Windham vacation rentals

Why visit Windham

1. Winter Sports Paradise: Windham is renowned for its ski resorts, offering thrilling winter sports and activities for all skill levels.
2. Scenic Nature Preserves: Explore beautiful wooded areas and nature preserves that highlight the area's natural beauty.
3. Family-Friendly Atmosphere: Windham boasts a welcoming environment perfect for families looking for adventure and relaxation.
4. Windham Mountain Club: A must-visit for additional recreational activities, enhancing your outdoor experience.
5. Diverse Accommodation Options: Choose from cozy apartments, spacious homes, and charming cottages for a perfect getaway.

Popular types of accommodation in Windham

If you're searching for the perfect getaway in Windham, you're in the right place! Our most popular vacation rentals include Houses, cozy Cabins, and modern Apartments. Whether you're looking for spacious whole homes or intimate bedroom rentals, Windham offers a variety of options to suit your needs. Explore our selection of Windham retreats and discover the ideal spot for your next vacation!

• Houses: This is the top choice for visitors seeking spacious and comfortable accommodations, ideal for families or groups.
• Apartments: A popular option for those wanting the convenience of home amenities in a central location.
• Cabins: Perfect for nature enthusiasts, offering a cozy retreat in a rustic setting.
• Cottages: These charming dwellings provide an intimate and picturesque getaway.
• Condos: A great choice for travelers desiring modern comforts in a community atmosphere.**

Top attractions in Windham

Windham, New York, is a fantastic destination for ski and adventure enthusiasts, offering a variety of attractions such as mountains, ski resorts, and nature preserves. Visitors can enjoy cultural experiences and outdoor activities perfect for families. A must-visit is the Windham Mountain Club, which provides additional recreational opportunities. Whether you're seeking thrills or a relaxing getaway, Windham has something for everyone.

1. Windham Mountain Resort: Experience thrilling skiing and snowboarding on pristine slopes, along with cozy lodges and vibrant après-ski activities, perfect for adventure seekers and outdoor enthusiasts.
2. Kaaterskill Falls: Discover the breathtaking beauty of this iconic waterfall, surrounded by lush landscapes, offering romantic views and adventurous hiking trails for nature lovers.
3. Catskill Mountains: Explore stunning scenery and diverse outdoor activities, from hiking to scenic drives, in this majestic mountain range that promises unforgettable adventures.

Things to do recommended for couples

Planning a romantic getaway in Windham? Experience the thrill of skiing at Hunter Mountain or Windham Mountain Resort, both perfect for outdoor adventures. Don't forget to visit Windham Vineyards and Winery for a charming wine tasting amidst beautiful scenery—ideal for creating lasting memories together.

Things to do recommended for families

During your family vacation in Windham, you can splash around at Zoom Flume, a fun waterpark just 7 miles away, or enjoy wellness activities at the Pine Hill Community Center, located 17 miles away. Both spots offer great experiences for families looking to bond and relax together.

Things to do recommended for groups

In Windham, groups can enjoy a round of golf at Windham Country Club or Blackhead Mountain Country Club for an engaging sports experience. For adventure and family fun, visit North-South Lake Campground, just 13 miles away, offering stunning outdoor scenery and activities.

What do I need to keep in mind when booking a vacation in Windham

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, be sure to prioritize your preferences in your search. Here are some helpful booking tips for Vrbo to assist you.

• Traveling to Windham with a group: Take into account how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
• Traveling to Windham with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions for a more enjoyable experience.
• Taking your pets with you to Windham: For many families, a vacation isn't truly fulfilling without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly homes come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at ease.
• Planning for a long term stay visiting Windham: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Windham

Windham, New York, offers a perfect blend of adventure and relaxation for tourists. Nestled in the beautiful Merrimack Valley, this charming town is ideal for skiing and outdoor sports. Explore the surrounding wooded acres and experience the friendly atmosphere of family-friendly neighborhoods. Whether seeking thrilling activities or a peaceful retreat, Windham and its nearby areas promise a delightful vacation filled with scenic beauty and historical charm.

• Woodstock: Located about 20 miles from Windham, Woodstock is a vibrant town known for its artistic spirit and stunning natural landscapes. This historic area, famously associated with the 1969 music festival, offers a plethora of outdoor activities including skiing at nearby resorts and hiking along scenic trails. Visitors can explore local art galleries, charming shops, and enjoy the beautiful scenery of the surrounding mountains and lakes. Don't miss the opportunity to relax in one of the local parks, where you can soak in the peaceful atmosphere and breathtaking views.
• Kingston: Approximately 29 miles from Windham, Kingston is a city rich in history and outdoor adventure. Nestled along the Hudson River, it boasts a vibrant waterfront and plenty of recreational opportunities. Outdoor enthusiasts will find skiing and snowboarding at nearby ski resorts, as well as access to beautiful hiking trails that wind through the area's stunning mountain landscapes. Kingston's historical district features lovely parks and local landmarks, making it a perfect blend of adventure and culture.
• Lake Hill: Just 17 miles from Windham, Lake Hill is a quaint community that offers a serene escape with its picturesque scenery. With easy access to ski fields and resorts, this area is perfect for winter sports enthusiasts. Lake Hill is surrounded by beautiful lakes and mountains, providing ample opportunities for outdoor activities such as hiking, fishing, and even beach outings during the warmer months. This charming locale invites travelers to unwind and experience the natural beauty of the Hudson Valley.

Best time to go to Windham

If you're planning a trip to Windham, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from December to February, while off-peak times, like May to June and October tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.1°F (-5.5°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
February	24.1°F (-4.4°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
March	31.6°F (-0.2°C)	Light Rain	Mostly Cloudy	Average	Average
April	43.3°F (6.3°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
June	63.0°F (17.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
July	68.7°F (20.4°C)	Light Rain	Mostly Sunny	Average	Average
August	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
September	59.9°F (15.5°C)	Light Rain	Mostly Sunny	Average	Average
October	48.9°F (9.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Average	Average
December	28.8°F (-1.8°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High

Booking with Vrbo is simple

Are you hoping to save money on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the total amount of your booking. Being the organizer has its perks! By joining our OneKey rewards program, you can unlock exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, refine your existing plans, or manage your bookings effectively. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.