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Traditional luxury estate - heated pool - every amenity

Bedrooms 5
Half Baths1
Space 8,000 sq. ft.
Property type estate
Minimum Stay 13 nights


About the property

5 bedrooms, 5 baths, heated 50' gunite pool, sleeps 8, great entertaining space

Magnificent Village Tudor. This secluded, historic gem features majestic living/entertaining quarters, A/C, and a 50' heated, gunite pool. This 8000 sq. ft. home with soaring cathedral ceilings and immense limestone fireplace, dates from 1916. In its earlier days it was a much beloved theater, called The Playhouse. Short stroll to town, theaters, shops, galleries, restaurants, to the Duck Pond, and to the best sparkling ocean beaches. In addition to 5 airy bedrooms, 4.5 baths and outdoor pool shower, The Playhouse features a vast and dramatic great room ( the former theater) with a Steinway grand piano.

For entertaining or relaxation, there is no more beautiful place. Enjoy the 3+ lush acres of vintage landscaping, stone terraces, heated pool, and graceful fountain. All original detail has been preserved, making The Playhouse a perfect mix of classic design and modern amenities - in the heart of East Hampton.

Authentic and Unique: The Playhouse one of a Kind - In the heart of East Hampton, yet in a timeless world of its own. An impeccably maintained 1916 estate, with original detail lovingly preserved, the house and property provide an enchanting retreat. There's nothing like it in the Hamptons.

Arts Lovers: All Summer and into the fall, The Hamptons are the center of arts and social life: superb cultural exhibits, first run movies, world class music recitals, as well as gallery events, celebrity author readings, antiques fairs, home and garden tours, the Hamptons Classic, and gala Opening Nights. Attend new & classic plays at Bay Street Theater and Guild Hall. In October, East Hampton is home to the Hampton's Film Festival. Discoveries abound at this intimate, star studded showcase of what's next in the world of movies.

The Playhouse, while utterly secluded, is located at the heart of the Hamptons' vibrant arts and social scene.

Outdoor Pleasures: Endless, unspoiled ocean beaches are less than 5 minutes' drive from The Playhouse - as well as fishing, boating, tennis, biking, horseback riding. The Wildllife Preserve that borders the property offers enchanting trails, streams, wooden bridges, and a Duck Pond that delights children of all ages. Adjoining ponds and waterways are home to abundant wildfowl all year long.

Bicycle to Village, marinas, parks, bay beaches, and well loved Hamptons locales: Georgica, Lily Pond Lane, Springs, Sag Harbor, Shelter Island Ferry, Cedar Point, Lazy Point, Walking Dunes, 3 Mile Harbor.

Enjoy: In July, East Hampton's 4th of July Fireworks on the Beach, and its Village parade - In August, Artists & Writers Softball Game &The Fishermen's Fair at Ashwagh Hall - On Labor Day Weekend, The Hamptons Classic, with Olympic equestrians - All summer long: water sports, garden tours, nature walks, area wine tours and tastings.

More Details

Property Manager
Mirra Bank Brockman
Member since: 2010
Speaks: english, french, Italian, Spanish
Response time:
Within 2 days
Response rate:
Calendar last updated:
July 14, 2016

Why Mirra Bank Brockman chose Village of East Hampton

This perfectly preserved private home defines the historic Woodhouse Family legacy that created East Hampton as an arts-loving summer destination in the years from 1910-1920. The Playhouse was built by Mary Woodhouse for her daughter, in 1916, and has belonged only to the Woodhouse and Brockman families since then. The Playhouse has been lovingly and artfully maintained to preserve all its unique characteristics of a Tudor Playhouse turned luxury private residence.

What makes this estate unique

Magnificent entertaining setting with gracious bedrooms and en suite baths; heated, saltwater 50' gunite pool, original fountains, stone terraces, garden sculptures and towering copper beeches as well as original specimen plantings. A/C, laundry, chef's kitchen. Magical interior balconies and 40' high cathedral ceilings in the Great Room.

Fairy tale site with all modern conveniences.

Guestbook comments from the manager

Your home is beyond lovely …enchanting. I am delighted with it.

We never imagined that we would find a private home of such architectural and historical interest on a vacation rental website. Our weekend at the Playhouse was an escape from an escape! It was so quiet and the gardens are so lovely and otherworldly that we felt transported from the bustle of the Hamptons when we wanted to be, but were close enough to town to walk.

What perfection!

We had such a cozy weekend … lit the fire and then enjoyed hot wine in front of its flames.

I hope to have the good fortune of renting the house again sometime in the future.

