Bed and breakfast holiday rentals in The Hamptons

2BedKitchenette Water Views, Beaches/Golf/Vineyard

Our 2 full bed kitchenettes, Indigo & Ivory collection, are perfect for small families or a group of friends that prefer the extra amenities of being at home. Sleeping 4 on 2 full beds dressed with soft plush sheets. Rinse off after your day at the beach or pool in a shower/tub combo bath or a walk in shower. Kitchenette is equipped with counter height fridge, sink, Keurig, kettle & microwave. Catch the sunrise or sunset on your outside deck with water views. Southampton beach pass available!

Vine + Sand Southold, NY's Newest B&B-Room 2

CHECK OUT OUR REDUCED SEASONAL RATES 50% OFF PEAK SEASON PRICES 6 WINERIES IN UNDER A MILE NO CLEANING FEES NO EXTRA PERSON FEES FREE BIKES FREE BEACH PASSES We're a genuine, licensed B&B. Experience this Insta-ready, newly renovated 1820 farmhouse. Your comfort and relaxation are our goal; designer flourishes are inside and out, filled with unique all-new furnishings. Our Salon features the latest in the arts: sculpture, painting, poetry, readings. Nothing has been overlooked.

Sleeps 6 Balcony WaterViews, Beaches/Golf/Vineyard

Our Two Bedroom Suite, located upstairs, perfect for families or large groups, sleeps 6 with a tub/shower combo. Queen bed in master dressed with smart TV & balcony with scenic water views. Second room sleeps two in twin beds and Fire TV. Gather & play board games or stream movies in the living room that is equipped with kitchenette, microwave, mini fridge, coffee pot and handheld steamer. For additional guests, queen pull out sleeper in living room with additional bedding provided.

Head of Pond House - The Mill Pond Suite

Enjoy sweeping views of Mill Pond from this stylish suite at HOP House, our unique Bed & Breakfast in Water Mill. Large windows provide unobstructed lake and garden views, allowing you to relax in bed or an armchair while admiring the water and lush surroundings. The lake is a haven for wildlife; early risers often witness deer sipping from the shore and wild turkeys and geese roaming the underbrush. Besides the many wild birds you can occasionally see our residents eagles.

Head of Pond House - The Water Mill Room

Enjoy sweeping views of Mill Pond from this stylish room at HOP House, our unique Bed & Breakfast in Water Mill. Large windows provide unobstructed lake and garden views, allowing you to relax in bed or an armchair while admiring the water and lush surroundings. The lake is a haven for wildlife; early risers often witness deer sipping from the shore and wild turkeys and geese roaming the underbrush. Besides the many wild birds you can occasionally see our residents eagles.

Beautiful, Bright 3 room suite w/private entrance

Private entrance with front porch You will have 2 private bedrooms, 1.5 private bathrooms, and a large bright and cheerful private entrance room with a large couch and TV with Roku. Mini Fridge stocked with water, beer, milk, and sodas. Coffee maker, hot water kettle, microwave, toaster, coffee, tea, and breakfast cereal provided This suite is private and not shared with hosts 4 guests maximum, after 2 guests there is a $40 fee per additional guest per night

Peaceful Sag Harbor Geodesic Dome home

Convenient to all of the Hamptons, Sag Harbor has an amazing harbor, fabulous restaurants, cool mom-and-pop shops, and a quaint New England vibe. The most picturesque spot in the Hamptons, Sag Harbor is truly a gem. My house is a Buckminster Fuller-designed geodesic dome home. You'll be in a quiet cul-de-sac community 1 mile from Main Street with access to the back deck. Please check out all the photos to ensure my place is perfect for you.

Cottage King, Water Views, Beaches/Golf/Vineyard

Facing Shinnecock Bay, our Cottage King Rooms sleep two in a king bed dressed with soft plush sheets. From your deck overlooking the pool, sit and enjoy your coffee during the sunrise or unwind and relax at sunset. These rooms feature a standing shower bath to rinse off after your day at the beach or pool, smart TVs, mini fridge, coffee maker, tea kettle and handheld steamer upon request. Continental Breakfast everyday in the Social Den.

Slice of heaven: Suite w/ separate entrance

Bellport village, a destination town overlooking the Great South Bay- as seen in Coastal Living ‘s top places to vacation. Written by Coastal Living: A gorgeously unassuming little seaport on Long Island’s South Shore, this village holds a royal flush of pleasures- a small town community feel, Colonial-style architecture, a charming marina, and even its own performing arts center, all just 90 minutes from New York City.

Southampton Center ~ Light & Airy Private Room

Bed &Breakfast Style ~ Old world charm in a turn-of-the-century classic "Hamptons" house, one block from Southampton Village and one mile from the beach. Perfect to work remotely with plenty of space and strong WIFI, ask about special weekday pricing for longer stays.* I have a total of four rooms, each can be booked separately so you can come with friends family! See all of my listings by clicking on my profile image.

SEVEN on Shelter - Queen Guest Room

This newly restored award winning inn nails the 21st-century bed-and-breakfast formula, providing guests with a low-key hideaway while offering all the luxuries a modern globetrotter needs including sustainable toiletries (from Cold Spring Apothecary), walk-in well designed tile showers, flat-screen TVs and quality beds topped with goose-down comforters and colorful throw pillows from Capetown.

Head of Pond House- Edge of Woods Room

Stay in the center of the action in this one-of-a-kind place, our unique Bed & Breakfast located directly on Mill Pond in Water Mill. We are minutes away from all the Hamptons have to offer. Beaches, restaurants, museums and much more are all easily accessible from HOP House. En-suite room with Kingsize bed and lots of common areas will make your stay a memorable one.