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The Whistling Oak
House · Hudson Valley

The Whistling Oak

Tranquil Farmhouse w/ Private Pond Near to Copake Lake

3 BR · 2.5 BA · Sleeps 6Craryville, Hudson Valley5(4 reviews)
The Whistling Oak is a charming 3 bed, 2.5 bath farmhouse just under 3 hours from NYC. Overlooking a private pond, the home features a cozy woodstove, a screened-in porch ideal for morning coffee or evening wind-downs, and a dedicated workspace for those blending work with getaway. Just a short drive away is Copake Lake, great for relaxation and outdoor adventure. Nearby towns: Hillsdale (10mins), Claverack (10mins), Copake (15mins), Hudson (20mins), Chatham (20mins), Great Barrington (30mins)

Amenities

  • Air conditioning
  • BBQ grill
  • Baking sheet
  • Bed linens
  • Blender
  • Carbon monoxide detector
  • Chef's Kitchen
  • Cleaning products
  • Coffee maker
  • Conditioner
  • Cookware
  • Desk
  • Dining table
  • Dishes and silverware
  • Dishwasher
  • Dogs allowed
  • Dryer
  • Essentials
  • Family Friendly
  • Fire Pit
  • Fire extinguisher
  • Fireplace
  • Free parking on premises
  • Hair dryer
  • Heating
  • Historic Estates
  • Hot water
  • Indoor fireplace
  • Kettle
  • Kitchen
  • Lake
  • Lake Front
  • Lake/ Waterfront
  • Laptop friendly workspace
  • Microwave
  • Outdoor Entertaining
  • Outdoor seating (furniture)
  • Oven
  • Patio or balcony
  • Refrigerator
  • Secluded Escapes
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Stunning Views
  • TV
  • Toaster
  • Towels provided
  • Views
  • Washer
  • Wine glasses
  • Wireless Internet
  • Work Friendly
  • ski Catamount 9
$476 / night and up
Check availability

The concierge reads this home's live booking calendar — real open dates and nightly rates, right in the chat.

Reserve directOr call (845) 414-6540

What Our Guests Are Saying

Jun 28, 2026
The house and location were fantastic. Excellent host communication. Highly recommended!
Stayed at: Stowe Woods Chalet
Jun 24, 2026
Lovely stay. Great location. Character home. Quiet neighborhood. Comfortable bed. Great fenced yard. And easy walk to town!
Stayed at: River Cottage
Jun 24, 2026
This management company is very prompt in their responses. Let us check in an hour early which was very appreciated. Lovely setting. Hot tub is very nice. The location is great for visiting Stowe.
Stayed at: Stowe Woods Chalet
Jun 22, 2026
Lovely space in peaceful surroundings, with lots of wildlife! It was spotlessly clean and well-stocked. We will return!
Stayed at: Nordic Cabin
Jun 21, 2026
We absolutely loved our time at this beautiful home! The house is decorated beautifully and we all slept so well and enjoyed the big yard, the pool, and the outdoor spaces for fires and meals.
Stayed at: Breathe Inn
Jun 17, 2026
The location is unbeatable — a 10 minute walk to downtown Manchester. The beds were very comfortable and the house was clean and well decorated. The backyard was perfect for our dog.
Stayed at: The Winterberry Farmhouse

Need Help With Flexible Dates or a Longer Term Rental?

Let us find you the perfect home. Tell the concierge your group, budget, and rough dates — it checks live calendars across the whole collection.

or call (845) 414-6540