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Head of Pond House

Property class: 3
Enjoy the free WiFi at this 3-star Water Mill B&B

Choose dates to view prices

Photo gallery for Head of Pond House

A two-story house with a steeply pitched roof, green shutters, and a brick entrance.
A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.
A modern living room with a sofa, a dining table with chairs, a TV on a wooden stand, and a large window with a view of trees.
A swimming pool with lounge chairs and a white fence.
A cozy living room with a wooden table, a red sofa, and a balcony with a view of trees and a body of water.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
403 Head of Pond Rd, Water Mill, NY, 11976
  • Place, The Watermill Center
    ‪5 min walk‬
  • Place, Parrish Art Museum
    ‪2 min drive‬
  • Place, Duck Walk Vineyards
    ‪2 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪55 min drive‬

Room options

View all photos for Luxury Suite, Lake View (Pet not allowed)

A modern living room with a sofa, a dining table with chairs, a TV on a wooden stand, and a large window with a view of trees.

Luxury Suite, Lake View (Pet not allowed)

10.0 out of 10
Exceptional
(2 reviews)
  • Lake view
  • 37 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed)

A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed)

  • Lake view
  • 74 sq m
  • 2 bedrooms
  • Sleeps 4
  • 2 King Beds

View all photos for Luxury Room, Lake View (Pet not allowed )

A bedroom with a bed, a bedside table with a lamp, and a window with blinds.

Luxury Room, Lake View (Pet not allowed )

  • Lake view
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Superior Room, Garden View (Pet not allowed)

A hotel room with a large bed, a chair, a small table, and two artwork pieces on the wall.

Superior Room, Garden View (Pet not allowed)

  • Garden view
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

About the area

Water Mill

In Water Mill .You'll be within half a mile (1 km) of The Watermill Center and 2 miles (3 km) of Parrish Art Museum with a stay here. Duck Walk Vineyards and Mecox Bay are also within 2 miles (3 km).
View more B&B in Water MillOpens in a new window

What's nearby

  • Mill Pond - 2 min walk - 0.2 km
  • The Watermill Center - 5 min walk - 0.4 km
  • Parrish Art Museum - 2 min drive - 2.1 km
  • Duck Walk Vineyards - 2 min drive - 2.1 km
  • Cooper's Beach - 15 min drive - 8.8 km

Getting around

  • Southampton Station - 7 min drive
  • East Hampton, NY (HTO) - 28 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Citarella Gourmet Market - Southampton - ‬6 min drive
  • ‪Burger King - ‬5 min drive
  • ‪Tate's Bake Shop - ‬6 min drive
  • ‪Cumberland Farms - ‬5 min drive

About this property

Head of Pond House

Enjoy the free WiFi at this 3-star Water Mill B&B
Free breakfast is served daily. WiFi is free in public spaces. A seasonal outdoor pool, a terrace, and multilingual staff are also featured at the business-friendly Head of Pond House . Free self parking is available.

This 3-star Water Mill bed & breakfast is smoke free.

  • 4 guestrooms or units
  • Continental breakfast (free)
  • Staff is multilingual
  • Storage area for luggage
  • Terrace
  • Garden
  • No smoking on site
  • Refrigerator in a common area
Head of Pond House offers 4 accommodations with irons/ironing boards. This Water Mill bed & breakfast provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Housekeeping is provided once per stay.

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Bar (on property)
Water's Edge Resort & Spa
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  • On private beach
  • Pool
  • Hot tub
  • Spa
4.4 out of 5, Excellent, 1,002 reviews
The price is CA $249
CA $310 total
includes taxes & fees
Oct 7 - Oct 8
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Property amenities

Family friendly

  • Seasonal outdoor pool

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 500+ Mbps (good for 6+ people or 10+ devices)
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free uncovered self parking on site

Food and drink

  • Free continental breakfast available daily 9:00 AM to 10:30 AM

Things to do

  • Seasonal outdoor pool

Accessibility

  • No elevator

Room amenities

Bathroom

  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Food and drink

  • Restaurant dining guides

More

  • Air conditioning (climate-controlled)
  • Desk
  • Heating (climate-controlled)
  • Iron/ironing board
  • Laptop workspace
  • Window screens

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM
Minimum check-in age: 21

Check-out

Check-out before noon

Special check-in instructions

There is no front desk at this property
Guests planning to arrive outside of normal check-in hours will receive an email within 24 hours before arrival with check-in instructions and key retrieval information; your host will greet you
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
Prior to arrival, you must complete online registration via a secure link
You will be asked to provide the property with a copy of your government-issued photo ID after booking
If you are planning to arrive after 6:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Host will greet you, key retrieval

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Property payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 250 per accommodation, per stay

We've listed all charges provided to us by the property.

