any chalets in Windham?
Windham has 48 chalets to pick from, including in well-known neighbourhoods like Town of Conesville. Typically larger than hotel rooms, these holiday properties have lots of space for families or groups to unwind and spend valuable time together.
How much does it cost to stay in a chalet in Windham?
There are various ways you can use Vrbo to lock in a chalet in Windham that matches your budget. Search by property type and compare the prices of everything from luxury chalets with room for the whole team to rustic retreats ideal for a romantic break. If it's big savings you're after, select our "Discounts" filter. This will list options that offer new listing, weekly and monthly discounts.
When is the best time to rent a chalet in Windham?
Immerse yourself in nature's wonders while enjoying the conveniences and privacy of a charming chalet in January. This is the preferred time for many Vrbo guests to book one of our chalets in Windham, with the average temperature ranging from -9ºC (16ºF) to -3ºC (27ºF). If you want help deciding the ideal time to visit Greene County, browse through some tourism websites or travel guides.
Where can I rent a Windham chalet with great views?
Homelike comforts and views of historic areas come together for a memorable stay at some of our Windham chalets. Our filters make it a breeze to find getaways with lovely outlooks. Start by navigating to "Highly rated for location" under "Property reviews" and then browse your options.
Can I book a luxury chalet in Windham?
Full of style and set amid gorgeous landscapes, our luxury Windham chalets promise a holiday like no other. With amenities like outdoor entertainment areas, ultra-modern kitchen appliances and sprawling living spaces, Vrbo chalets are ideal for kicking back after a day of exploration.
Are there any catered chalets in Windham?
When you simply want to spend your holiday having a blast, not stuck in the kitchen, select a catered chalet in Windham. The services of professional hosts and chefs are included, so you'll have your food taken care of every single day. All you need to do is kick back and chill and let someone else handle the cooking. Of course, the additional services mean that these kinds of retreats usually cost more.
What are the top things to do in Windham?
It's easy to see why many families love Windham, with top-rated attractions like Hunter Mountain, Zoom Flume and Mountain Top Arboretum to explore. Discover this destination's wonders together and then return to the comforts of your chalet.
Why should I book my chalet holiday rental with Vrbo?
Recognisable for their overhanging eaves and sloping roofs, chalets are perfect choices for outdoor holidays. And we've got properties located in spectacular places like lakefronts and mountain towns. When you book your chalet with Vrbo, you'll get our Book with Confidence Guarantee. This means excellent customer support before, during and after your trip. Our cancellation policies also make things simple if you have to change plans. Plus, thanks to our One Key™ rewards programme, you'll be able to earn OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.