Bed and breakfast holiday rentals in The Hamptons

Village ~ Summer Classic Southampton Private Room

Bright and Sunny! Get out of the city! Bed & Breakfast Style ~ Old world charm in a turn-of-the-century classic "Hamptons" house, one block from Southampton village & one mile from the beach. I have a total of four rooms, each can be booked separately so you can come with friends or family! See all of my listings by clicking on my profile image. Elegant, yet understated this house will feel like home. This is a private room with a full bed & shared bathroom. Ask about weekday discount

Vine + Sand Southold, NY's Newest B&B-Room 3

CHECK OUT OUR LOW 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.

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.

White Contemporary in Classic Estate SOH for 3 max

***REQUESTS ONLY WITHIN 14 DAYS OF STAY. 3 person max.. stylish loft-like space in a gated estate , exquisite grounds and saltwater pool, close to ocean and Village shopping access by external staircase to a sunken patio . queen bed in an elevated area, twin in open space,CAC,full bathroom ,mini-frig..exclusive use of gym - Rogue ,rower . Shared use of porches, pool house for kitchenette (no cooking) 5.5% hotel/motel tax pay at check in No pets,smoking,vaping

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

Danny's Resort.2

bedroom with queen bed, sleeps 2 Situated on 3 acres at the end of a cul-de-sac, this home offers all the privacy, peace and quiet one could desire. Sag Harbor and Southampton Village are just minutes away. The Golden Pear in Southampton is 4.4 miles away. The Beacon restaurant in Sag Harbor is 5.9 miles away. The ferry to Shelter Island is 5 miles away. Includes continental breakfast, fresh ground coffee and bagels, oj, yogurt, berries ...

Harbor Knoll Bed & Breakfast - Harbor Room

A historic Bed & Breakfast and Beachfront Inn in Greenport, NY. Experience the finest of seaside luxury at Harbor Knoll. Built in the Dutch Colonial style, and decorated in the English country house decor, Harbor Knoll is the ultimate romantic getaway. Each room is complete with wonderful views of the bay, beautiful furnishings, exquisite linens, and a selection of classic books. We'll show you the true meaning of hospitality.

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.

Grace House

Shelter Island Gem: Ranch on beautifully sited .53 acre abutting an 8 acre Reserve with a pond and open field. Wood fireplace. Lovely, verdant grounds w/brand new outdoor shower, covered porch overlooking the reserve. Launch your kayak or paddle board across the street. Minutes away wonderful restaurants and a short ferry ride to Sag Harbor or Greenport. A true country escape!