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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Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 112 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.

4–11 Nov

$163 SGD per night

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.

12–19 Apr

$570 SGD per night

Guest favourite

Home in Southampton

4.88 out of 5 average rating, 193 reviews

Secluded Southampton Luxury Estate. 286

We are only on airbnb no other sites Hot water is included . The estate is close to Ocean beaches, Downtown, Village, Shopping, Restaurants, Night life, Bars, Parks, the airport, art and culture, museum . Good for couples, solo adventurers, business travelers, families (with kids), and small groups. One of the best locations for access to north fork wineries and still be just minutes to the town of Southampton. Shampoo, soap and conditioner are not supplied so make sure to bring your own.

25 Oct – 1 Nov

$1,576 SGD per night

Guest favourite

Room in Guilford

4.73 out of 5 average rating, 224 reviews

Private Upstairs Chef’s Suite at Griswold Cottage

This is a Private suite with private bath. My place is close to the Village Green, it’s shops, restaurants, Chocolatier and bookstore. It’s a half mile to the Guilford beach, 4 miles to the Hammonasett beach in Madison. The house has great light, a cozy relaxing porch, a walking location to the village. You want to take a Picnic lunch with you? talk to me... My place is good for couples, solo adventurers, business travelers, bicyclists or hiking enthusiasts, anyone who just loves history!

1–8 Mar

$153 SGD per night

Guest favourite

Room in Southold

5.0 out of 5 average rating, 7 reviews

Vine + Sand Southold, NY's Newest B&B-4

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.

14–21 Jan

$570 SGD 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

4–11 Nov

$352 SGD 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.*

27 Jul – 3 Aug

$405 SGD 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.

4–11 Jul

$490 SGD 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...

9–16 Sep

$306 SGD per night

Serviced 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!

8–15 Dec

$902 SGD per night

Room in Bridgeport

4.75 out of 5 average rating, 48 reviews

Relaxing Attic studio

Beautifully updated Colonial in Brooklawn section of Bridgeport offers an air bnb for individual or couple. Use of kitchen,laundry, pool, workout studio is available. Elegant walk-in shower with river rock stones and glass doors. Off-street parking available. I HAVE A CAT AND POODLE!! No guests' pet(s) allowed!

18–25 Oct

$68 SGD per night

Guest favourite

Room in Clinton

4.96 out of 5 average rating, 123 reviews

Abel Buell Home B&B- Queen Bedroom

An intimate B&B in downtown Clinton, CT that offers two rooms in the original 1760's part of the house: one queen and one with twin beds(can be made into a King bed), with a shared bathroom. A cozy fireplace in the winter and a breezy deck in the summer. Pricing includes tax. Winter fare

7–14 Nov

$214 SGD per night