Hamptons Guest Houses | Find the Top Guest Houses in Hamptons

A wooden church with a steeple, surrounded by trees and a clear blue sky.

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Our top choices for Hamptons guest houses

1. New and Modern Bridgehampton Accommodations

Bridgehampton

Judith P.

includes taxes & fees

25 Oct - 26 Oct

A garden with a wooden bench, a playground, and a house in the background.

2. Hampton's Vacation Inn

Hampton Bays

Christopher

includes taxes & fees

18 Oct - 19 Oct

Seasonal April to October Salt water heated oversized pool

3. Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops

Southampton

Asuncion C.

includes taxes & fees

19 Oct - 20 Oct

A serene landscape with a calm body of water reflecting trees with autumn foliage.

4. House on Chase Creek

The Heights

Tracey

includes taxes & fees

2 Nov - 3 Nov

A bedroom with two beds, a piano, and a fan.

5. Dodge Cottage

Block Island

Sarah

includes taxes & fees

28 Oct - 29 Oct

A clear view of a marina with boats docked, a grassy area with a hanging chair, and a building with 'MYSTIC SHIPYARD' signage in the background.

6. Harbor View Landing

West Mystic

Karley

includes taxes & fees

19 Oct - 20 Oct

A beach with waves gently lapping onto the shore, a clear sky, and the sun setting in the distance.

7. Charming Carriage House - Beach - Ocean Views - Fireplace

New London

"Of all of the places I have stayed in, this was hands down my favorite! From the stunning view to the beautifully designed interior, I was in awe of this carriage home. It had everything I needed and more, with thoughtful touches like beach chairs, a cooler and umbrellas to use. Everything was so comfortable and I really appreciated the blackout shades in the bedroom. I will be looking for excuses to visit here again and again!"

Carrie

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, a ceiling fan, and large windows.

8. The Pines Men-Only Stay

Sayville

"The property is beautifully appointed and most importantly it is very welcoming—André clearly wants guests to feel at home. The place has a quiet, friendly vibe where people go to relax and read and chat and enjoy the beach and the Pines & Cherry Grove Village. The pool is the perfect place to read or chat. André does a great job at anticipating guests’ needs—from universal charging cords to ear plugs and lens wipes—he has thought of it all."