Chalet

On Windham Mountain - Private access to trails

Photo gallery for On Windham Mountain - Private access to trails

Living Room with Stone Wood Burning Fireplace and Smart TV.
Casual & Comfortable, high wooden ceilings, lots of windows
Dining Table Perfect for Lg or Multi-Families (seats 10 + 2 stools in Kitchen)
Large Dining Table (12 chairs)
Living room with wine storage unit
Reviews
10 out of 10 Exceptional
6 bedrooms5 bathroomsSleeps 16315.9 sq m

Popular amenities

  • Hot tubHot tubHot tub
  • FireplaceFireplaceFireplace
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher

Explore the area

Map
Windham, NY
  • Popular LocationWindham Mountain Resort17 min walk
  • Popular LocationWindham Country Club4 min drive
  • Popular LocationHunter Mountain22 min drive
  • AirportHudson, NY (HCC-Columbia County)55 min drive

Rooms & beds

6 bedrooms (sleeps 16)

1st Floor Master

1 King Bed

Bedroom 5

2 Single Bunk Beds

Bunk Room 1

2 Single Bunk Beds

Daybed/Office

2 Single Beds

Garden Bedroom 1

1 King Bed

Garden Bedroom 2

1 King Bed

5 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Bathtub or shower · Toilet

Spaces

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

About this property

On Windham Mountain - Private access to trails


*SPECIAL SUMMER RATES NOW THROUGH AUGUST****

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 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 Cable tv and 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.

Property manager

Ali O'Brien

Amenities

Hot tub
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

Events allowed: family gatherings and birthday parties

Pets

No pets allowed, service animals permitted

Smoking

Smoking is not permitted
Parking: please park cars in parking area at end o
Garbage: fill garbage can on road. Garbage that do
Check Out: please make sure lights are off, window

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 25
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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Windham

Located in Windham, this chalet 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.
Map
Windham, NY

What's nearby

  • Windham Mountain Resort - 17 min walk
  • Windham Country Club - 4 min drive
  • Windham Vineyards and Winery - 12 min drive
  • Hunter Mountain - 22 min drive
  • Zoom Flume - 26 min drive

Getting around

  • Hudson, NY (HCC-Columbia County) - 55 min drive

Restaurants

  • Chicken Run - 6 min drive
  • Catskill Mountain Country Store - 6 min drive
  • Higher Grounds Coffee Co. - 7 min drive
  • Windham Vineyard and Winery - 14 min drive
  • Michael's Diner - 6 min drive

Frequently asked questions

Is On Windham Mountain - Private access to trails pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at On Windham Mountain - Private access to trails?

Check-in begins at 3:00 PM.

What time is check-out at On Windham Mountain - Private access to trails?

Checkout is at 11:00 AM.

Where is On Windham Mountain - Private access to trails located?

Located in the mountains, this slopeside chalet offers ski-in/ski-out access in Windham within 2 miles (3 km) of Windham Mountain Resort and Windham Country Club, and is convenient for winter sports, such as cross-country skiing and sledging. Ashland Park and Ashland Town Hall are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 14 out of 14 reviews" "
Rating 8 - Good. 0 out of 14 reviews" "
Rating 6 - Okay. 0 out of 14 reviews" "
Rating 4 - Poor. 0 out of 14 reviews" "
Rating 2 - Terrible. 0 out of 14 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Henry G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another great stay!
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.
Stayed 2 nights in Jul 2022

10/10 Excellent

Amy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Summer Getaway
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!
Stayed 5 nights in Jul 2022

10/10 Excellent

Emanuel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House at Windham Mt
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.
Stayed 5 nights in Jun 2022

10/10 Excellent

Rick T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing!!!
I would recommend this home for your next Windham vacation. We travelled with our three children (20,22,23) and some of their friends. The house was plenty big enough for all of us with room to spare. We enjoyed cooking dinners at home, admired the beautiful views out of the large windows throughout the house, soaked in the hot tub after a day on the slopes, and had some fun family time in the game room with the pool table! Aly was an amazing host and quickly responded to any questions we had! Definitely will return!!
Stayed 4 nights in Dec 2021

10/10 Excellent

Jessica B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thanksgiving getaway
Me and my friends had a great time at this property. The house is beautiful, cozy and clean. The view from the terrace is amazing and the location is great, easy to go on hikes or to ski. The owners are extremely helpful and responsive to messages. We loved our stay would definitely come back!
Stayed 3 nights in Nov 2021

About the host

Hosted by Ali O'Brien

Host profile image
I manage and direct rent vacation homes in Windham, NY. I am available during your stay to help with guest's needs (pantry stocking, wood delivery, lift tickets and lessons). Please contact me with any requests and I will do my best to accommodate all your family's requests.

Why they chose this property

Unique mountainside chalet is situated on 2 lots offering space, privacy. Layout of the house is perfectly set up to host multi-family with private living spaces sharing common areas.

What makes this property unique

Mountainside, spacious, breathtaking views, close to shops, spa, restaurants, hiking, skiing, snowboarding, mountain biking, snow tubing, area lakes, horseback riding, water park, mini golf, vineyard.
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