Mountain Chalet with Hot Tub & Pool

Windham, New York
$1560 avg/night Minimum Stay 3 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 3 nights

Min Stay

Escape to a spacious mountain retreat on 5+ private acres, perfect for up to 14 guests. Just 5 minutes from Windham & 16 from Hunter Mountain, this home features a seasonal pool, year-round hot tub, game room with a pool table, and a chef's kitchen. Ideal for family reunions and group getaways seeking adventure and relaxation in the countryside.

LIVING & ENTERTAINMENT
• Two distinct living areas for relaxation and fun.
• Main floor living room with a cozy fireplace.
• Walk-out basement entertainment hub with pool table, karaoke machine, Bluetooth speaker, and a 75-inch HDTV.
• Dedicated office space with a desk and monitor for remote work.

KITCHEN & DINING
• Fully stocked chef’s kitchen with an induction range top and convection oven.
• Coffee options: Nespresso machine and a Keurig Duo Plus (single serve or 12-cup carafe).
• Indoor dining table with seating for 10.
• Kitchen island with additional seating for 4.
• Outdoor dining table with seating for 8.

BEDROOMS & BATHS
• Bedroom 1 (First Floor): King Master Suite with private ensuite bathroom.
• Bedroom 2 (Second Floor): King Master Suite with private ensuite bathroom.
• Bedroom 3 (Second Floor): Queen Bedroom.
• Bedroom 4 (Second Floor): Queen Bedroom.
• Bedroom 5 (Basement): Custom Bunkroom with two Twin-over-Queen beds.
• Bathroom 3 (Second Floor): Full shared bathroom.
• Bathroom 4 (Basement): Full bathroom.
• Bathroom 5 (First Floor): Half bathroom.

OUTDOOR LIVING
• Heated swimming pool (open seasonally from Memorial Day weekend through the end of September).
• 7-person hot tub (open year-round).
• Weber grill with a searing station.
• Firepit with 8 Adirondack chairs and an ample supply of fire logs.
• Tesla EV Charger and a separate 20-amp outlet.

WHY YOU’LL LOVE IT HERE:
We know what it’s like to stay in a place that forgets the little things. That’s why we’ve stocked our home with everything we wished for in our own travels—comfy beds, quality linens, plush towels, storage space where you need it and so much more. We’ve tried to think of it all so you can simply settle in and enjoy.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing
  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling
  • KITCHEN

    Blender Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Balcony Barbecue Grill Firepit Outdoor Furniture
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Mountain Biking Nearby Swimming Nearby Water Park Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Pool Or Billiards Table Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Rates & Availability

Review Review

  • Joshua B.

    Submitted Jun 29, 2025

    Stayed Jun 25, 2025

    We had such a wonderful time. The house is beautiful, thoughtfully set up and comfortable. The location is fantastic, and Josephine was such a great communicator. We plan on returning soon! Thank you!

  • Katie F.

    Submitted Feb 28, 2024

    Stayed Feb 9, 2024

    Wow, what a place! We really enjoyed our February visit to Windham. This house was by far the best part of our stay. It was close to the mountain and made our daily ski school drop-offs very easy. It was more than big enough to accommodate our family and friends. The house has everything we needed and the host was very accommodating. My 5 year old daughter keeps asking when we are going back.

  • Nikki A.

    Submitted Nov 26, 2023

    Stayed Nov 22, 2023

    We had a wonderful stay at Josephine’s home! The host was extremely communicative and made sure we had everything we needed to make our Thanksgiving meal, even offering to provide specialty kitchen tools. An issue discovered upon arrival was immediately addressed. Our group enjoyed the hot tub, pool table, karaoke, board games, and books in the house. The property was beautiful and we had fun roasting marshmallows over the campfire and hiking to nearby Kaaterskill Falls.

  • Greg S.

    Submitted Sep 12, 2023

    Stayed Sep 7, 2023

    Beautiful home and property! The listing pictures do not even do it justice. The entire home is well appointed, lots of space inside and out. Extremely private property with wonderful views at the top of the hill. Very clean, clearly well cared for home. Nothing out of place and a wonderful, communicative host. Our group of 10 had plenty of room. Great kitchen area, plenty of seating in front of large tv, great deck and grill. In 28 years of holding this reunion weekend - this is one of the best homes we have had the pleasure to stay in!

Your dates are Available!

Total

Includes taxes and fees
$1,560+
View details