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Chalet nestled right in Windham Mountain's quiet beauty-private access to trails | Ski Chalet in Windham

10.0 (20 Reviews) |   6 Bedrooms  5 Bathrooms  16 Guests  Stay&Play
Windham Ski Chalet | Chalet nestled right in Windham Mountain's quiet beauty-private access to trails

6 Bedroom Ski Chalet in Windham

*WELCOMING INQUIRIES FOR SKI SEASON 2025-26, and SUMMER-FALL GUESTS!!!**
Perfect Windham Mountain slope side chalet. Short walk to slopes in winter and biking/hiking trails in summer. This spacious 3,400ft chalet is nestled within Windham Mountain’s quiet wooded beauty with its own seasonal babbling brook running beside it, phenomenal views from many rooms and large deck space. 3 king bedrooms each with an en suite bathroom, 2 bunk bedrooms (4 bunk beds per room, with custom 'crib' rails on 2 beds), and 1 trundle bedroom (2 single mattresses). 2 stone fireplaces, living room, dining room with seating for 14 (dining table seats 12 / kitchen breakfast bar seats 2), den, game room, ski gear room, 5 bathrooms total. Hot tub on 2nd deck. Wi-fi throughout the house, Smart TVs in king bedrooms, living room, den, and game room, also DVD player in living room. Lovingly decorated throughout, this is a special house for your stay in Windham, with all it has to offer, including a few minutes drive to the center of town with shops and restaurants, the Windham Country Club, the Windham Hiking Trail, and so many outdoor destinations nearby.
Prior rented privately - references are available.
Ask about additional services available:
Pantry stocking
Cleaning services
Ski ticketing
Equipment rental pick-up/drop-off
Spa appointments
In home yoga or massage
Private chef / catering
Babysitting referrals
Area information.

Chalet nestled right in Windham Mountain's quiet beauty-private access to trails is located in Windham. Chalet nestled right in Windham Mountain's quiet beauty-private access to trails provides accommodation, featuring Entertainment, Barbecue/Outdoor Cooking, Kitchen, among other amenities. This Ski Chalet features Entertainment, Barbecue/Outdoor Cooking, Kitchen, to make your stay a comfortable one.

Chalet nestled right in Windham Mountain's quiet beauty-private access to trails has 6 Bedrooms , 5 Bathrooms, and max occupancy of 16 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Ski Chalet because of the excellent services rendered by the owner or manager of this Ski Chalet, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Ski Chalet has a friendly neighborhood, and the Windham has interesting places to visit. If you want to learn more about the Ski Chalet in Windham, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Skiing
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy Events allowed: family gatherings and birthday parties;maximum event attendees: 25
Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy Pets not allowed (service animals are welcome, and are exempt from fees)
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 25 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Windham, 12496, USA

