Title: NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town Family-friendly vacation home in Windham with a water park ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92080000/92072600/92072547/da68180d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/93000000/92080000/92072600/92072547/7c3c4c2b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92080000/92072600/92072547/60c3a600.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92080000/92072600/92072547/5b03a05c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92080000/92072600/92072547/w1170h874x0y3-88982842.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location At Windy Hollow, a spacious and newly renovated vacation home in the heart of Windham, experience the warmth and coziness with high ceilings and a wood-burning stove. The main living room boasts oversized floor-to-ceiling windows for taking in breathtaking views of Windham Mountain while kids play on their own level or catch up on email. A fully equipped kitchen awaits inner chefs plus an adjacent renovated bathroom for convenience. 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 81928 sq ft ## Popular amenities - Dryer - Washer - Fireplace - Parking available - Barbecue grill - Kitchen ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 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 walking distance 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. ## Property amenities ### Ski - Close to skiing - Snowboarding nearby ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Wood stove ### Entertainment - Books - Games - Smart TV ### Outdoor areas - Firepit - Gas grill - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the mountains - Near a health/beauty spa ### Things to do - Arcade/game room - Snow sports gear - Water park - Basketball nearby - Canoeing nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Kayaking nearby - Mountain biking nearby - Sledding nearby - Snowmobiling nearby - Swimming nearby - Winery tours nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Recycling - Unit size: 1,928 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105954500/105954500/72823840.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Magical Home Located in Windham and Catskills Windham - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=105954500&PinnedHotelID=105954500&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83700000/83690400/83690314/58033941.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Midnight Fox Hunter - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 7 reviews CA $321 CA $605 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=83690314&PinnedHotelID=83690314&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24280000/24278300/24278247/e79deb12.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities Windham - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 37 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=24278247&PinnedHotelID=24278247&HadPinnedHotel=true®ionId=-1&adults=2) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105960000/105954400/105954354/eef9c415.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ski on and Off Windham Mountain Village Townhome Unit Windham - Pool - Hot tub - Kitchen - Washer 7.0 Good 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=105954354&PinnedHotelID=105954354&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31770000/31765200/31765140/afb24080.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Red Fox T.H. & Spa hot tub - epic location close to ski mtn & ski town Windham - Hot tub - Kitchen - Free WiFi - Air conditioning 10 Exceptional 40 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=31765140&PinnedHotelID=31765140&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/74000000/73490000/73485500/73485482/d7ec2426.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !! 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Available 25/26 Ski Season! Windham - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=29487704&PinnedHotelID=29487704&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 23 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Check-out instructions The host requires you complete the following before checking out: Gather used towels Remove personal items, remove leftover food and drinks, and take out the trash Turn off the lights and lock the doors Important — Turn off AC or Heat. Press “off” button twice on remote and confirm vents have closed prior to exiting home. Return remote back to wall placement. If grill was used, place black grill cover back on grill. Failure to complete these may result in a negative review from the host. ### Rules Basement is not included in rental and remains locked at all times from inside and outside of home. We kindly ask guests to respect our personal space When using fireplace, please fill/refill stovetop cast iron steamer/humidifier with water throughout stay. For EV there are 5 charging locations in town including 6 charging station at the Mountain. Windy Hollow is not setup for EV kindly ask not to plug in ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.30962%2C-74.24603&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=oPoDEZZPylkGNB4xGY-jfACrNNg=) Windham, NY #### What's nearby - Windham Country Club - 2 min drive - 2.2 km - Windham Mountain Resort - 2 min drive - 2.5 km - Windham Vineyards and Winery - 10 min drive - 12.8 km - Hunter Mountain - 16 min drive - 20.2 km - Kaaterskill Falls - 34 min drive - 32.7 km #### Getting around - Hudson, NY (HCC-Columbia County) - 51 min drive #### Restaurants - ‪Chicken Run - ‬2 min drive - ‪Windham Diner - ‬5 min walk - ‪Catskill Mountain Country Store - Windham - ‬16 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. ### 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? > Check-out is at 11:00 AM. ### Where is NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town located? > This family-friendly Windham vacation home is located in the mountains, within 1 mi (2 km) of Catskill State Park and Windham Mountain Resort. Windham Country Club is 1.3 mi (2.1 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 9.8 Location 10 - Excellent 12 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Elizabeth S. Sep 4, 2023 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! ##### Elizabeth S. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Melanie B. Jul 22, 2025 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. ![](https://a.travel-assets.com/ugc/hotel-reviews/f9bb3c3d-3e84-4b88-880f-3017ada86fae-1753208813671.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Melanie B. Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Michael S. Oct 6, 2024 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. ##### Michael S. Stayed 5 nights in Sep 2024 ### 10/10 Excellent #### Yvonne M. Sep 3, 2024 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. ##### Yvonne M. Stayed 6 nights in Aug 2024 ### 10/10 Excellent #### Neil C. Jul 13, 2025 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! ![](https://a.travel-assets.com/ugc/hotel-reviews/8315bc03-884d-40cb-93b9-96d612cfab09-1752424568308.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/814756e8-7449-4a30-a74d-ba5b76aef49f-1752424567660.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Neil C. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Frank G. May 1, 2025 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. ##### Frank G. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Christina G. Oct 27, 2024 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! ##### Christina G. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Brian G. Oct 15, 2024 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. ##### Brian G. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Jeff L. Sep 22, 2024 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. ##### Jeff L. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Juhaina K. Jul 9, 2024 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. ##### Juhaina K. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Rachel H. Nov 1, 2023 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! ##### Rachel H. Stayed 2 nights in Oct 2023 ### 10/10 Excellent #### nicole s. Oct 15, 2023 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! ##### nicole s. 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