The Benson Drive Residence

montauk, the hamptons
4 bedroom - 2 bath
(12 reviews)
Last two weeks of June included free in booking the month of July!
Travel dates:
$500 - $800 per night (USD)
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  • Air Conditioning
  • Baby Bath
  • Baby Monitor
  • Babysitter / Nanny
  • Backyard / Garden
  • Balcony
  • Bathtub
  • Bed Rails
  • Bicycles
  • Cabinet Locks
  • Changing Table
  • Chef / Catering
  • Children's Dinnerware
  • Corner Guards
  • DVD Library
  • DVD Player
  • Dishwasher
  • Elevator
  • Fireplace Guards
  • Game Console
  • High Chair
  • Housekeeper
  • Outlet Plugs
  • Parking
  • Pet-friendly
  • Pool
  • Pool Gate
  • Stair Gates
  • Television
  • Toys / Children's Books
  • Washer / Dryer
  • Wifi
  • Window Guards
2 queen
4 twin / single
1 air bed

Perks for the Parents

This 4-bedroom house is walking distance from Ditch Plains beach in a lovely community and includes plenty of toys, books and games for kids. It sleeps 10. Located on a quiet street in a family neighborhood, each floor has a full bathroom and 2 bedrooms with 2 queensize beds and 2 twin beds. It works well for 1-2 families traveling together. WiFi and cable TV is included, not to mention all you the supplies you'd need for a day of fun at the beach.

Why Kids Love it

The house is in a fun beach community with a great yard with a trampoline and plenty of games, books, DVDs and toys. There are lots of terrific outdoor activities nearby: the kids could learn to surf, take bike rides along coastal trails or take their pick from food trucks for lunch or dinner. Ditch Plains beach has tide pools and surfers to watch. Children's bedrooms have space to add a travel crib, if you rent one or bring one with you.

Things to Know

Minimum stay: 7 nights. July trips to be booked from Saturday to Saturday. To accommodate further guests air beds can be added on request. Car rental is advised for this location - there is parking at the property. Note that parking at Ditch Beach itself is paid-for and expensive. The beach is a 15 minute walk, a 5 minute bike ride, or you can drive and drop supplies off, park at the house and walk to the beach. Pets are considered on request for an additional fee. Full beach gear is on hand (towels, chairs, umbrellas, paddle board, and surf boards) and there are bikes for kids 8 and up, with smaller kids bikes available on request.

About the Location

The home is located in Ditch Plains, Montauk's famous beach/surfing community. Montauk is also known for great restaurants, public parks and beach/water sports of all kinds. The house is an easy 10 minute walk to the beach, or a 5 minute bike ride. Town has a wide array of shops and family friendly eateries. Approximately 3 hours’ drive from New York City at the far end of Long Island, the vibe is a more casual, low key feel than the Hamptons. The closest international airports are in New York City.

Accommodation Details

This 4-bedroom, 2-bathroom beach house is set over 2 floors. The main floor has an open living room, dining room, kitchen and fireplace with deck, plus an outdoor shower and gas grill in the manicured backyard. Each floor has a full bathroom with shower and tub, plus 2 bedrooms with 2 queensize beds and 2 twin beds. A fold out couch sleeps additional people, if needed. There is a fully stocked shed with surfboards, bikes, beach equipment and games/toys for all ages. A new fire pit in the backyard is an added bonus for evening smores and the outdoor shower makes clean up much easier after a day at the beach.

Style Notes

Beach cottage. Low key yet relaxing, with an easy-going charm, this beach cottage fits the Ditch Plains vibe completely. Open plan with a modern feel, it includes a wood-burning fireplace in casual living/dining room for colder nights. We love the pretty, clutter-free bedrooms and the backyard, ideal for sunny days spent with the kids in the fresh beach air.

Property perks

  • Concierge
    A concierge service is available for this property
  • Baby rental
    equipment partner
    We work with a carefully-chosen baby equipment rental partner in this location
  • Kid & Coe
    Kid & Coe Select properties have been visited by our team and checked for their suitability for family travelers
  • Itinerary
    We provide a family-focused itinerary for properties in this destination
  • Professional
    This property is professionally managed by a trusted partner
Linnea O.
Member since March 11, 2018
We live in Carroll Gardens, Brooklyn with our two daughters.

