A family-friendly stay in Windham awaits you at this holiday home. You'll be 2.2 km (1.4 mi) from Windham Vineyards and Winery and 3.1 km (1.9 mi) from Catskill State Park. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 3 bathrooms and a fireplace. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A patio, in-room jetted baths and a living room are also available. .Enjoy the outdoor swimming pool and Hot tub as well as access to a playground. Additionally, you'll find laundry facilities, a garden and barbecues. .In proximity to this Windham holiday home you'll find Hunter Mountain.
Windham Vineyards and Winery - 8 min drive - 3.4 km
Windham Mountain Resort - 11 min drive - 7.4 km
Ashland Park - 11 min drive - 9.1 km
Windham Country Club - 12 min drive - 9.9 km
Getting around
Hudson, NY (HCC-Columbia County) - 57 min drive
Restaurants
Higher Grounds Coffee Shop - 9 min drive
Mountain Express Cafeteria - 8 min drive
Chicken Run - 5 min drive
Catskill Mountain Country Store - Windham - 6 min drive
Waffle Cabin - 8 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens
LISTING DESCRIPTION A private six-bedroom estate offering upscale comfort and luxury. The property is part of the Dingley Dell Estate, just a six-minute drive from Windham town, and about 25 minutes from Hunter Ski Resort. It features expansive, beautifully landscaped green grounds, excellent outdoor seating areas, a convenient location, and a high level of privacy. The home has been completely renovated to ensure maximum comfort for guests, and includes a pool, movie room and a high-quality sound system.
PROPERTY IN DETAIL Welcome to a spacious and beautifully renovated retreat designed with comfort, relaxation, and unforgettable gatherings in mind. Thoughtfully refurbished from top to bottom, this private property offers the perfect balance of luxury, entertainment, and cozy charm for families, friends, and group getaways.
The home features 6 generously sized bedrooms accommodating up to 14 guests, along with 4 modern bathrooms to ensure everyone has plenty of space and convenience during their stay. Guests can enjoy a fully equipped large kitchen, an additional kitchenette for extra flexibility, and multiple indoor and outdoor areas perfect for socializing or unwinding.
Step outside to experience the property’s inviting outdoor spaces, including a peaceful front porch, a spacious back patio deck ideal for dining and relaxation, beautifully manicured gardens, and exceptional privacy throughout the estate.
For entertainment lovers, the home offers an incredible movie theater room complete with a massive 100-inch QLED TV and immersive surround sound system, creating the ultimate cinematic experience right at home. The main living room also features a large 75-inch TV for additional entertainment and gathering space.
Outdoor fun and activities are endless, making this property ideal for guests of all ages. Enjoy access to:
* Relaxing hot tub * Extra-large above-ground swimming pool (available from June - September) * Basketball setup * Badminton setup * Volleyball area * Ping pong table * Outdoor fireplace for cozy evenings * Swings for family-friendly fun * 75-inch TV in the living room * 100-inch QLED TV in the private movie theater
Whether you’re planning a relaxing escape, a family reunion, or a fun-filled weekend with friends, this property offers everything needed for a memorable and comfortable stay.
GUEST ACCESS Guests will have access to nearly the entire property, including the full house, expansive landscaped gardens, and surrounding forest areas, allowing plenty of space to relax, explore, and enjoy the peaceful natural setting. Whether you’re spending time outdoors with family and friends, taking a quiet walk through the property, or simply enjoying the privacy and scenery, the grounds offer a truly relaxing retreat experience. A few select areas may be restricted for maintenance or owner storage purposes and will be clearly marked or outlined in the check-in instructions provided prior to your arrival.
INTERACTION WITH GUESTS We are committed to making your stay as comfortable and enjoyable as possible and will be readily available throughout your visit to assist with anything you may need. Guests are welcome to reach out to us anytime by phone or text with questions about the property, local recommendations, check-in assistance, or anything else that may help enhance your experience. We strive to provide quick and friendly communication to ensure you have a smooth, relaxing, and stress-free stay from arrival to departure.
OTHER Please Note the Following House Guidelines:
Guests are not permitted to access the boiler room, as clearly indicated on the door signage.
Access to the tree house is strictly prohibited for all guests at all times.
Children must always be supervised while using the swings and outdoor play areas. Use of these amenities is at guests’ own risk.
If the grill is used during your stay, we kindly ask that it be properly cleaned after each use.
