Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace

Windham, New York
$435 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 15

Max Sleeps

Night 2 nights

Min Stay

Windham Mountain Retreat | Private 5-Acre Catskills Getaway w/ Treehouse, Game Room & Views

Welcome to your Catskills vacation rental in the heart of Windham, NY — a spacious four-season mountain home set on 5 private acres with scenic views, private hiking trails, a pond, playground, and a magical treehouse. Just minutes from Windham Mountain Ski Resort, this secluded retreat offers the perfect balance of privacy, comfort, and convenience.

Ideal for families, large groups, reunions, ski trips, retreats, and romantic getaways, this home is close to all the action yet tucked away for complete peace and tranquility.

Prime Location – Minutes from Top Catskills Attractions

3 miles to Windham Mountain (family-friendly skiing & snowboarding)

9 miles to Hunter Mountain

2 miles to Windham Country Club (18-hole championship golf)

Near Kaaterskill Falls, hiking trails, biking, snowmobiling & horseback riding

Close to Windham village dining, bars, festivals & art galleries

Perfect for Every Season

Whether you’re planning a winter ski getaway, summer family vacation, fall foliage escape, or spring retreat, Windham offers year-round outdoor adventure including skiing, hiking, golfing, biking, and more.

Comfortable Mountain Living

After a day exploring the Catskills, relax in this warm and inviting chalet-style home. Enjoy:

Cozy fireplace for relaxing evenings

Game room with ping pong, foosball, dartboard & board games

Kid-friendly amenities including Legos & Barbie playsets

Scenic back porch with grill for outdoor dining

Peaceful nature views in every direction

Outdoor Space Guests Love

Private hiking trails on the property

Serene pond & wooded acreage

Children’s playground

Unique treehouse experience

Ideal setting for gatherings, holidays & memory-making

Whether you’re unwinding by the fire, hosting a family reunion, enjoying après-ski evenings, or reconnecting with nature, this Windham Mountain vacation home is the perfect Catskills escape.

Book now and experience one of the most unique and private vacation rentals in Windham.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Ski Lift Privileges Ski Privileges Snowboarding And Cross-country Skiing Nearby
  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 4000 Sq Ft (372 Sq M)
  • KITCHEN

    Dishwasher Electric Kettle Lobster/crab Pot Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Portuguese Spanish
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Privileges Horse Riding Nearby Hunting Nearby Mountain Biking Nearby Rafting Nearby Sledding Nearby Snowmobiling Nearby Swimming Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Music Library Stereo Table Tennis Video Games Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

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

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Designated Smoking Areas Gravel Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Note From Host: ONLY OUTDOORS, CLEAN ALL BUTTS PLEASE

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 15

Map Map

School District Rates & Availability

Review Review

  • William K.

    Submitted Jan 19, 2026

    Stayed Jan 17, 2026

    Outstanding location for Skiing and town. Host very good with communications. Space wise, very functional property for a family or even 2 families with kids. Top floor could sleep 5 or 6 kids on futons and they would have a ball in the basement rec room. Property could probably use a little freshening up at this point. Overall solid value for the price.

  • Maribel C.

    Submitted Nov 29, 2025

    Stayed Nov 25, 2025

    Everything was great!! We are comfortable and felt like home!! Was easy to communicate with owner. Thank you for sharing your home!!

  • Jessica B.

    Submitted Sep 14, 2025

    Stayed Sep 12, 2025

    Very beautiful house and cozy

  • Duane M.

    Submitted Jul 13, 2025

    Stayed Jul 6, 2025

    The house was clean and comfortable and Jose was very responsive and helpful. I hate the idea of having to either haul our trash home or take it to the local transfer station, it's very inconvenient when you're on vacation. The kitchen is well stocked with pots and pans, tableware, etc. The beds are comfortable, memory foam, but comfortable. The house is in the woods and pretty secluded, but convenient to town.

  • Lisa G.

    Submitted Jan 20, 2025

    Stayed Jan 18, 2025

    We had a great girl’s weekend away at this gem hidden in the Windham Mountain area. The house was exactly how it was listed online and Jose was great at explaining how everything worked in the house. We enjoyed the beautiful nature that surrounded the house and would love to return in the future.

  • Robert M.

    Submitted Sep 2, 2024

    Stayed Aug 30, 2024

    A spacious house, kitchen area, deck area, and playroom downstairs easily held three generations of family and babysitters. Ping pong, fusbol, and card tables kept people entertained indoors while three grandchildren made good use of the tree house. Grilling, a campfire, and bean bag toss outside kept the adults busy too. Much better way to visit Windham than a hotel. We'd definitely come back.

  • joseph I.

    Submitted Sep 1, 2024

    Stayed Aug 25, 2024

    We had such a great time here! The house is comfortable and well stocked with games, toys, books, etc. for the kids (and adults!). Jose was very responsive and helpful. The only negative is that you have to remove your own garbage after your stay and bring it to the dump, only the dump is not open every daydump

  • Nouel V.

    Submitted Aug 19, 2024

    Stayed Aug 15, 2024

    Cozy and homey property for a family of 14. Great location to visit katterskill falls, CD lane park and many other outdoor locations. Everyone enjoyed there stay

  • Julie S.

    Submitted Aug 29, 2023

    Stayed Aug 19, 2023

    We had a great family vacation at this rental! We loved the location which is very quiet and private, but close to town. As other reviewers mention, this home is well stocked, especially the kitchen. We would suggest having drink ware available for young children. We would also suggest having a cupboard available for guests’s groceries. It was a bit of a challenge keeping groceries organized for a family of ten. Although the lighting in the loft could be better, it was a hit with both the adults and the grandchildren….everyone wanted quiet time in the loft! ? The game room downstairs was also a hit….plenty of toys to keep the kids entertained. We definitely recommend this rental.

  • Matthew P.

    Submitted Aug 16, 2023

    Stayed Aug 9, 2023

    We had a pretty great stay at this property. What makes this place so great: Location - It feels very isolated, however, it's 15 minutes to grocery stores, gas stations, restaurants, etc. Kitchen - While a little cramped, it has all the items you would want (plenty of pots, pans, bowls, dishes, serving utensils) Bathrooms - When you have a place that sleeps so many people, having an adequate amount of bathrooms is a necessity. The bathrooms were clean and updated. Loft/Gameroom/Living room/ Backyard - These areas were fantastic. Plenty of space to hang out, watch movies, play games. The dining room table easily fits 8. There are additional stools on the island. Beds - Beds are comfortable and plentiful.

Your dates are Available!

Total

Includes taxes and fees
$435+
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