Holiday rentals with breakfast in Montauk

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Montauk

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Home in Bellport

4.91 out of 5 average rating, 23 reviews

Gorgeous Renovated Bellport Village home w/ Gym

Lovely beach getaway with all the comfort of home. Fully updated 3-bedroom, 2-bath home set on .35 acre just a short walk to local shops, restaurants and ferry to HoHum, Bellport Village's private beach on Fire Island. Spacious backyard with stunning saltwater pool, large deck + BBQ. Wide, light-filled open plan kitchen, dining + living space that accommodates up to 8 adult guests. New AC system, fast WiFi, smart TV w/ Netflix, Hulu, HBO, Washer/Dryer, Dishwasher, Alarm, large driveway. Peloton.

Guest favourite

Cottage in North Fork

4.97 out of 5 average rating, 29 reviews

A Cheerful 2 - Bedroom Cottage

The cottage is the perfect resting spot for travelers. While staying here you can enjoy nature, farms, vinyards, beaches, golfing, and local attractions. We are conveniently located between the North and South Forks of Long Island. We are in walking distance to the Hampton's Jitney. A 2 min drive to the LIE. And just a 40 min drive to the Orient Pt Ferry. We are 30 mins to The Hamptons, and 5 mins to the LIRR. Most importantly we can assure your stay with us will be, peaceful and comfortable.

Cottage in Southampton

4.74 out of 5 average rating, 23 reviews

Summer Cottage

Cottage in Roses Groves, Southampton, NY. Great location to avoid traffic on 27. Cottage has access to a private beach on the Peconic Bay (5 min walk). 15 min drive to ocean beaches in Southampton, and Southampton village. 10 min drive to Watermill, 20 min to Sag Harbor and BH. A farm and a deli are less than a mile away. Two restaurants nearby Perfect for artists, ocean lovers, book lovers and families. A/C in living room, ceilings fans in bedrooms. Located on a quiet street, very relaxing

Guest favourite

Home in East Hampton

4.77 out of 5 average rating, 26 reviews

Modern & Comfy Retreat ~ Patio & Outdoor Salt Pool

Step into the spacious and modern 3BR 2Bath retreat in a tranquil area near East Hampton Village, sunny beaches, attractions, and historical landmarks. Explore the picturesque area or lounge the day away in the private backyard with the salt pool and hot tub. The stylish design and a rich amenity list will leave you in awe. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Piano ✔ Backyard (Pool, Hot Tub, BBQ, Seating) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Apartment in North Fork

4.7 out of 5 average rating, 56 reviews

By The Bay B&B, Cutchogue, NY

A cozy, secluded and very private 1BD apartment located in the exclusive Fleets Neck community of Cutchogue. We are surrounded in walking distance by waterways, to Pequash Beach, Fleets Neck private beach, Wickham Creek and Cutchogue Harbor! Easy Access to all and there is no charge for entry. Attractions nearby Cutchogue, the heart of the North Fork, centrally located are an abbundance of wineries, shopping, restaurants and more - all in the Sunniest Place of all New York State!

Superhost

Apartment in Hampton Bays

4.85 out of 5 average rating, 13 reviews

2BR Hampton's Serenity Getaway w/Kayaks and BBQ

Welcome to our charming 2BR, 1BA Hampton's Retreat apt. in Hampton Bays, NY! Your stay offers a bright, airy space with a large screen TV, board games, and a private work area. The split-unit AC/heating ensures comfort w/ a fenced back yard with BBQ for your family’s pleasure. We're just 1 mile from the bay, 2 miles from the ocean, and only 1.5 miles to the town’s shops, dining, and local happenings. Explore with our Kayaks or relax on the beach with provided beach chairs and towels.

Top Guest favourite

Home in North Fork

4.97 out of 5 average rating, 147 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Top Guest favourite

Guest suite in East Hampton

4.96 out of 5 average rating, 162 reviews

Be our guest! Private, pool, 2 bths Close to all

Beautiful, bright, spacious King suite w fireplace, two bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book/movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w your choice of pillows. Complimentary coffee/tea/snacks and breakfast treats provided.

Guest favourite

Home in Sag Harbor

4.88 out of 5 average rating, 17 reviews

Sag Harbor Beach Cottage

Quaint, clean beach cottage with designer gardens that offer privacy. Conveniently located 2 1/2 blocks from Circle beach and Hidden Cove Marina, it is a short drive into downtown Sag Harbor and a 1/4 mile walk to Trout Pond. and nature trails. Up the street we have a grocery store, liquor store, restaurant and deli. Kayak rentals nearby. Outdoor shower with hot water for rinsing off and a gas grill for outdoor dining. Central AC/Heating system.

Guest favourite

Apartment in Woodmont

4.89 out of 5 average rating, 9 reviews

Beach Apt in Woodmont/Milford

Experience coastal living at its finest in this newly renovated 3-bedroom, 2-bathroom apartment, ideally located just across the street from the pristine shores of Burwell Beach in Milford. This modern retreat boasts a fresh, contemporary design with an open-concept layout that maximizes natural light and offers stunning views of the nearby beach. Enjoy the added benefit of a shared fenced in backyard where you can relax.

Home in East Hampton

4.67 out of 5 average rating, 6 reviews

A Little Slice of Heaven

Located in the exclusive Lions Head Beach Association, enjoy all the amenities of a waterfront community. Paddle-boards and kayaks are at your fingertips. Enjoy amazing sunsets at your private beach with a glass of rose, relax on your secluded back deck and enjoy the illustrious gardens, or rock in your rocking chair on the front porch. Relaxation is your for the taking! What are you waiting for? Book now!

Home in North Fork

4.88 out of 5 average rating, 49 reviews

New Greenport Four Bedroom Rental Sleeps Ten

Spacious Greenport 2600 square foot 4 Bedroom with sleeper sofa Cottage Beach Bungalow. 5 minute waking distance to Greenport Village (restaurants, bars, coffee shops, shopping and much more) Beach, Shelter Island Ferry, Train and Carousel. Decorated with amazing beach vibes. Fully stocked Kitchen. Washer n Dryer. BBQ. Amazing Linens and more. Back yard with large umbrella and outdoor table.