To help conserve energy and maintain the property, please ensure that all interior and exterior lights are turned off prior to departure.
For safety and cleanliness purposes, garbage should never be left outside the home or on the property at any time.
We appreciate your cooperation and respect for these guidelines, as they help us maintain a safe, clean, and enjoyable environment for all guests.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
General
Garden
Unit size: 3,300 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age - 25
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
No Shoes Inside the House
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a first aid kit in all accommodation.
Property is also known as
Dingley Dell Estate (6 Bedroom large house)
Frequently asked questions
Does Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens have a pool?
Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens has a pool.
What luxury perks are available at Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens?
This property features an outdoor pool, as well as a private pool and a jetted bath.
What makes Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens a romantic place to stay?
1 hot tub, private pools, and Jetted bath all help set the scene for a sizzling getaway at Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens.
Is Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens family-friendly?
You bet! With amenities such as a playground, laundry facilities and travel cots, it's no surprise that Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens is a winner with our family travellers.
Is there a private hot tub at Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens?
Yep, there is a hot tub.
Is there a free airport shuttle available at Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens?
No, Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens does not offer an airport shuttle service.
What time are check-in & check-out at Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens?
Check-in begins at 3:00 PM. Check-out time is 11:00 AM.
Are pets allowed at Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens?
No, pets are not allowed.
Luxury Windham Villa | 6BR, 4 BA, XL Pool, Hot Tub & Cinema, Gardens Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 8 out of 8 reviews
10 - Excellent
8
Rating 8 - Good. 0 out of 8 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 8 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 8 reviews
4 - Poor
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Rating 2 - Terrible. 0 out of 8 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Michele V.
6 Oct 2025
Liked: Cleanliness
Perfect for our family gathering and so close to the wedding site at Windham Manor. Very comfortable just like staying at a 5 star hotel but convenience of a kitchen. The kids loved playing in the spacious yard. Thanks a very fun weekend
Michele V.
Stayed 3 nights in Oct 2025
10/10 Excellent
Taylor C.
10 Aug 2025
Liked: Cleanliness
We had a great time here with our group of 12 adults and kids! Lots of space for everyone and was fully stocked. The outside area was awesome - very peaceful and we made full use of the pool, hot tub, fire pit, grill, badminton, etc. The pool was very clean and we appreciated having the floats providedHost was very communicative and responsive. We’d definitely return!
Taylor C.
Stayed 3 nights in Aug 2025
10/10 Excellent
christine s.
18 Feb 2025
Liked: Cleanliness
Amazing house
Clean, great space for large family of varying ages. Super close to Wyndham mountain (8m).
christine s.
Stayed 3 nights in Feb 2025
10/10 Excellent
Emily S.
4 Jan 2025
Liked: Cleanliness
Had a great stay
LOVED our stay here. So many bedrooms and living space. Great house and hosts were very responsive and welcoming.
Emily S.
Stayed 2 nights in Dec 2024
10/10 Excellent
David A., Windham
28 Dec 2024
Liked: Cleanliness
House had everything that we needed.
A lot of things to do any time of the year.
David A.
Stayed 4 nights in Dec 2024
10/10 Excellent
Tracy P.
30 Jul 2024
Liked: Cleanliness
Perfect Wedding Guest Retreat
Such a beautiful and convenient location for all of us who were attending a wedding at the Windham Manor! The outside deck and fire pit were a wonderful place to relax and just be together! Thanks for a great stay in the Catskills!
Tracy P.
Stayed 2 nights in Jul 2024
10/10 Excellent
clare b.
19 Feb 2024
Liked: Cleanliness
Ski trip
We had a great time at this property. 6 bedrooms and four baths which we needed for our crew. Beds and linens were clean and comfortable. Large comfortable living room and huge comfortable basement. Property close to windham skiiing. I only have good things to say.
clare b.
Stayed 3 nights in Feb 2024
10/10 Excellent
Jill S., Albany, NY
29 Nov 2022
Liked: Cleanliness
Thanksgiving Getaway in the Catskills
Excellent property with everything you need! The home had plenty of space for our extended family of 12 and it was super clean and had a great layout with plenty of bedrooms and bathrooms. The home's grounds are beautiful and we got a lot of use out of the ping pong table and the home theater. The Property Manager was responsive and attentive. We'd definitely recommend this spot to others!