Bed and breakfast holiday rentals in The Hamptons

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in The Hamptons

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Superhost

Private room

4.84 out of 5 average rating, 25 reviews

1KING, Beaches, Kayaks, Wineries

Our studio king sleeps 3 & is perfect for small families or a group of friends that prefer the simplicity of their stay. These rooms are all dressed with soft plush sheets on one king bed & futon sleeper situated in front of a coffee table to enjoy breakfast or play board games from the Social Den. Featuring either a shower/tub combo or a walk in shower to rinse off after your day at the beach or pool, mini fridge, handheld steamer upon request, & Samsung Smart TV. Enjoy the view from your deck.

Guest favourite

Private room

5 out of 5 average rating, 13 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

Guest suite

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

Guest favourite

Private room

4.96 out of 5 average rating, 152 reviews

Perfect in SH ~ Private Room Near Village Center

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 place 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 or family! See all of my listings by clicking on my profile image.*

Guest favourite

Private room

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.

Private room

5 out of 5 average rating, 3 reviews

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.

Guest favourite

Private room

5 out of 5 average rating, 30 reviews

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!

Guest favourite

Private room

5 out of 5 average rating, 6 reviews

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.

Private room

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.

Serviced apartment

4.91 out of 5 average rating, 34 reviews

'The Full Suite' at The Fox and Owl Inn

This listing is for the entire second story of our lovely 1800's Victorian on Main Street in Port Jefferson Village. You will not share accommodations with other guests. A nice spread of breakfast goods will be provided daily. A soak in our jacuzzi hot tub is the perfect way to begin or end any day. Perfect for big groups!

Guest favourite

Private room

4.95 out of 5 average rating, 212 reviews

Cozy Cottage with all the conveniences.

Cozy older home charm with all modern conveniences use of the kitchen + laundry rooms, * bath may be shared. This Airbnb is not for Covid 19 quarentine or 2 week stays for people from states/countries on NY states quarentine list . Thank you in advance for not requesting to book.