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Property

Whimsy Woods - 14 Acre Millbrook Estate with PoolHouse in Millbrook, New York

Managed by Red Cottage

Overview

Whimsy Woods, where contemporary design meets country escape, is a private getaway just minutes from the village of Millbrook. Approaching the property, you’ll feel the rich equestrian history of this historic hamlet, with paddocks and stables, sprawling meadows, and lush lawns.

8 guests · 4 bedrooms · 4 baths

Good for: families with young kids · remote workers · groups/multiple families · Family Getaway · Friends' Retreat · Romantic Escape

Pricing

From $1149/night + tax · $350 cleaning fee · 2-night minimum · View rate calendar

Amenities

14-Acre Private Estate · Heated Saline Pool & Fire Pit · Separate Guest House · Home Gym & Media Room · Close to Millbrook Village

Location

8 mins to Village of Millbrook · neighboring property to Animal Farm & Horseback Riding School · 31 mins to Rhinebeck · 31 mins to Millerton

Reviews

5/5 from 13 reviews — "Simply Amazing" · Read all reviews

Popular with: Holiday: 5.0/5 (3 reviews)

Guests mention: Quiet_peaceful · Amazing_host · Large_yard · Rural_secluded · Spotless_clean

Policies

Pets welcome ($75) · Check-in 16:00 · Check-out 11:00

FAQ

Is this property pet-friendly? Yes, pets welcome. Pet fee: $75 per stay.

How far is this from local attractions? 8 mins to Village of Millbrook, neighboring property to Animal Farm & Horseback Riding School, 31 mins to Rhinebeck, 31 mins to Millerton.

What are check-in and check-out times? Check-in: 16:00, Check-out: 11:00

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Whimsy Woods - 14 Acre Millbrook Estate with Pool

Millbrook, New York
4 bedrooms · 5 beds · 4 bathrooms · Sleeps 8

Where you’ll sleep

King
Bedroom 1
Queen
Bedroom 2
2x Twin
Bedroom 3
Queen
Bedroom 4

Whimsy Woods: A contemporary country escape on a private 14-acre Millbrook estate with a heated pool.

  • Expansive 14-acre private estate with woodlands, ponds, and total seclusion.
  • Luxurious main house with a separate guest suite, offering ample space and comfort.
  • Heated saline pool, home gym, and media room provide ultimate relaxation and entertainment.

Whimsy Woods, where contemporary design meets country escape, is a private getaway just minutes from the village of Millbrook. Approaching the property, you’ll feel the rich equestrian history of this historic hamlet, with paddocks and stables, sprawling meadows, and lush lawns.

About this property

MAIN HOUSE:

Enter to a light-filled foyer with vaulted ceilings and a stunning chandelier. The glass-paneled stairway and open spaces invite you to explore. A minimalist office with built-in bookcases flows into a formal living room centered around a wood-burning fireplace. Fling open the French doors and invite the breeze while enjoying cocktail hour, or your morning paper.

The opposite side of the main floor is occupied by the kitchen and dining room, with ample seating. The space is open, allowing guests to mingle and pitch in, while you take advantage of the chef’s appliances and generous counter space to conjure a memorable meal. When the weather is right, the patio accessed by French doors off the back is another lovely dining location, with an additional 10-seat dining table under a wisteria-covered pergola and chain of fairy lights.

The main house hosts three bedrooms on the second floor. The primary suite spans one-half of the floor, vaulted ceilings rising to the peak of the roof, separating the bedroom from the expansive primary bath. Light streams through, with a row of glass panels dividing the bed and bath, and windows across both sides of the home. The en-suite bathroom has dual sinks, a walk-in shower, and a lovely soaking tub overlooking the grounds. On the other side of the floor are two guest bedrooms, one with a queen-sized bed, and the other with a pair of single beds and its own dedicated workspace. They share a connected full bathroom between them with a tub/shower.

The basement is a great place to send the kids, or relax for a low-key movie or game night. The media room with built-in bookshelves has a smart TV, comfy couches, a pull out sofa, and a game table. Rounding out the myriad amenities of this home is a home gym with a Peloton bike, treadmill, and assortments of weights and equipment.

GUEST HOUSE:

When you have a full house, take advantage of the guest suite for two above the garage. The open concept suite is divided by a half wall and features a queen bed overlooking the pool, and its own kitchenette. With a sitting area, bistro table and full bath with a walk-in shower this additional space completes Whimsy Wood’s capacity for 8 guests to stay in comfort and style.

Truly, the outdoor spaces set this home apart. The natural cathedral of mature trees surrounding the property gives a sense of total privacy. Wander the trails cut through the woods, and take the kayak out to birdwatch at either of two ponds on the property. The gunite pool surrounded by bluestone patio is an irresistible summer escape. Lounge the day away into the night — the pool is heated — and the propane fire pit will take the edge off an evening chill.

If you can muster the willpower to leave this idyllic property, the town of Millbrook, in the heart of the Hudson Valley, is equally positioned between iconic towns like Rhinebeck and Millerton (both under 30 minutes), and western Litchfield County towns.

The area

Whimsy Woods is located only 5 minutes away from the Village of Millbrook on one of the town’s most scenic settings, Woodstock Road.

Truly, the outdoor spaces set this home apart. The natural cathedral of mature trees surrounding the property gives a sense of total privacy. Wander the trails cut through the woods, and take the kayak out to birdwatch at either of two ponds on the property. The saline gunite pool surrounded by bluestone patio is an irresistible summer escape. Lounge the day away into the night — the pool is heated — and the propane fire pit will take the edge off an evening chill. A functioning animal farm offering fresh products for purchase as well as a horseback riding school set on beautiful grounds are neighboring the property.

If you can muster the willpower to leave this idyllic property, the town of Millbrook, in the heart of the Hudson Valley, is equally positioned between iconic towns like Rhinebeck and Millerton (both under 30 minutes), and western Litchfield County towns.

The property is set behind a long winding driveway. Ample parking on property. Guests can easily visit the Village of Millbrook via car or bicycle.

Notes from your host

* Please note the pool opens from mid-to-late May until mid-to-late September. Please inquire regarding specific opening and closing dates.
* The pool is heated up to 75 degrees, complimentary. If you desire additional heating, there is a fee, please inquire for more information. There is a minimum of 2 nights charge for pool heating and the cost ranges from $200-$300 total for pool heating.

*One well-behaved dog is welcome at the property (with an additional pet fee). Sorry, cats are not permitted.

Host will be at guests’ disposal throughout the stay. The guests’ will be supported by local staff to ensure a seamless stay.

full description, the area, host notes




Managed by Red Cottage

Red Cottage

New York, NY

4.9

2,520 reviews

Red Cottage is a vacation rental management company offering curated Catskills, Hudson Valley, Berkshires and Northeast properties with guest services and multi-platform listings.



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