Bed and breakfast holiday rentals in The Hamptons

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Top-rated bed and breakfasts in The Hamptons

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Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 146 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Superhost

Private room in Saint James

4.77 out of 5 average rating, 131 reviews

Cozy Older Home near Stony Brook University

close to Stony Brook University/ SB University Hospital/ L.I. Railroad station is a 10 minute walk from house; MacArthur airport - 25 minutes by car. My home is suitable for couples, solo adventures, and business travelers with use of a full size kitchen and laundry room. This room has a shared bathroom with locks on doors for your privacy. A claw foot bath tub with a shower spray. (a stall shower on the first floor if you like). Host lives in the home with his cat on a bucolic acre .

Guest favourite

Private room in Southampton

4.96 out of 5 average rating, 156 reviews

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

Guest favourite

Private room in Southold

5 out of 5 average rating, 14 reviews

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.

Guest favourite

Private room in Water Mill

5 out of 5 average rating, 6 reviews

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.

Top Guest favourite

Guest suite in Hampton Bays

4.97 out of 5 average rating, 122 reviews

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

Top Guest favourite

Private room in Sag Harbor

4.91 out of 5 average rating, 137 reviews

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.

Superhost

Private room in Hampton Bays

5 out of 5 average rating, 4 reviews

1KING,Min to Beaches,KayaksPaddleboards,Wineries

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 and handheld steamer upon request. Continental Breakfast everyday, 730am-930am in the Social Den.

Top Guest favourite

Private room in Bellport

5 out of 5 average rating, 75 reviews

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.

Guest favourite

Private room in Montauk

5 out of 5 average rating, 21 reviews

COMPLETE privacy ... and then some!

Welcome "New" & Returning Guests; our 2025 rooms are NOW open! MTK is an EXTRAordinary place; why not stay somewhere Special? This property is one of the most private in Montauk. The house offers complete seclusion for those that desire it. The house was built (new) in 2006/2007. This room is the Guest Master on the 2nd floor; it IS our BEST Guest Room.

Private room in East Hampton

4.82 out of 5 average rating, 28 reviews

Private Room in Amagansett Farmhouse

My house is in Amagansett 1 mile from the ocean beaches and 1 mile from the center of Amagansett Village. An easy bike ride to grocery stores, wine stores and all bars and restaurants in Amagansett village and East Hampton. We are a 5 minute walk to free public tennis, basketball and volleyball courts. An easy 15 minute car ride to Montauk.

Guest favourite

Private room in Southampton

4.97 out of 5 average rating, 38 reviews

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 ferry to Shelter Island is 5 miles away. Includes continental breakfast, fresh ground coffee and bagels, organic oj, yogurt...