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Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches

Photo gallery for Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches

An aerial view of a house with a swimming pool, surrounded by dense greenery and a river.
Property video
Front of House
Back Area and Hot Tub
A wooden deck with outdoor furniture, a swimming pool, and a gazebo.

Reviews

10 out of 10
Exceptional

Highlights

  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Near Parrish Art Museum
5 bedrooms6 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine

Explore the area

View in a map
Watermill, NY
  • Place, Duck Walk Vineyards
    ‪5 min walk‬
  • Place, Parrish Art Museum
    ‪8 min walk‬
  • Place, North Main Street Historic District
    ‪4 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪55 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

6 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches

Rental Permit RP241274

Private Gated Hamptons Retreat with Pool, Guest House & Resort-Style Backyard

Welcome to your own private South of the highway Hamptons retreat that guests return to year after year.

Hidden behind a gated entrance and surrounded by protected farmland, this property offers the privacy and peaceful setting that make the Hamptons so special—while being just minutes from Southampton Village, Water Mill, world-famous ocean beaches, restaurants, shopping, and wineries.

The spacious backyard is the heart of the property. Spend your days relaxing by the pool, grilling in the outdoor kitchen, dining in the screened-in porch, or unwinding in the Bali-style lounging hut. Whether you're gathering with family, entertaining friends, or simply enjoying a quiet afternoon, the outdoor spaces are designed to make the most of your vacation.

The main house offers four bedrooms, while the separate pool house provides additional sleeping space with a daybed and a full bathroom, giving guests extra privacy and flexibility.

One of the things our guests appreciate most is the location. Duck Walk Vineyards, the Parrish Art Museum, and the iconic Hank's Pumpkintown are all nearby, while Southampton Village, Water Mill, Bridgehampton, and several beautiful beaches are only a short drive away.

This is a classic Hamptons home that offers something increasingly difficult to find: exceptional privacy, an unbeatable South of the Highway location, and outdoor living spaces that keep guests returning year after year.

Whether you're looking for a relaxing family vacation or a peaceful home base to experience everything the Hamptons has to offer, we would love to host you.



FULL SUMMER PRICING
*June 32k
*July 45k
*Aug - $50K - RENTED
*WEEKLY -$13,000 per week with 2 week minimum. (holiday weeks are more)

*Sept (after labor day) $30k per month

*Please inquire first for this pricing pricing.

***INQUIRE BEFORE BOOKING FOR ALL STAYS SHORTER THAN 2 WEEKS. Prices above do not include VRBO fee or cleaning fee.

Rental Permit: RP241274. Agent/Owner
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:30 PM
Minimum age to rent: 31
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Pools and ponds are not gated within the property.
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted
There is plenty of space outside for smoking

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds
Failure to complete these may result in a negative review from the host.
For Stays shorter than 2 weeks, you MUST INQUIRE FIRST BEFORE DOING INSTANT BOOK to determine pricing and availability under town code.
This is a family house and not a share house. I can rent to one primary renter at one time. If more than one family please inquire first.
No Automatic Bookings past November 1 2020 will be accepted without first discussing . No more than 4 cars in driveway at a time without discussing

Important information

You need to know

Property # 376572
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Water Mill

Located in Water Mill, this holiday home is by the sea. While the natural beauty of The Hamptons Beaches and Cooper's Beach can be enjoyed by anyone, those looking for an activity can explore Shinnecock Hills Golf Course. Southampton Arts Center and Southampton Cultural Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
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Map
Watermill, NY

What's nearby

  • Duck Walk Vineyards - 5 min walk - 0.4 km
  • Parrish Art Museum - 8 min walk - 0.7 km
  • Mill Pond - 1 min drive - 1.4 km
  • North Main Street Historic District - 4 min drive - 2.2 km
  • Our Lady of Poland Catholic Church - 6 min drive - 3.2 km

Getting around

  • Southampton Station - 3 min drive
  • East Hampton, NY (HTO) - 17 min drive

Restaurants

  • ‪Citarella Gourmet Market - Southampton - ‬4 min drive
  • ‪Tate's Bake Shop - ‬4 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪75 Main - ‬4 min drive
  • ‪Hampton Coffee Company - ‬3 min drive

Frequently asked questions

Does Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches pet-friendly?

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches?

On-site parking is available at the property.

What time is check-in at Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches?

Check-in begins at 4:30 PM.

What time is check-out at Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches?

Checkout is at 10:00 AM.

Where is Private South of the Highway Hamptons Retreat• Minutes to Southampton & Beaches located?

Situated by the sea, this holiday home is 0.3 mi (0.4 km) from Duck Walk Vineyards and 2 mi (3.2 km) from The Hamptons Beaches. Parrish Art Museum and North Main Street Historic District are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.4/10

Location

10/10

Listing accuracy

Reviews

Archival

10/10 Excellent

Roger K.

Two thumbs up!

We have been renting this house for a few years in a row - and keep coming back because it is all that you want and more - description is accurate, location is convenient and the owner is very accommodating & responsive. I highly recommend this place.
Verified

10/10 Excellent

Elena S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our extended family had a wonderful time at this property. Great location, well maintained.