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
This property accepts credit cards; cash is not accepted
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. This property accepts Visa and Mastercard. Cash is not accepted.

We should mention

  • The seasonal pool will open May 24 and close September 30.

Property is also known as

Head of Pond House Water Mill
Head of Pond House Bed & breakfast
Head of Pond House Bed & breakfast Water Mill

Frequently asked questions

How close is Head of Pond House to the airport?

Head of Pond House is 9.4 mi (28-min drive) away from the East Hampton, NY (HTO) airport, the closest popular airport to the property.

How much does it cost to stay at Head of Pond House ?

As of Sept 13, 2026, prices found for a 1-night stay for 2 adults at Head of Pond House on Sept 14, 2026 start from CA $1,510, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Head of Pond House have an airport shuttle?

Airport shuttle services are not available at Head of Pond House .

How close is Head of Pond House to the beach?

This bed & breakfast is 2.9 mi (11-min drive) from The Hamptons Beaches and 5.1 mi (16-min drive) from Cooper's Beach. Don't forget your sunscreen!

Does Head of Pond House offer free breakfast?

Head of Pond House offers free continental breakfast every day from 9:00 AM to 10:30 AM.

Is there a casino at Head of Pond House ?

No, there is no casino at this bed & breakfast.

What time is check-in at Head of Pond House ?

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM.

Is there free parking at Head of Pond House ?

This bed & breakfast offers free self parking.

Does Head of Pond House have a pool?

Head of Pond House features a seasonal outdoor pool.

Does Head of Pond House have a spa?

There are no spa services available at this bed & breakfast.

How close is Head of Pond House to downtown Water Mill?

Head of Pond House is 0.9 mi away from Water Mill.

Head of Pond House Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great experience with the most helpful host. Beautiful location and overall wonderful stay
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was amazing stay. It’s a boutique B and B! The Inn keeper, Monika was really nice. The breakfast was great! My husband and I both enjoyed the stay!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very special property. One of my favorites. Beautiful, exceptionally clean and in a gorgeous location. Host was exceptional and communication excellent.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Michèle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place with a very kind host. Highly recommend this place!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Amadou

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We stayed at the cottage. The property was exactly as depicted, and Monika was a phenomenal host with great service and care.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

bernardo mariano

Liked: Cleanliness, staff & service, amenities
Excellent in every way – truly beyond words. Head of Pond House is simply outstanding, and will always stay here whenever we visit the Hamptons. Special thanks to Monika for being such a wonderful host – attentive, warm, and truly exceptional.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had an absolutely exceptional stay at Head of the Pond in Water Mill, and I cannot say enough about the experience, particularly the care and attention brought by Monika, the owner. We stayed in the two-bedroom cottage by the pond, and from the moment we arrived, it was clear this property is operated at a level far beyond a typical bed and breakfast. The cottage was in pristine condition—immaculately clean, beautifully maintained, and thoughtfully appointed with all the amenities you would expect from a fine hotel. Every detail felt intentional. What truly set this stay apart was the fully stocked kitchen, complete with an abundant supply of quality food and drinks. It’s a level of generosity and hospitality you rarely encounter. These are the kinds of touches that guests remember and that bring them back. Monika clearly runs this property with pride and integrity. Unlike many businesses that begin with high standards but gradually cut corners, she has remained committed to doing things the right way. It shows in every aspect of the experience—from the condition of the accommodations to the overall atmosphere of care and comfort. A special note for those considering when to visit: winter in the Hamptons is a hidden gem. While it may be chilly, the beauty and tranquility of the area remain, and you have the added benefit of enjoying a luxurious stay.
Well stocked fridge
Very nice welcoming touches, including Tates cookies!
Very comfortable living area
Huge downstairs bedroom
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Savina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Jun 2026