See all properties
Entire home

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

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

Exterior
Exterior
Exterior
Living area
Living area

Reviews

9.4 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 154000 sq ft

Popular amenities

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

Rooms & beds

5 bedrooms (sleeps 15)

Bedroom downstairs

1 Queen Bed

Loft Area

4 Double Futons

Main floor Middle bedroom

2 Double Beds

Main floor Third bedroom

1 Queen Bed

Master with King Bed and Bath

1 King Bed

3 bathrooms

Lower level barthroom

Bathtub or shower · Toilet

Main floor full bathroom

Bathtub or shower · Toilet

Master bedroom Bath

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
Mountain retreat near Hunter/Windham Mountain
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
9.8 out of 10, Exceptional, (71 reviews)
Mountain retreat near Hunter/Windham Mountain

House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
Unless authorized by owner
default

Smoking

Smoking allowed: in designated areas
ONLY OUTDOORS, CLEAN ALL BUTTS PLEASE

Check-out instructions

The host requires you to complete the following before checking out:
Gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
All trash must be removed
Failure to complete these may result in a negative review from the host.
Guests must take all trash with them. It can be dropped off at the windham waste station 124 rte. 21 windham, NY and fees may apply.
Any garbage left behind will be charged to the security deposit at $25 per bag
Absolutely No illegal substance use Hosting UNRULY parties/gatherings/events, airsoft equipment prohibited, confetti or wall decorations,

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

We should mention

A car is required for transport to and from this property

About the area

Windham

Located in Windham, this holiday home is in the mountains. Windham Mountain Resort and Hunter Mountain are worth checking out if an activity is on the agenda. Travelling with kids? Consider Mountain Top Arboretum and Zoom Flume. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in WindhamOpens in a new window
Map
Windham, NY

What's nearby

  • Catskill State Park - 1 min walk - 0.1 km
  • Windham Mountain Resort - 5 min drive - 5.8 km
  • Hunter Mountain - 13 min drive - 16.7 km
  • Kaaterskill Falls - 30 min drive - 29.5 km
  • Catskill Mountains - 34 min drive - 49.3 km

Getting around

  • Hudson, NY (HCC-Columbia County) - 50 min drive

Restaurants

  • ‪Chicken Run - ‬6 min drive
  • ‪Catskill Mountain Country Store - Windham - ‬5 min drive
  • ‪Higher Grounds Coffee Shop - ‬3 min drive
  • ‪Babblers - ‬3 min drive
  • ‪Windham Diner - ‬4 min drive

Frequently asked questions

Is Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace?

As of 18 Mar, 2026, prices found for a 1-night stay for 2 adults at Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace on 20 Mar, 2026 start from S$441, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace?

On-site parking is available at the property.

What time is check-in at Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace?

Check-in begins at 4:00 PM.

What time is check-out at Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace?

Checkout is at 11:00 AM.

Where is Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace located?

This family-friendly Windham holiday home is located in the mountains, within 3 mi (5 km) of Catskill State Park and Windham Country Club. Windham Mountain Resort and Elm Ridge Wild Forest are also within 6 miles (10 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 28 reviews
Rating 8 - Good. 6 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 1 out of 28 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jessica B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very beautiful house and cozy
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Maribel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great!! We are comfortable and felt like home!! Was easy to communicate with owner. Thank you for sharing your home!!
Stayed 4 nights in Nov 2025
Verified

8/10 Good

William K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Jan 2026
Verified

8/10 Good

Sergio R.

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

Windham Ski trip

Great stay at this large, clean and convenient to everything home..
Stayed 5 nights in Dec 2020
Verified

10/10 Excellent

Nouel V.

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

Weekend getaway!

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
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Lisa G.

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

Delightful stay

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.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Liz C.

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

Perfect home for a great getaway!

The photos don’t do this home justice. It is a lot bigger in person! It is fully stocked with everything you need. Very comfortable home. Thanks for a great stay!!
Stayed 3 nights in Feb 2023
Verified

8/10 Good

joseph I.

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

Great getaway for the family!

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
Stayed 2 nights in Aug 2024
Verified

8/10 Good

Duane M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Karen F.

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

Great family getaway

Great house in a convenient location. All amenities that you could ever need for a weekend getaway. I would highly recommend. Jose was very responsive and informative. House was very clean and plenty of family games to keep everyone happy and busy. Great trip
Stayed 2 nights in Jan 2021
Verified

10/10 Excellent

Selma B.

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

Great house for families. Would definitely go back.

The house is spacious, clean and organized. Lots of play space and games for kids. Bedrooms are big and beds very comfortable. Great location for activities at Windham mountain. Jose is very attentive and helpful. Would definitely go back.
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Jack T.

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

Golf Trip

The property is perfect for friends getting together for a long weekend, plenty of sleeping space as well as outdoor space to hang/spread out. The kitchen is well stocked with everything needed to cook for large groups and the house is just a stones throw from the town of Windham which made it convenient for us to shuttle between golf courses over several days
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Robert M.

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

Family Labor Day outing

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.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Matthew P.

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

Great Retreat

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.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Julie S.

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

Windham Vacation

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.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Jack T.

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

Amazing property in quiet part of town

The property was just as advertised and had every amenity needed for a nice long weekend stay with friends. Jose and Maria were very responsive and we’re looking forward to hopefully staying there in the future
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Michael G.

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

End of summer stay

Great end of summer stay for some golf.
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Seema I.

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

Beautiful well stocked rental

We had a gathering of friends to celebrate my sister’s upcoming wedding and had rented a picnic pavilion on Sunday for a big event. A bunch of friends wanted to stay nearby to make a weekend of it and this rental was perfect for us. The WiFi was iffy at times but we were having too much fun for that to matter. This rental has multiple spaces to gather and all our needs were met. Communication with Jose was beyond excellent and I trust that anyone renting this home will be taken care of. Thanks Jose and we will rent again!
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Michael H.