Thank you very much

Warm regards
Nov 2010
  • 1 of 4


Village of East Hampton Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 8000 sq. ft.
House Rules:
  • Max. occupancy: 9
  • Minimum Age Limit for Renters ...
  • non smoking only
Location Type:
  • Near The Ocean
  • Away From It All
  • Family
  • Historic
  • Activities Guide
  • Air Conditioning ...
  • Backpack
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Fireplace ...
  • Firewood
  • Heating
  • Internet ...
  • Laundry Soap
  • Linens Provided
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking Off Street
  • Security System
  • Telephone
  • Thermos Bottle
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Blender
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Stove
  • Dining ...
  • Dining Area
  • seating for 20 people
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , combination tub/shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , bidet
    Bathroom 6 - outdoor shower
  • All baths recentlly renovated; Carrara marble floor and walls, traditional brass fittings, original mirrors and lighting fixtures. All baths have windowed views of the property. Outdoor shower serves the heated pool.
  • 5 Bedrooms, Sleeps 9
  • Bedroom 1 - 1 king , en suite bath
    Bedroom 2 - 1 queen , en suite bath
    Bedroom 3 - 1 queen , en suite bath
    Bedroom 4 - 2 twin/ single
    Bedroom 5 - 1 twin/ single
    Bedroom 6 - 1 twin/ single
  • Bedrooms are airy with high, beamed ceilings, and views of exquisite ultra-private grounds. 2nd Master Bedroom has working fireplace. Hardwood floors, original casement windows and french doors lead to ivy covered bluestone patios and back gardens.
  • Books
  • CD Player
  • DVD Player
  • Piano
  • Radio
  • Satellite / Cable
  • Stereo
  • Television ...
  • Balcony
  • Beach Chairs
  • Beach Towels
  • Bicycles
  • Deck / Patio ...
  • Large Cooler
  • Lawn / Garden
  • Outdoor Grill ...
  • Patio
  • Terrace
  • Unscreened Porch / Veranda
  • 1 bicycles
  • 15 garden chairs
  • 5 beach chairs
  • Long-term Renters Welcome
  • Low Allergen Environment
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • coin laundry
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • horseback riding
  • outlet shopping
  • paddle boating
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • golf
  • hiking
  • hunting
  • jet skiing
  • pier fishing
  • roller blading
  • sailing
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Built as a family playhouse, living quarters were added by the original owner, Mary Woodhouse. Picturesque outdoor stone terraces feature lounge/dining furniture, as well as outdoor cooking area & wrought iron lanterns. With soaring copper beeches and vintage plantings the grounds feature billows of hydrangea, wisteria & trumpet vine, ivy covered stone walls and statues on 3+ acres in East Hampton's finest estate district. Less than 5 minutes' drive from Maidstone Beach, golf, tennis, pristine ocean swimming, Guild Hall, movies, shops, galleries, spa, gym, surfing, best bars & restaurants. Nearby riding, sea fishing, whale watching. Featured in: House & Garden, Houses of the Hamptons, many books and articles on the Hamptons. Washer & Dryer. AC. Wif-fi. Flat screen HD/TV & DVD. Maid Service is available. Weekly grounds keeping included.


5/5 -
(2 traveler reviews)

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Traditional luxury estate - heated pool - every amenity
average rating of 5.0 based on 6 reviews

A stunning place to stay! Highly recommend.

  • 5 of 5

An absolutely stunning place to stay - beautiful, stylish, clean and welcoming, the house was wonderful and the pool was divine. The owners are lovely people and could not have been more helpful or accommodating during our stay. The property is a short walk to the beach and all restaurants which is ideal for a stroll home after meals or an ocean swim. I would definitely recommend this as a fantastic place to stay and look forward to returning hopefully soon!

  • Submitted: Sep 23, 2015
  • Stayed: September 2015
  • Source: HomeAway
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An absolutely beautiful, elegant escape.

  • 5 of 5

The "Play House" as it's called, was a phenomenal location for our summer get away. The huge, historic estate combines all your modern day comforts (TV in the bedroom, great bathrooms, comfortable beds, amazing kitchen) with the allure and enchantment of the early 1900's. Several of us, all who work in the arts, stayed here and we were completely inspired by the house. We enjoyed sitting in the quiet gardens and swimming in the long pool. The property was clean, very well-maintained and stunning with antique decor.

A five minute walk, we could quickly be in the center of town on the main street for shopping, restaurants, pubs and the movies.

A two minute drive gets you right to the beach, although I chose to take a lovely 15 minute walk through the woody, neighborhood to look at all the other houses.

Mirra, the owner, is lovely, very easy to talk to and most helpful. She was quick to answer my questions and give any advice I needed regarding travel and the area.

I would recommend this property to anyone. A family (I suggest children 8 years or older) would enjoy the ample amount of space, a group of friends would have numerous spots to hang out, romantic couples could get lost in the fantasy of another era, artists will feel the creative weight that is held within the walls. It's a wonderful space and I hope to return again for another romantic, creative retreat.

Many thanks Mirra for preserving and sharing such a wonderful landmark.

  • Submitted: Aug 25, 2014
  • Stayed: July 2014
  • Source: HomeAway
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Nearest Airport
5 Miles
East Hampton
Nearest Barpub
0.3 Miles
The Huntting Inn
Nearest Ferry
7 Miles
Shelter Island
Nearest Train
1 Miles
East Hampton
Nearest Motorway
0.4 Miles
Rte 27
Nearest Restaurant
0.3 Miles
The Palm at Huntting Inn
Nearest Beach
0.3 Miles
Car: not necessary

This property is completely secluded and enchanting, enjoying utter privacy - within 3 min drive, 5 min cycling, or 10 min walk of East Hampton Village and the heart of the Hamptons experience.

Everything: shops, movie theaters, restaurants, library, Guild Hall, historic Mulford Farm, best ocean beaches on the South Fork, riding stables, nature walks and galleries - all are just moments away.


Rates & Availability

Taxes and fees are additional
This calendar has not been updated in over 2 months and the availability shown may not be accurate.

Additional information about rental rates

Cleaning $160

Contact owner for special offers and further information
Rates are variable, inquire of owner. During peak season (Memorial Day to Labor Day) two week minimum.
No weekend or daily rental.
Best rates available for a full season rental.

1/2 on signing; 1/2 30 days before rental begins

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.

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