40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn

Estate in Catskills, Windham
  • Sleeps
  • Bedroom(s)
  • Bathroom(s)
    3 full, 1 half
  • $650 - $950



40-acre estate. Private lake. 5 mins to Windham Mtn. 4+ Bedrooms 3.5 Baths. This sprawling, jaw-dropping 40-acre estate will leave you and your guests speechless. It is often regarded as the premier property in the area, boasting the only private lake in Windham with manicured trails throughout the property. (i.e. - all 40 acres are usable and offer hours of fun for the family.)

With 4+ bedrooms and 3.5 bathrooms, there's ample room for everyone to find comfort and tranquility. The inviting living room features a grand stone fireplace, creating the ideal atmosphere to unwind after exhilarating outdoor escapades. The lower level boasts a media area and game room including a pool table, ensuring endless entertainment for both family and friends.

Meticulously designed by top architects, this home seamlessly marries classic and modern elements, cultivating an ambiance that's as welcoming as it is inspiring. Step onto the expansive deck to savor panoramic views that evolve with the seasons, providing a captivating backdrop.

The property showcases 3 waterfalls, charming bridges, and abundant space for exploration, an absolute paradise for nature enthusiasts. During winter, the property transforms into a winter wonderland for sleigh riding, weaving cherished memories into the snow-blanketed landscape. Afterward, the hot tub beckons, offering relaxation amidst the awe-inspiring scenery.

The property's cross-country trails provide opportunities for walks, sleigh rides, and reconnection with nature. There is a private lake and two ponds. Indoors, the state-of-the-art kitchen, complete with high-end appliances, is a haven for culinary enthusiasts.

Share meals in the elegant dining area, cherishing quality time with loved ones. For your convenience, a mudroom and a 2-car garage ensure smooth transitions from outdoors. But there's more! Enhancing your seasonal experience, an outdoor grill awaits your barbecue adventures. Two 75-inch TVs also provide entertainment in style.

Immerse yourself in the best of both worlds – a modern haven with rustic allure – in the heart of Windham, NY. Your extraordinary getaway awaits!

Accommodation, Features

Property Type
Estate, 4,200 sq. ft.
5 Bedroom(s), 14 Sleeps
Baby Crib: 2
Bunk Bed: 2
Child Bed: 6
Double: 2
King: 1
Queen: 4
Sleep Sofa / Futon: 2
Twin / Single: 2
3 Bathroom(s) (1 Half bathrooms)
Combination Tub / Shower: 1
Half Bath: 1
Walk-in Shower: 2
Location Type
Lake View
Mountain View
Near The lake
Water View
Vacation Types
Away From It All
Lake Front
Large Events-Wedding/Reunions
Off-Grid Vacation Rentals
Pet Friendly
Sports & Activities
Tourist Attractions
Year-Round Vacation Rentals
Access & Parking
Private Car Park
Secure Parking
DVD Player
Game Room
Pool Table
Satellite / Cable
Popular Amenities
Catering Available
Clothes Dryer
Deck / Patio
Dining Area
Hot Tub
Linens Provided
Outdoor Grill
Towels Provided
Washing Machine
Wireless Internet
Indoor Features
Activities / Restaurant Guide
Alarm Clock
Coffee Maker
Cooking Utensils
Dishes & Utensils
Hair Dryer
Ice Maker
Iron & Board
Living Room
Lobster Pot
Pantry Items
Outdoor Features
Beach Chairs
Deck / Patio
Fire Pit
Fish Cleaning Table
Hot Tub Spa
Kayak / Canoe
Lanai / Gazebo
Lawn / Garden
Outdoor Furniture
Outdoor Gas Grill
Picnic Table
Ski & Snowboard
Terrace / Balcony
Activities & Adventure
Cross Country Skiing
Equestrian Events
Ice Skating
Miniature Golf
Mountain Climbing
Paddle Boating
Pier Fishing
Rock Climbing
Scenic Drives
Sight Seeing
Wildlife Viewing

Additional Property Information

This rental is Located in the picturesque town of Windham, NY, on the north-side of the Catskill Mountains, and only a 2-hour drive from NYC. Local attractions include Windham Mountain Club, Hunter Mountain, Zoom Flume (summer) Mountain Top Arboretum and more. Enjoy the area's slopes with skiing, and don't miss out on the sledding and ice skating. Minutes to a variety of restaurants, general stores and more, you'll have everything you need to satisfy even the pickiest of guests.