What Our Guests say 500 + Reviews

May 26, 2025 03:58:08 AM
Summary: We had a great stay— easy check-in, tons of room to spread out in the house, and omg the views!!!
Sarah W. Sarah W.
Mar 3, 2025 06:57:37 AM
Summary: Couldn't have been a better place to accommodate the large group of us. It was comfy, large, well equiped and stocked. Prefect location and tons of fun things. We'll definitely be back there next year....
Lawrence M. Lawrence M.
Jan 7, 2025 10:58:53 AM
Summary: Alice is a great host, she was super responsive and always willing to help. The house is what you see on the pictures and even better. While it is a bit dated it has all the necessary to enjoy the Windham ski resort, and generally life in Upstate NY. The views are outstanding, you are literally in the mountain (never felt closer to one than on this trip!). I would totally book here again!
Juan S. Juan S.
Oct 7, 2024 01:18:44 AM
Summary: Property was very good for the six of us that were attending a family wedding in Windham. Views from the back deck during peak fall foliage days were spectacular.
Chris D. Chris D.
May 16, 2023 01:25:41 AM
Summary: Great house for a big group. The pool table was added fun for everyone. The younger ones loved the hot tub. Plenty of room for everyone to spread out. Our group was age 13 and up. We were 10 people but easily could’ve been many more. The house is on the older side, but it’s perfect for a Windham ski week. I would definitely rent it again. Host was super easy to get in touch with, although we didn’t need much as we frequent Windham mountain every winter.
Courtney C. Courtney C.
Nov 30, 2022 06:18:24 AM
Summary: Perfect house for our family of 15. Kids had plenty of sleeping options and lots of places to hang out amongst themselves. The adult enjoyed the dining and living areas. Great location. Amazing views. Great town with restaurant and bar bar options.
John P. John P.
Aug 19, 2022 12:06:35 AM
Summary: Absolutely wonderful home with a gorgeous view. Host was very responsive and incredibly nice.
Brendan P. Brendan P.
Aug 6, 2022 08:50:21 PM
Summary: Our stay in Windam was another great weekend trip for my family. Ali is a tremendous host, the house is very clean and her responses to a couple questions were immediate. We will surely be staying there again in the future.
Henry G. Henry G.
Jul 21, 2022 04:01:40 PM
Summary: My husband and I rented this house for five nights. It was way bigger than we needed, but the view in the photos looked amazing, so we booked it. It did not disappoint! The view from the deck was breathtaking! My favorite part of the day was having coffee on the deck in the morning, breathing in fresh mountain air, and just staring out at the view ahead. Ali, the property manager, was wonderful. She met us at the house for check-in, which was super-easy, and responded quickly to any questions we had. The location was fantastic - right next to Windham ski resort, and about a five minute drive into town. The house was clean (although the living room carpet could use a cleaning in spots), and very comfortable. We basically used just the upstairs, except for when our son came for a couple of nights, and stayed in one of the large bedrooms downstairs (we joked that the house was so large, his bedroom was in another zip code). The upstairs bedroom that we used was spacious, and the bed was very comfortable. There was a large, walk-in closet, and a big dresser, providing lots of room to unpack. We did not do much cooking, but the kitchen was extremely well stocked, and the appliances were in excellent condition. The game room downstairs was an added bonus, with a pool table and jukebox. One suggestion if traveling with small children and/or pets: bring a gate to block off the staircase. We were glad we brought one to keep our dog from wandering all over the house. We enjoyed our stay tremendously, and would highly recommend this house!
Amy F. Amy F.
Jul 5, 2022 07:54:43 PM
Summary: Recently, my wife and I rented this house for a multi-generational family getaway. The house met or exceeded our expectations in every way. First of all, size: The house features 3 King Bed master bedrooms, each with its own private bathroom. There are another 3 more kid-sized bedrooms (two of which have 4 bunkbeds each), plus another couple of bathrooms. There are two living rooms and a pool table/game room (with a working juke box). The house is spread out in such a way that there are separate bedroom/bathroom "pods," affording unexpected areas of privacy for different groups sharing the house. My daughter and son-in-law and their young kids had their own private area of the house. My other daughter had her own private area, etc. The house would therefore be ideal, for example, for three couples sharing the rental. There's a nice sized kitchen, a big dining area and a large deck. We ate meals both indoors and out, as the weather dictated. We also sat around the fire pit, toasting marshmallows, and enjoyed our soaks in the hot tub after a day of hiking. The house was well stocked with tons of large towels, linens, and other basic necessities. All in all, the house served our needs perfectly. Ali, our hostess, was a pleasure to deal with--responsive and helpful in every conceivable way. We'd rent the house again in a heartbeat. One small caveat: I wouldn't want to be trying to find the house for the first time in the dark. We made it our business to arrive during daylight and were happy we made that decision.
Emanuel S. Emanuel S.

FAQ's

Is this Windham ski chalet pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Windham ski chalet have a swimming pool?

No, this Windham ski chalet does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Windham ski chalet?

Best-rates for the Windham ski chalet starts from $793 per night with includes Air Conditioner, View, Ocean View, Bedding/Linens, Wellness Facilities, Internet, Laundry, Sports/Activities, Fireplace/Heating, Parking, Security/Safety, Child Friendly, Hot Tub, TV, Balcony/Terrace, Skiing, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Kitchen StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Windham ski chalet a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this ski chalet Good or guests have recommended them suitable for families. As reported by the owner or manager, the ski chalet has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Windham ski chalet wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Windham ski chalet has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Windham ski chalet?

Based on the information reported by the owner or manager, the Windham ski chalet indicates 1 day stay policy at this ski chalet. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Windham ski chalet?

Based on the information reported by the owner or manager, details for the cancellation policy for the Windham ski chalet are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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