The hosts are great, stayed in touch with us before and during the stay. Always available and responsive to our questions and needs. Will definitely come back.
Stayed 14 nights in Jun 2020
Verified

10/10 Excellent

Brenda D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous for family weekend

The property is exactly as pictured and described. Lots of fun things to do with a playset for younger kids, a heated pool, a small hot tub, a fabulous grill, outdoor seating and lounge chairs all add up to lots of outdoor fun. Fully outfitted kitchen and lots of seating indoors as well. The owners are very communicative and accommodating. We were very happy with this house for our MDW. Thanks Garett and Mara!
Verified

10/10 Excellent

Tiffany W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent host and beautiful house

Had a great time staying at this house. House was exactly as advertised, and the pool/backyard area was incredible. Kitchen was fully stocked and there was even a gift basket waiting for us. Host was extremely helpful before and through the stay. Would absolutely come back!
Stayed 3 nights in Jul 2019
Verified

10/10 Excellent

Matthew D.

7 nights in heaven

A group of us stayed in this great home during the US Open Golf week played at Shinnecock. The owner is incredibly helpful and genuinely happy to have people in his home. He left a great selection of goodies for us when we arrived. I’ve rented many homes before and have never experienced such a cool extra touch. He even asked what type of milk he could leave in the fridge for us. I went with the whole milk. The others might have wanted skim or something, but I chose what I wanted. The location was perfect for our needs. Being east and only a few miles from the golf course turned out to save us allot of time. The swimming pool was the standout for us. We had two children in the crowd, and all of us played in the pool every evening. We all agreed we would not have changed a thing after our visit. If you are searching for somewhere to stay in this neck of the world, you can stop right now and book this one.
Stayed 7 nights in Jun 2018
Archival

10/10 Excellent

Kelley T.

Once again a magical month at 110 Montauk

This was the second year in a row that we stayed at 110 Montauk for the month of June, and we are already booked for next year. Mara and Garett are amazing hosts and are quick to respond to any needs. The house is warm and inviting and the back yard is a dream. I highly suggest making sure you take a nap on the bali bed, never fails to relax. The location of the house is perfect - out of way of the traffic and walkable to the cute village of Southampton. Sag Harbor golf course is a must for anyone golfers! Thanks again to 110 Montauk for an amazing start to the summer!!!
Archival

10/10 Excellent

Kelley T.

Fantastic Stay!

We recently spent the month of June at 110 Montauk and could not have been happier. Mara and Garett were amazing hosts and house owners. From the welcome basket with local wine to the fun swan in the pool no detail was missed. Any questions or needs were answered within minutes. The location of the house can't be beat and the walk to Duck Walk Winery is quick and easy. Many days were spent lounging around the spacious pool and backyard with nights filled with fun and tons of grilled seafood in the screened in porch. We can't think of anywhere else to vacation in the Hamptons and will be back next year!
Archival

10/10 Excellent

Marshall E.

Amazing Rental, Awesome Owner

Rented this house in July 2015. Cannot say enough good things. owner was incredibly responsive and helpful. Home is very well taken care of and has EVERYTHING you could possibly need - towels and linens galore, every possible pool toy imaginable, four fridges - great indoor and outdoor kitchen, tons of space, plenty of bedrooms. Its the perfect Hampton rental house. Right off the highway but when you are in the backyard you feel a million miles away from it all. Beautiful landscaping with outdoor lighting, waterfalls, outdoor speakers etc. Owner left new toiletries in all the bathrooms and a fridge full of the basics so we didn't go hungry the first morning. Really went above and beyond to make sure we had a good stay. Cannot recommend more highly.
Archival

10/10 Excellent

Erin P.

Best vacation rental EVER

We have stayed at 110 five times and it keeps getting better. In the summer we love being so close to the best beaches in Southampton while enjoying a beautifully laid out, completely private backyard oasis. In the fall we love to enjoy the beach without the seasonal crowds while spending time right next door at Hank's Pumpkin Farm and Duckwalk Vinyards (we can walk there and avoid all the competition over parking!). Our children can play for hours in the backyard, enjoying the swing set, hammock, pool, Bali bed and lawn. When we are back there we feel like the only people in the world! The house has seemingly endless rooms and beds and we've had lots of friends and family enjoy the house with us. We love to cook there and have never rented a house with a more well-equipped kitchen. When we don't feel like cooking the location can't be beat if you want to avoid traffic and find some great restaurants. It's amazing to be able to enjoy the prime parts of the Hamptons without having to sit in hours of one lane traffic. Flying point beach, with the bay and the ocean all in on place, is our favorite beach in Long Island. The house is so well maintained and the owners have consistently been a joy to work with. We plan on going back every summer and every fall.

About the host

Hosted by Garett

Host profile image

Why they chose this property

Great Location just off the hwy (South of hwy) with Fantastic Backyard! Ideally situated just a few minutes drive from Southampton, Watermill and beaches. Beautiful summer/winter ranch style house that boasts spacious private property with fenced in back yard surrounded by farmland. Lovely pool and guest house. Outdoor screened in porch/dining area with extensive outdoor grill/kitchen. Very special property that is perfect for both entertaining and relaxing! Prime location to take full advantage of all the Hamptons has to offer!. Agent/Owner rental

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English
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