See all properties
Entire home

Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability

Photo gallery for Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability

Exterior
View from Horse Farm to house
On property pickle ball court
Winter View
deck with ambient light

Reviews

10 out of 10
Exceptional
6 bedrooms3 bathroomsSleeps 14390.2 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Fireplace
  • Barbecue grill

Explore the area

View map
Windham, NY
  • Windham Country Club
    ‪8 min drive‬
  • Windham Mountain Resort
    ‪8 min drive‬
  • Windham Vineyards and Winery
    ‪14 min drive‬
  • Hudson, NY (HCC-Columbia County)
    ‪68 min drive‬

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Double Futon

Bedroom 6 / Playroom

1 Double Futon and 2 Single Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

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

About this property

Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability

Among the nicest properties in Windham. Lovely large home nestled quietly on 12 usable acres with bucolic bridle paths joined to hiking trails. A true feel of Tuscany on the property beginning at the front door. 16' Travertine Dining Island and Professional Kitchen. Seats 14. Wolf Oven / 48” Induction Cooktop. Pickleball /Snowshoe or Cross-Country on the property in Winter. Relax in Spa/Hot Tub /Theatre Room. Prepare meals in professional indoor or outdoor kitchens. The daily rental rate is weekday/weekend driven. HighSeason and Holiday weekends require 3 or 4 night minimums respectively. Housekeeping is 275 plus a 500 refundable security deposit.
Mountain bike to multiple destinations. Adjacent views to 30 acre horse farm, pond and Ski Windham. Wedding package details available to discuss. Wedding video encompasses two (2) contiguous properties. Ask owner for clarification on pricing for each. HighSeason and Holiday weekends require 3 or 4 night minimums respectively.

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Gym
Outdoor space

Have a question?

AI iconBeta

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

Similar properties

Wonderful Windham Winter Wonderland!

Chalet nestled right in Windham Mountain's quiet beauty-private access to trails

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, (20 reviews)
Chalet nestled right in Windham Mountain's quiet beauty-private access to trails

House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Traveler must have phone call with home owner within 48 hours of booking.
Traveler must submit photo ID within 72 hours of booking, if requested.

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
Safety features at this property include a fire extinguisher

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 near theme parks and on a lake. Windham Mountain Resort and Hunter Mountain are worth checking out if an activity is on the agenda. Travelling with kids? Consider Zoom Flume and Mountain Top Arboretum. Take in the nearby slopes with skiing, or try out other outdoor activities such as sledging and ice skating.
View more Holiday homes in WindhamOpens in a new window
Map
Windham, NY

What's nearby

  • Windham Country Club - 8 min drive - 6.1 km
  • Windham Mountain Resort - 8 min drive - 5.7 km
  • Windham Vineyards and Winery - 14 min drive - 12.5 km
  • Zoom Flume - 20 min drive - 16.1 km
  • Hunter Mountain - 26 min drive - 23.8 km

Getting around

  • Hudson, NY (HCC-Columbia County) - 56 min drive

Restaurants

  • ‪Windham Diner - ‬5 min drive
  • ‪Chicken Run - ‬7 min drive
  • ‪Mountain Express Cafeteria - ‬7 min drive
  • ‪Catskill Mountain Country Store - Windham - ‬6 min drive
  • ‪Higher Grounds Coffee Shop - ‬6 min drive

Frequently asked questions

Is Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability?

Check-in begins at 3:00 PM.

What time is check-out at Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability?

Checkout is at 11:00 AM.

Where is Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability located?

This family-friendly Windham holiday home is located on a lake, within 3 mi (5 km) of Catskill State Park and Windham Country Club. Zoom Flume and Ashland Park are also within 9 miles (15 km).

Reviews

10

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. 100 out of 105 reviews
Rating 8 - Good. 3 out of 105 reviews
Rating 6 - Okay. 1 out of 105 reviews
Rating 4 - Poor. 0 out of 105 reviews
Rating 2 - Terrible. 1 out of 105 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Chris R.

