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Head of Pond House

Property class: 3

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Photo gallery for Head of Pond House

A two-story house with a steeply pitched roof, green shutters, and a brick entrance. - Head of Pond House (Water Mill)
A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf. - Head of Pond House (Water Mill)
A swimming pool with lounge chairs and a white fence. - Head of Pond House (Water Mill)
A cozy living room with a wooden table, a red sofa, and a balcony with a view of trees and a body of water. - Head of Pond House (Water Mill)
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. - Head of Pond House (Water Mill)
You can look forward to free continental breakfast, a terrace, and a garden at Head of Pond House . Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning

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Room options

Available filters for rooms
Showing 4 of 4 rooms

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 neighborhood

Water Mill is home to Head of Pond House . The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Southampton Arts Center and Southampton Cultural Center are also worth visiting. Visit our Water Mill travel guide
View more B&B in Water Mill
Map
403 Head of Pond Rd, Water Mill, NY, 11976

What's nearby

  • A sign for the Parrish Art Museum surrounded by a white fence and greenery.
    Parrish Art Museum
    2 min drive - 1.3 miles
  • A sign for Duck Walk Vineyards with a duck illustration and operating hours.
    Duck Walk Vineyards
    2 min drive - 1.3 miles
  • A beach with sand dunes and a person walking along the shore.
    Cooper's Beach
    15 min drive - 5.5 miles
  • Mill Pond
    2 min walk - 0.1 miles
  • The Watermill Center
    5 min walk - 0.3 miles

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
  • Cumberland Farms
    5 min drive
  • Tate's Bake Shop
    6 min drive

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Property amenities

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

Family friendly

  • Seasonal outdoor pool

Conveniences

  • Guidebooks
  • Luggage storage
  • Shared refrigerator

Guest services

  • Housekeeping (once per stay)
  • Multilingual staff

Outdoors

  • Dock
  • Garden
  • Outdoor furniture
  • Terrace

Accessibility

  • No elevator

More

  • Communal living room
  • Smoking not allowed

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

Pets not allowed

Children and extra beds

Children are welcome

Property payment types

  • Mastercard
  • Visa

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Deposit: USD 250 per accommodation, per stay

We have included 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

We should mention

This property does not have elevators
The seasonal pool will be open from May 24 to September 30

Frequently asked questions

Does Head of Pond House have a pool?

Yes, this property has a seasonal outdoor pool.

Is Head of Pond House pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

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

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

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

Check-out is at noon.

Where is Head of Pond House located?

Situated in Water Mill, this bed & breakfast is within 1 mi (2 km) of Parrish Art Museum and Duck Walk Vineyards. Mecox Bay and North Main Street Historic District are also within 3 mi (5 km).

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Reviews

Head of Pond House Reviews

10

Exceptional

10

Cleanliness

9.8

Amenities

10

Staff & service

9.8

Property conditions & facilities
Rating 10 - Excellent. 18 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent European B&B experience not often found in the States. A quaint well-managed property with hidden charm. The bedrooms were spacious , comfortable and nicely designed with taste and simplicity.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was breathtaking. It was incredibly peaceful to just sit on the porch and listen to the birds with the view of the pond. Anytime we needed anything. The staff was incredibly responsive. Waking up to pastries every morning fresh from a local bakery was so wonderful! I would recommend this cottage to anyone!
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My husband and I spent a weekend at this beautiful place and loved it! The house is super clean, well located and has a private feeling, with amazing views to a peaceful garden. Pauline’s customer service was great and really took care of us also letting us do a late check out. Strongly recommend you stay here during your trip to the Hamptons!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities
The cottage is quaint and old, it is showing its age. The beds were ever comfortable. The entertainment option was not a TV but a projector with a shoddy speaker. The spiral staircase to the upper level was treacherous to come down and several of the vertical supports were look making the decent and ascent scary. The pond side location was very nice and the little patio was special apart from the chainsaws from the unfortunately scheduled tree cutting by neighbors.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I don’t even know where to begin with this place. It’s heaven. The house is beautiful, situated right next to the lake with a serene backyard and dock you can go sit on. The rooms are beautifully decorated and spacious, and feel understatedly luxurious. Pauline was an incredible host, welcoming us from the moment we got in with recommendations and a tour of the property. Breakfast was healthy and delicious each day, and there was a fridge with beverages and snacks you could help yourself to at any time. It was a perfect getaway and I can’t wait to come back.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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

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

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had an awesome stay at Head of Pond House and really couldn’t have asked for a better experience. The house is beautiful, has a ton of character, and is in a great location for spending a weekend in the Hamptons. Our host was fantastic and probably the best part of the stay. She was incredibly accommodating from the moment we arrived and went out of her way to make sure we had everything we needed. She was always available if we had a question or needed a recommendation, but at the same time gave us plenty of space to enjoy the weekend. Breakfast every morning was also great and made the stay feel a lot more personal than staying at a hotel. Everything was fresh and really well done, and it was a great way to start the day before heading out. Overall, we had a great time and felt very well taken care of the entire weekend. Between the house, location, breakfast, and especially the hospitality, there really wasn’t anything we would have changed. We’d absolutely stay here again next time we’re in the Hamptons and would highly recommend Head of Pond House to anyone looking for a great place to stay.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What a wonderful little gem in the heart of Watermill. This was our favorite Hamptons B&B stay and we can’t wait to comeback!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

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

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

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

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

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

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