The Hamptons, NY > Amagansett, NY

Check Mates

  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms

$600 - $6171/nt



Children Ages 2 - 12


Pack the pool toys, snag the sunscreen, and load the family into the car. You’re headed to Check Mates — the perfect balance of cozy yet posh, conveniently located yet private. Set on a cul-de-sac on a lush half-acre in Amagansett, this two-story, contemporary home features everything you might need for up to eight people to get away together.

Inside the distinctly designed Check Mates, toss a fresh salad in the sleek, well-furnished kitchen, complete with a bar counter-top. Linger over a long evening meal in the formal dining room, awash in natural light. Gather round the living room’s fireplace for an intimate night in.

And in the property’s backyard, long, full days of R&R await in the form of a lounge chair and leisurely laps in the 16’ x 32’ heated swimming pool. Plus, take full advantage of the Jacuzzi and central air to make your stay truly restful.

The four-bedroom home has one bedroom with a king-sized bed, one with a queen-sized bed, and two bedrooms with two twin singles (both of which can be combined to create king-sized beds). With three full baths and an outdoor shower, you’ll never need to wait long for a quick rinse before starting your day or heading out for the night.

Check Mates is only two short blocks away from Napeague Bay and Devon Yacht Club. And just a bit beyond that, you’ll find Dennistown Bell Park and South Fork Country Club. 

*Pets are prohibited unless our express approval is provided

Bed Configuration: 1 King, 1 Queen, 4 Twins (can combine into 2 Kings)

Bath Configuration: 3 full, 1 Outdoor Shower

The cost of utilities will be deducted from the security deposit.

Security for monthly renters would be $3,500 *The cost of utilities including electricity/AC, propane/pool heating, will be borne by the traveler, plus a $50 per night utility charge.

Pet Policy: Pets are prohibited.

Additional Persons: Additional persons are strictly prohibited without express approval. If approval is granted, additional fees may apply.

Events Policy: Events are prohibited without express approval. If approval is granted, additional fees may apply.

Payment/Refund Policy: All payments are non-refundable, unless stated otherwise on the website you elect to book on. If you must cancel your reservation, we will re-list availability, and in the event we are able to re-book the nights you originally booked, a refund may be processed. We strongly encourage you to purchase travelers insurance (which we offer) as a means of payment protection. Please note that all bookings must be paid in full prior to arrival.

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  • House
  • 4 Bedrooms
  • 6 Beds
  • 3 Bathrooms
  • 8 Guests
  • Pets Not Permitted

Sleeping arrangements

Bedroom 1

  • 1 King

Bedroom 2

  • 1 Queen

Bedroom 3

  • 2 Twin Single

Bedroom 4

  • 2 Twin Single

Bathroom arrangements

  • 3 full bath
  • 1 outdoor shower


  • Heated Pool
  • Hot Tub
  • Private Pool


  • Fireplace
  • Air Conditioning
  • Dryer
  • Internet
  • Linens
  • Washer
  • Hair Dryer
  • Living Room
  • Parking
  • Towels
Show more amenities


  • Bicycle
  • Grill


April 2019


We can notify you, if there is a price change.

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$600 - $6171/nt

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