Montauk, The Hamptons

Unspoilt beaches beyond the Hamptons

At the furthest reaches of Long Island, just beyond the Hamptons, Montauk is still reachable for a weekend break to remember. And what a weekend break it will be: spend your days playing in the sand on unspoilt beaches, trying out watersports - surfing is really popular year-round - and hiking and kayaking around beautiful headlands.

12 reviews

Kiera o.
Visited in June 2022
Had a great repeat visit at the Benson Drive house. Linnea is a very responsive host, the house was clean and kid-friendly, and the location can't be beat - a super close walk to the beach, even for little feet. Highly recommend.
Gloria L.
Visited in June 2022
Linnea's house was perfect for our short getaway. Our kids, ages 7 and 3, could have stayed home all day playing on the trampoline outside. Inside, the house was full of toys and books for children. Walking daily to the beach was lovely, and good restaurants and stores were just a 5-min drive away. Linnea, the host, was also very helpful and accessible. Definitely recommend!
Brooks R.
Visited in March 2022
Simple, low key home with everything we needed for a relaxing getaway. Awesome fireplace, and a short walk to the surf of Ditch Plains. Nicely located in quiet Montauk, with a super responsive host.
Sahar A.
Visited in June 2021
The house was great for our family. The location and amenities were exactly what we were looking for. My toddler felt right at home with all the toys and the backyard. Linnea was a great host as she was very responsive and checked in on us to make sure everything was going well.
Kiera o.
Visited in June 2021
The Benson Drive residence was the perfect setting for our first post-pandemic getaway. The home was lovely and had ample space for me and my husband, three young children, and my parents who travelled with us. It is just a short walk to the beach, and had a lovely garden for relaxing in while feeling the ocean breeze. Linnea was also a very responsive host and provided fantastic suggestions of area highlights. At the end of our trip my kids didn't want to leave!
Cristina K.
Visited in May 2021
The house was charming, the hosts were lovely, the location was perfect, and our kids were thrilled about all that the house offered them, as well. I couldn’t recommend this home more!
Michael K.
Visited in May 2021
My family and I had a wonderful time staying here. The home was clean and cheerful, everything was very easy to find, and we found the location to be incredibly convenient to both the beach and the town. The kids loved the backyard (especially the trampoline!) and the toys, and the adults all loved the beautiful backyard. Linnea was very accessible and helpful and promptly responded to all of our questions. All in all a great time and we definitely want to stay here again soon. Mike
Rodrigo C.
Visited in October 2020
We loved coming to Montauk at the beginning of the off-season and staying at the Benson Drive house was the perfect place for our small family of 4. Linnea was a great host, helpful and responsive when needed. The house is in a great location just a short drive to town and parks and cool activities with the kids as well as a short bike ride to the local beach. Thank you!
Tannya B.
Visited in June 2020
Linnea was a wonderful host. Her beautiful home has everything you need for a perfect Montauk getaway. The neighborhood is charming and only a 10 min walk to the beach. I've already recommended her home to friends and family.
Philip N.
Visited in June 2020
We loved our stay at this cute beach cottage. The location in Montauk is ideal. It’s close to the beach, close to a ranch where your kids can horseback ride, in a quiet neighborhood for walks & bike rides and close to town. There is a great large deck and yard so you can spend lots of time outside. The owners are very responsive and helpful. We really had a perfect vacation!
Lauren H.
Visited in June 2019
We had a wonderful stay at 88 Benson Drive and Linnea was a responsive host. There is a huge back deck with ample seating that is private with a decent size yard for the kids to run around and play. The beach at Ditch Plains is absolutely magical and was really easy for our toddler to play in the water because of how the waves broke and rolled in gradually.
Sergio G.
Visited in June 2018
Great host. Cute house. Super location, we had a blast. Would definitely stay again.