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

Lots of space

There's plenty of room for a good gathering of couples. Wish we could have made better use of the upstairs lounge. All the pots and pans we could have wanted in the kitchen. The fire pit was definitely a nice place to spend an evening.
Stayed 2 nights in Jul 2022
Verified

8/10 Good

mohammed s.

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

Family friendly and clean place

We were very impressed with the property, organization, availability of resources and facilities in the chalet. Great place for family/friends reunion.
Stayed 2 nights in Jul 2022
Verified

10/10 Excellent

Patrica G.

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

New Year's Getaway

Our review is mostly positive. I will speak for all of us. We were a large group of 13 (four families of friends).We loved the house! It was a good fit for us. We had everything we needed (linens, towels, toilet paper, paper towels, etc. The kitchen was well stocked as well. The loft and the basement were highlights. It gave our adult children privacy and their own space. The beds in the bedrooms were very comfortable. Nice mattresses! The ski mountain was nearby and so was the town. It was very convenient. If we had questions (which we did), we contacted Jose and he responded right away. We appreciated that. If we had to make any suggestions, they would be minor. Some bedrooms did not have any mirrors in them. That would have been nice to have. Also, the table benches in the kitchen could use padding. We spent a lot of time there (eating, sitting, talking, playing games, etc.) It wasn't very comfortable. The garbage situation was an issue because the dumping area was closed 2 days due to the holiday . We all had to take garbage home. We think that's an area for problem solving. We all agree that we would rent this house again. Overall, we had a good experience. Thank you. Sincerely, Patricia, Family and Friends :)"
Stayed 4 nights in Dec 2021
Verified

10/10 Excellent

Andres S.

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

Wonderful family weekend

We found the property close to perfect for our more or less annual Labor Day get-together. Our group came from Brooklyn, Rochester and Buffalo, so the location was very good. There was room to spread out. Everyone had their private quarters and only minimal sharing of bathrooms was involved. The kitchen was well-equipped and roomy, thought a bit tight in sports. We enjoyed the fire pit and the game room. There was plenty for us to do in the area for a few days. We would happily recommend it to anyone seeking a similar break.
Stayed 3 nights in Sep 2021
Verified

2/10 Terrible

Mark G.

Disliked: Cleanliness, check-in, communication, listing accuracy

Probably worst VRBO rental

A huge disappointment for our family celebration. 1. Host was unavailable even when VRBO customer service tried. 2. Downstairs smelled of bad mold, a condition host likely knew of since his maids had a bucket to catch the drippong water from the ceiling which had water stains. 3. Internet was terrible - no one could connect an android, host gave us his personal code, worked for a day then not. Apple devices were better but spotty and couldn't make phone calls. 4. His gardeners shook us awake at 7am with the loudest tractor, refused to stop mowing till we insisted. Woke the whole house up. Who wants that noise on vacation? 5. Had to put the garbage in our car and drive it several miles to a dump, as instructed. Dump was closed, a fact host knew of. He told us to drop it at a gas station. Great, until the attendant yelled at me. 6. Bbq was filthy and did not work despite many attempts with the propane. 7. Host said he'd refund our money but ots been almost 2 weeks and he has not responded by phone, text, or email...but he took time to rate us online. Plenty of better alternatives in the Catskills. This guy is not to be trusted.
Stayed 2 nights in Jul 2021
Verified

10/10 Excellent

Matthew S.

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

Windham summer chalet

Great place for the family to hang out , lots of stuff to do at night even with the summer rain
Stayed 6 nights in Jun 2021
Verified

8/10 Good

Allen T.

Liked: Cleanliness, check-in, communication, location

Just the two of us

It was perfect for the two of us.
Stayed 3 nights in Feb 2021

About the host

Hosted by Jose Fernandez

Host profile image
Love summer living on south shore of Long island, work in the city and play in the country.

Why they chose this property

We chose this neighborhood for its rare combination of peace, privacy, and proximity. Set along a quiet country road, the home offers a true sense of escape—no traffic noise, no crowds—just fresh mountain air and the natural beauty of the Catskills.

At the same time, you’re only minutes from everything that makes Windham special. Windham Mountain, the country club, hiking trails, waterfalls, dining, and village shops are all close by, making it easy to enjoy year-round activities without sacrificing tranquility.

This area is especially ideal for families and group getaways. The spacious setting allows everyone to spread out, relax, and reconnect, while the surrounding nature provides endless opportunities for outdoor adventure and peaceful moments alike.

It’s the kind of place where mornings are quiet, nights are star-filled, and every season brings something new to enjoy—exactly what we were looking for when choosing the perfect Catskills retreat to share with our guests.

What makes this property unique

We chose this neighborhood for its rare combination of peace, privacy, and proximity. Set along a quiet country road, the home offers a true sense of escape—no traffic noise, no crowds—just fresh mountain air and the natural beauty of the Catskills.

At the same time, you’re only minutes from everything that makes Windham special. Windham Mountain, the country club, hiking trails, waterfalls, dining, and village shops are all close by, making it easy to enjoy year-round activities without sacrificing tranquility.

This area is especially ideal for families and group getaways. The spacious setting allows everyone to spread out, relax, and reconnect, while the surrounding nature provides endless opportunities for outdoor adventure and peaceful moments alike.

It’s the kind of place where mornings are quiet, nights are star-filled, and every season brings something new to enjoy—exactly what we were looking for when choosing the perfect Catskills retreat to share with our guests.

Languages:

English, Spanish, Portuguese

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals