Bed and breakfast holiday rentals in The Hamptons

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in The Hamptons

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

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Guest favourite

Room in Montauk

5.0 out of 5 average rating, 17 reviews

COMPLETE privacy ... and then some!

Welcome Guests; our 2024 rooms are NOW open! All weekdays are $100 less expensive than our weekend rates & the Suffolk County Hotel/Motel Occupancy Tax IS included withIN our rates. 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.

16–23 Apr

$700 NZD per night

Guest favourite

Room in Southold

5.0 out of 5 average rating, 12 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.

5–12 Dec

$786 NZD per night

Guest favourite

Guest suite in Hampton Bays

4.96 out of 5 average rating, 114 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

27 Sep – 4 Oct

$476 NZD per night

Guest favourite

Room in Southampton

4.96 out of 5 average rating, 137 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.*

29 Jul – 5 Aug

$510 NZD per night

Guest favourite

Room in Bellport

5.0 out of 5 average rating, 69 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.

7–14 Jul

$618 NZD per night

Guest favourite

Room in Shelter Island

5.0 out of 5 average rating, 26 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!

23–30 Sep

$532 NZD per night

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.

20–27 Aug

$558 NZD per night

Room in Southampton

4.97 out of 5 average rating, 35 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...

13–20 Sep

$393 NZD per night

Apartment in Port Jefferson

4.91 out of 5 average rating, 33 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!

23–30 Nov

$1,166 NZD per night

Guest favourite

Room in St. James

4.95 out of 5 average rating, 187 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.

5–12 Aug

$145 NZD per night