June 2024
September 2024
  • Not available
  • Pending
  • Available
  • No Rates Set


-Nightly rateWeekly rateMonthly rateMin. StayChange-over
Rate summary $650 - $950 - - 2 Nights -


Check in: 04:00 / Check out: 11:00
Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay.
Additional Info
You need to know
Extra-person charges may apply and vary depending on the 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 are allowed on site
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit

A car is required for transportation to and from this property

**No dirty dishes are to be left in sink. Any of the owner's vehicles including ATVs are not to be used. Place all garbage in bags in garage.
Pet Friendly: Yes, pets welcome
Smoking: No smoking
Children: Yes, great for kids
Long term rentals: Yes
Seniors: Yes
Wheelchair Accessible: No

About the Owner

We (The Kelly's) have been lucky enough to have enjoyed this "slice of heaven" since the early 90s. It is a magical place to us.. a sentiment which is often shared by the countless guests we have opened our home to. There is nothing more rewarding than hearing that our guests had the "time of their lives" during their stay at "Glendalough".

11 Reviews

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Great New Years

The property and house are amazing and super clean.

Stayed December, 2023

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Enjoyed our stay!

The house and property were exactly as it was described. There was enough space for everyone. The house had everything you needed to enjoy a weekend away from home. The location was just a few minutes away from Windham. When we had questions or something that needed to be fixed in the house, everything was taken care of in a timely fashion. Thanks for opening up your home.

Stayed February, 2020

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Good stay overall, great view

great view, good communication.

Stayed January, 2020

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Great place for a group

We came with a large group and the house was perfect. Incredible fall foliage and views of the mountain. I wish it had been summer so we could have really enjoyed the beautiful lake - we'll have to go back! Kathy was very responsive. Highly recommend

Stayed October, 2019

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Beautiful summertime getaway

Rented this lakehouse in the summer for 4 couples. As other reviews mentioned, home is large and comfortable, and kitchen is fully stocked. Most comments seem to be about the winter, but everything is beautiful in the summer as well. Lake is private and is good for swimming or boating. There are a few ponds that are pretty but didn't go into them. We hiked the trail on the property, used the indoor fireplace and outdoor firepit, watched the sunset from Sunset Spot, and hung out by the lake. Didn't feel the need to leave the property at all. There isn't any AC in the house, but using fans left us comfortable. There are bugs, which seems inevitable given the location and season. Area is fairly remote, but there's a small but well-stocked grocery store 2 miles away, with a couple of diners nearby as well. Would definitely go back for another stay!

Stayed August, 2019

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Wonderful place

We rent this house for New Year and we really enjoyed .Windham from the deck is fantastic at night. We loved the fireplaces and the rustic décor. We loved this place.We would definately stay here again and highly recommend it!

Stayed January, 2019

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Better than expected!

The house and property were great! Kathy was a great host and the house had everything we could have possibly needed. I strongly recommend this property and I will definitely be back!!

Stayed January, 2018

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Stunning grounds & spacious home

We all had a wonderful experience at Glendalough! Homeowner was easy to deal with & everything was clean and comfy!

Stayed January, 2018

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Great Ski Weekend!

We rented the home for a ski weekend and had a great time (cousins and friends). The house is spacious and beautiful; the view of the Windham slopes from the deck is fantastic at night. The owner and property manager were a pleasure to work with (quick to respond, assist). We would definately stay here again and highly recommend it!

Stayed February, 2017

40-acre estate. Seasonal Rental. Private lake. 5 mins to Windham Mtn
Fabulous Vacation Home for a family

Our family (cousins and family) rented the home for a ski trip but unfortunately no snow during our stay BUT that just gave the family more time for hiking, exploring the town, the Windham Spa, Winery, etc. Kathy's home is just perfect for large family's. The kitchen was well stocked with condiments as well as anything else you needed. Kitchen table and island in kitchen was perfect for meals. We loved the fireplaces and the rustic décor. Property manager was very nice and responded as soon as we needed something. The property is just beautiful; we collected golf balls around the lake and practiced our golf swing with all the kids. Location is also PERFECT, close to town and the slopes (when it snows!). Our family is already planning a trip back next year. Again, can't say enough nice things about the house.

Stayed January, 2016

490 View(s) Last update: 18-May-2024 09:58

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$650 - $950

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