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NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town

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A modern interior with a living area, a dining space, and a kitchen. There is a large window providing a view of the outdoors. - NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town (Windham)
A modern kitchen with a central island, a dining area with a wooden table and chairs, and a large window providing natural light. - NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town (Windham)
A modern living room with a glass coffee table, leather sofa, and a view of a snowy landscape through large windows. - NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town (Windham)
A rustic interior with exposed wooden beams, a staircase, and a view to a balcony. - NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town (Windham)
A modern kitchen with dark cabinets, a central island, and a wooden railing by the windows. - NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town (Windham)
Consider a stay at NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town and take advantage of a firepit, an arcade/games room and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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About this property

NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town

  • Welcome to Windy Hollow! A spacious and newly renovated vacation home with stunning views of Windham Mountain and a block to town. Thoughtfully designed to provide multiple gathering spaces for guests over two levels. We are ideally setup for families and groups. Ski the slopes, hike the trails, bike the mountain, enjoy a round of golf, swim in the lakes, jump in the waterholes, kayak, canoe, take the kids to the waterpark, savor the winery, get spoiled at the spa, relish the Maine Lobster Bake on Saturday nights in the summer or visit our many wonderful local bars/restaurants. However you decide to spend your vacation, Windy Hollow offers a home-away-from-home experience year-around.

    Windy Hollow is a spacious home with a warm cozy feel just 0.8 miles from Windham Mountain, 10 miles from Hunter Mountain, and 30 miles from both Belleayre Mountain and Plattekill Mountain. The spaces were designed with our young family in mind and with the intention to make guests feel at ease. We hope your family and friends will enjoy the house as much as we do!

    House Layout:

    First Floor - One of our favorite spaces in the house is the main living room with high ceilings and a wood-burning stove. You can light a fire or play music and cozy up on the couch while overlooking the beautiful views from our oversized floor to ceiling windows. Taking just a few steps up leads to a spacious private game room for the littles to have their own space. They can play endless board games, read books, or log into any streaming channel on the already Wifi connected TV. Conversely, the space can also be used as a workspace to catch up on email or escape for some quiet time on the couch while fancying a book.

    The kitchen and dining area are a few steps up from the living room and feature all new appliances. A well stocked and fully equipped kitchen awaits those inner chefs. Plus a large island with three bar stools provides plenty of room for meal prep, baking, serving food and even enough room to make fresh pasta for the whole family! The dinning room table will accommodate a family of eight for shared meals. One of the fully renovated bathrooms is adjacent to the kitchen for convenience.

    Second Floor - All bedrooms are on this level with large closet space. The primary bedroom is a large room with a king size bed, private sitting area and a 65' SMART TV that is Wifi connected and ready for you to log into your streaming channels. Bedroom 2 accommodates up to four guests with a twin and full size bunk bed plus an additional twin bed. This bedroom features three custom windows allowing guests to take in the incredible views of the mountain. Bathroom 2 is fully renovated and located between bedroom 1 and bedroom 2 for easy access. Bedroom 3 is down the hall and features a comfortable queen size bed with large windows to take in the views from upstairs. The new washer and dryer are on this level and ready to use.

    During the warmer months enjoy grilling on the large wraparound deck while peepers sing their love songs. Experience the darkest night sky as you fancy a nice cocktail and admire the endless stars. During the cooler months, relish by starring at the ski slopes from the large oversized windows in the living room while cozying up on the couch and sipping on a warm beverage, making Windy Hollow a perfect home during any season.

    Close to:

    Windham Mountain Club: 0.8 miles (6 EV charging stations)
    Union & Post Restaurant 0.8 miles Catskill Mountain Country Store: 0.8 miles
    Wylder Hotel Windham 0.9 miles
    Babblers Restaurant, Bakery & Bar 0.9 miles
    EastWind Lodge & Bar: 0.9 miles Prominence Restaurant: 1.2 miles
    Windham Country Club: 1.3 miles
    The Windham Path: 1.5 miles
    Chicken Run Family Restaurant 1.5 miles Christman’s Windham House: 2 miles
    Hayfield: 5.3 miles The Vineyard at Windham: 5.6 miles
    CD Lane Park: 5.7 miles
    Windham Manor: 5.7 miles Mountain Brook Farm: 7.4 miles
    Hunter Ski Mountain: 10 miles
    Flume Zoom Waterpark: 10 miles Colgate Lake: 11 miles Tops Friendly Supermarket: 13 miles Hannaford Supermarket: 16 miles Kaaterskill Falls: 18 miles Rail Explorers Catskills: 24miles Belleayre Ski Mountain: 30 miles Plattekill Ski Mountain: 30 miles Hudson Amtrak Train Station: 30 miles Howe Caverns Adventures: 37 miles

    Walking distance to:

    The Windham Spa
    Windham Diner
    La Patisserie Normande
    Clutch & Throttle Main Street Market
    Tap House Grille
    Zicatelas
    The Windham Local
    Millrock Restaurant & Bar Room
    Windham Pizzaria
    Mountain King Brewing Company. Lilly's Steaks & Cocktails
    The Tipp Tavern
    Carvel
    Subway
    Windham Movie Theater Gem Mercantile Country Boutique
    Windham Liquor Store Chinese Garden Restaurant

    Wildlife in the Catskills - we are situated in the middle of the most beautiful area of the Catskills and nature abounds. You may likely see wildlife during your stay.

    All BBQ food items should be brought inside and the grill cleaned after use to avoid having unwanted visitors. Windy Hollow is regularly treated for pests, but being that we are surrounded by nature, it would not be unusual to see a few insects browsing on the deck.