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

Incredible property

Rick has an incredible property to share and is a gracious host. A sure place to spend time with friends and family - cant wait to come back again.
Stayed 3 nights in Jul 2025

10/10 Excellent

Erik A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property. Pickleball was a huge hit with our group, and the outdoor space was perfect for activities of all kinds. Rick was a responsive and above-and-beyond host!
Stayed 3 nights in Sep 2025

10/10 Excellent

Bill V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
5th year staying at this property for our spring golf trip. The property is exactly as described. Beautiful location, property is well cared for and the owner and his caretaker are very responsive and accommodating. Great property in Windham.
Stayed 2 nights in May 2025

10/10 Excellent

Eric D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Rick is an excellent host and very communicative. My group had an incredible time at his property. There is so much to do that we ran out of time to do everything! Bocce Court and disc golf was a hit. But the real star of the show was the outdoor deck with a full barbecue. We spent most of our time out there enjoying the views and cooking up some food. Thanks again Rick. Looking forward to coming back!
Stayed 2 nights in Jun 2025

10/10 Excellent

Matthew B.

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

A weekend we won’t forget

A sublime weekend in a truly magical and beautiful estate. The al fresco dining and the nonstop outdoor activities will make for a memorable stay for any group!
Stayed 2 nights in Jul 2024

10/10 Excellent

Rachel S.

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

Amazing!

This property was amazing! The house was inviting, clean and perfect for multiple families!
Stayed 3 nights in Feb 2023

10/10 Excellent

Jeanine T.

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

Making memories

Enjoyed our stay. Close to Hunter and Wyndham. Beautiful view from home
Stayed 2 nights in Feb 2023

10/10 Excellent

stacie p.

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

Amazing stay !

We stayed here for a family wedding and couldn’t have been happier! Rick and Alan were great hosts and super helpful. The property was amazing with so much to offer in and outside of the house. Our kids were obsessed with the pickleball court too ! Highly recommend!
Stayed 3 nights in Oct 2024

10/10 Excellent

John W.

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

Friend weekend getaway

Rick was an amazing host and the property exceeded expectations and the views are amazing. Well worth it.
Stayed 3 nights in Aug 2024

10/10 Excellent

Angela J.

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

Nice weekend stay!

It was a nice weekend with friends enjoying the grill and outdoor spaces.
Stayed 2 nights in Aug 2023

10/10 Excellent

anthony c.

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

Guys weekend

Awesome
Stayed 3 nights in Nov 2024

10/10 Excellent

Gennaro R.

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

Whindham Chalet

What a Great home and property. Beautiful view of the mountain. Will definitely save this one for future trips.
Stayed 2 nights in Mar 2023

10/10 Excellent

Darren J.

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

Beautiful property tha tfeels like home

An incredible house with all the amenities for a great time. The outdoor fire place and all the activities make it a ton of fun, and the views and country are incredible. The bedrooms are also comfortable for a big group to stay in. Recommend 10/10
Stayed 3 nights in Jun 2024

10/10 Excellent

Gabby E.

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

Amazing House!

Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome.
Stayed 2 nights in Apr 2024

10/10 Excellent

Henry H.

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

Everything you need and more!

Rick’s property is unbelievably beautiful. There are so many things to do and keep busy, pickle ball, baci, horseshoes and a view that is epic. Thoroughly enjoyed our time, would recommend to anyone.
Stayed 3 nights in Jul 2023

10/10 Excellent

Lira L.

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

Best ski weekend ever

Had the best time with our closest friends and family ! Spacious , cozy, and beautiful! Truly enjoyed it!!
Stayed 2 nights in Feb 2023

10/10 Excellent

Richard I.

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

Fantastic

Beautiful place, view is prime. The outdoor fire is awesome, the perfect spot to gather around. The myriad games are such great things to have. We left once over 3 days/nights. Owner and manager are super friendly and made the process seamless. Would definitely stay here again.
Stayed 3 nights in Jun 2024

10/10 Excellent

Greg S.

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

Wow - Beautiful Windham escape!

