Bed and breakfast holiday rentals in Suffolk County

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!

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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.

Dog Friendly Salt Island Room at The Westbrook Inn

Looking for a welcoming New England experience? The Vintage Westbrook Inn Bed & Breakfast is a perfect choice. Homemade breakfast daily in our cozy dining room complete with candlelight and roaring fire in season. In warm months dine Al Fresco on our sunny patio with fire-pit. We sit on the banks of the Patchogue River and are just two blocks from the Beach. We offer Kayaks, Bikes and Beach Essentials as well as many inside and outside nooks for peaceful relaxation.

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.

Cottage King, Water Views, Beaches/Golf/Vineyard

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, tea kettle and handheld steamer upon request. Continental Breakfast everyday in the Social Den.

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COMPLETE privacy ... and then some!

Welcome "New" & Returning Guests; our 2026 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. P.S. We DO offer deals for longer stays; contact me.

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.*

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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.

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. Coffee maker, hot water kettle, microwave, toaster, coffee and tea 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

Ocean Dreams

Unwind after a day at the beach or shopping nearby boutiques or outlets in the large bathroom with Jacuzzi tub and rain shower. This queen sized bed is perfect for dreaming your oceans dreams in the beautiful colors or green and blue. You'll want to slip on one of our comfy robes and enjoy a morning coffee in the cozy sunlit nook. This guest room is not pet friendly.

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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.

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!