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About the area

Located in Windham, this holiday home is near a water park and in the mountains. Windham Mountain Resort and Hunter Mountain are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Kaaterskill Falls. Mountain Top Arboretum and Zoom Flume are also worth visiting. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the snowmobiling and sledging. Visit our Windham travel guide
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Map
Windham, NY

What's nearby

  • A calm river with autumn foliage and hills in the background.
    Catskill State Park
    3 min walk - 0.3 km
  • A mountainous landscape with autumn foliage, a ski lift, and a lake.
    Hunter Mountain
    15 min drive - 19.9 km
  • A multi-tiered waterfall surrounded by autumn foliage.
    Kaaterskill Falls
    37 min drive - 38.4 km
  • Windham Country Club
    2 min drive - 2.2 km
  • Windham Mountain Resort
    2 min drive - 2.5 km

Getting around

  • Hudson, NY (HCC-Columbia County)
    51 min drive

Restaurants

  • Brandywine
    4 min drive
  • Catskill Mountain Country Store - Windham
    16 min walk
  • Windham Diner
    5 min walk
  • Babblers
    17 min walk
  • Higher Grounds Coffee Shop
    2 min drive

Frequently asked questions

Is NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town pet-friendly?

No, pets are not allowed at this property.

How much is parking at NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town?

On-site parking is available at the property.

What time is check-in at NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town?

Check-in begins at 4:00 PM.

What time is check-out at NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town?

Checkout is at 11:00 AM.

Where is NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town located?

Situated in the mountains, this holiday home is within 1 mi (2 km) of Catskill State Park and Windham Mountain Resort. Windham Country Club is 1.3 mi (2.1 km) away.

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Reviews

NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 17 out of 17 reviews
Rating 8 - Good. 0 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great weekend escape

My family off five came to Windham for a wedding at Windham Manor. We had a delightful stay at this home. Plenty of space, everything was new and in great shape, and the location proved perfect for a short walk into town. The owners were super communicable and easy to work with. Would highly recommend and would stay here again on a future Windham trip.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend in Windham

We thoroughly enjoyed our stay! The house is beautiful, modern and impeccably clean. We are a family of 4 and had more than enough space to sleep and relax (the game room is a fun touch!). The host is so gracious and responsive. We recommend staying here and hope to be back!
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Look no further

Great house with a great location. Very clean and bright with great views of Windham mountain. Beautiful deck to enjoy and morning coffee. Host was on point with all questions answered in a timely manner and great recommendations.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Exactly like the pictures, minutes away from everything you need! Communication was great, if I had any question they were quick to respond and super friendly!
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome, Top-notch, super clean house.

Perfect location to visit the Catskills and walking distance into town was a plus, with many restaurants nearby. New EVERYTHING in kitchen, living spaces, super comfortable inside and on deck. 100% satisfied.
Stayed 5 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property in walking distance of Windham town

We really enjoyed our stay at Windy Hollow. The property is newly remodelled, nicely designed and furnished, very well equipped - pretty much everything one could want. The property owner was in regular contact to ensure everything ran smoothly with arrival/stay/check-out. We were in the Catskills for a week of cycling and hiking, and both Windham and Windy Hollow were perfect as a base to enjoy all that the region has to offer.
Stayed 6 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great brand new property

We had a wonderful time. The place was brand new and decorated really well. Everything was very clean and equipped well with kitchen utensils, pots, etc. The house was located very close to the Windham town so going anywhere took less than 10 minutes. We will definitely be coming back.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location location location!

We loved the renovation and interior design at Windy Hollow, it was spacious, so clean and all updated! The porch/ decks were great for taking in views of the mountains and the den/ game room and locking room relaxation areas were perfect! I don’t think we turned on a tv but being surrounded with beautiful views and the location right at the heart of town it made things so convenient for friends and family to scoop us up for a dinner in town or a trip to the market. The bedrooms were spacious and so comfortable. We would love to return to Windy Hollow!
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay at Windy Hollow

Our family of four stayed with our friends’ family of four for a long weekend. The house is newly and impressively updated and had plenty of space for the 8 of us. There’s a great game room for the kids, a sunken living room with a view of Windham Mountain, a nicely appointed kitchen with new appliances. Dining area, and full bathroom downstairs, then 3 bedrooms and a full bathroom upstairs. There’s also a wrap around deck and fire pit outside. The house is also very convenient to downtown Windham, within walking distance to several restaurants, shops, and activities. The host was very responsive and accommodating to us. I would recommend this house if you’re looking for a great place to stay in the Catskills/Windham area.
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

We had a wonderful stay for 3 days at this property! The house was beautiful, clean, comfortable, and well supplied/furnished. We stayed here for my sister’s wedding with our 2 children ages 7 and 10, and my mother in law and her husband. They found the house to be very clean and pretty as well. The kitchen has plenty of nice dishes and cooking equipment, though we didn’t need to cook. The kids loved the nice log bunk beds. The views of the mountains were gorgeous and we were perfectly situated to amenities and Windham Manor where the wedding was held. We would love to stay in this home again! After renting properties for various vacations over the years, it’s rare for us to feel that way. The host was very responsive and flexible!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was clean and as described. Check-in was extremely smooth and communication was great. A nice walk into town. Game room was a nice touch. We enjoyed our stay. Thank you!
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Retreat

We stayed here in July and it was beautiful. I can only imagine how the view and scenery is during the winter months. We enjoyed our short little stay because it was peaceful, clean and just overall a great place to relax. Would come back again during winter months to just to see. We got to see wildlife all around and a few in the yard in the morning while eating breakfast.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place and would highly recommend!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property close to Windham’s downtown and mountain. We were close to restaurants, playgrounds and local hikes. The house is a great layout for kids, with a fun game room and sturdy bunk beds. Highly recommend!
Stayed 2 nights in Jun 2026