Hard to decide where to begin…one of the nicest rental homes in the Windham area! Outside amenities are incredible - the firepit is amazing, the outdoor kitchen provides so many wonderful options (outdoor pizza oven was a hit) The inside provides fabulous space for all - even when the weather doesn’t cooperate. Rick and Alan were a pleasure to deal with. We look forward to a return trip!
Stayed 3 nights in Sep 2024

10/10 Excellent

Michael H.

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

Great time!

Place is beautiful with a great view of the mountain from the porch. Real ski house feel inside, with a long kitchen island and a nice game room downstairs w an indoor hot tub. Might go back next year!
Stayed 3 nights in Jan 2023

10/10 Excellent

Tom H.

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

Friends Weekend

Lovely property, with lots of room inside and out. Terrific house for cooking and entertaining, and save some time for late-night bocce under the stars (with lighting!) Highly recommended.
Stayed 2 nights in Jul 2023

10/10 Excellent

Alex W.

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

Great stay

Had a fun time at the house with some friends. We were able to rent both the main house and the yurt (which was fantastic!) The new pickleball court is great and provided hours of fun.
Stayed 2 nights in Jun 2023

10/10 Excellent

Mary H., Princeton, NJ, USA

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

Beautiful private chateau in a wonderful location

Wonderful house with a lot of rooms and spacious outdoor areas. We had a great time. Only a 5 minute drive to Windham ski resort, and you have a beautiful view of the mountain from the house. The kitchen is stocked with anything you would need to cook, including a huge variety of spices. Check-in and check -out processes were easy and smooth, and we sincerely appreciated their flexibility when we requested a late check-out. We would definitely stay here again!
Stayed 2 nights in Feb 2024

10/10 Excellent

John K.

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

Great Family getaway

We were so impressed with Rick's house and the property. It was so comfortable for a wonderful family getaway. The house and amenities were more than plentiful. The grounds were beautiful and the distance to the slopes was perfect. Thank you again Rick!!

10/10 Excellent

Jake K.

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

Home away from Home

Property is as advertised! The home is magnificent and plenty of room for a big group! Outdoor deck/kitchen is where you will spend most of your time. You will not be disappointed with this house.
Stayed 3 nights in Jun 2023

10/10 Excellent

Charles G.

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

Beautiful serene getaway + Pickleball!

This is our second time staying here with friends and it’s become our go-to vacation spot! Since last year Rick (the owner) added an incredibly well made pickleball court which we wound up playing every day we were there. The views from the patio are amazing and it’s a perfect spot to watch the sunset over the mountains. There’s so many things to do from the hot tub, pickleball, ping pong, foosball, firepit, a few of us also got pretty good at the slack line in the back! Looking forward to staying here again.
Stayed 3 nights in May 2023

About the host

Hosted by Rick Quattrini

Host profile image

Why they chose this property

Windham’s popularity speaks for itself. The property location, amenities and layout can only be described by browsing the listing photos.

What makes this property unique

Our year to year reviews answer this one..

Languages:

English, German, Italian, Spanish

Premier Host

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

Hotels

family rentals in Cambridge
houses Mount Eden
farm stays New Zealand
houses Bay of Islands

Holiday Rentals

Lake Ferry Holiday Rentals
Luggate Holiday Rentals
Lake Tarawera Holiday Rentals
Auckland Zoo Holiday Rentals
Noosa Beach Holiday Rentals
Kaikōura Holiday Rentals
Vanuatu Holiday Rentals
Rarotonga Holiday Rentals
Haruru Falls Holiday Rentals
Amsterdam Holiday Rentals
Ohakune Holiday Rentals
Christchurch Holiday Rentals
Kaikoura Beach Holiday Rentals
Whitianga Holiday Rentals
Canterbury Holiday Rentals
Denarau Island Holiday Rentals
Maroochydore Holiday Rentals
Kawaha Point Holiday Rentals
Mount Maunganui Holiday Rentals
Queenstown Holiday Rentals
Tapeka Point Holiday Rentals
Raglan Holiday Rentals
New Zealand Holiday Rentals
Matai Bay Beach Holiday Rentals
Big White Ski Resort Holiday Rentals
Rarotonga Holiday Rentals