Name: The Bentley Hotel Southampton
Price range: $144 total
Rating: 9.4

Head of Pond House

403 Head of Pond Rd Water Mill NY

$495 nightly

$566 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Book a stay at this business-friendly B&B in Water Mill. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parrish Art Museum and Duck Walk ...

10/10 Exceptional! (3 reviews)

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.

Reviewed on Dec 2, 2025

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$413 nightly

$472 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...

8.2/10 Very Good! (704 reviews)

Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on Dec 14, 2025

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

$126 nightly

$144 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...

9.4/10 Exceptional! (403 reviews)

Room was beautiful and spacious. Staff was courteous and on point.

Reviewed on Dec 22, 2025

See all 3,973 properties in Water Mill

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Westhampton Beach NY

Book a stay at this family-friendly vacation home in Westhampton Beach. Enjoy private pools, a garden, and laundry facilities. Popular attractions Westhampton ...

9.8/10 Exceptional! (188 reviews)

Great host, everything that we needed for our trip was available, ample room for the 9 of us.

Reviewed on Dec 7, 2025

Cliffside Resort Condominiums

61475 Route 48 (North Road) Greenport NY

Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...

8.8/10 Excellent! (249 reviews)

The unit was cute and well-appointed. I would recommend a new refrigerator in the unit, as the freezer door was broken.

Reviewed on Nov 12, 2025

The SandPiper

Greenport, NY

Stay at this vacation home in Greenport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...

9.6/10 Exceptional! (30 reviews)

Unit was clean, inviting, and comfortable. We had a nice stay

Reviewed on Nov 15, 2025

See all properties in Water Mill

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Parrish Art Museum

5/5(4 reviews)

Browse the contemporary artwork displays, discover the talents of some the Hamptons best known artists and admire the barn-like design of this Long Island legend.

Duck Walk Vineyards

Sample award-winning wines and take some bottles home as souvenirs when you visit one of two beautiful vineyards that have become Long Island institutions.