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Holiday rentals with breakfast in Montauk

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Montauk Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Guest favourite
Home in North Fork
4.93 out of 5 average rating, 15 reviews

POOL + Beach Oasis! July deals 7 nights just ask

RebekahRating, 5 stars10 months ago
Beautiful home in a lovely location with plenty of activities to do and sites to see. Michael and Lauren were very responsive to our questions and made us feel welcomed. They also shared a comprehensive guide to the area which was very helpful since we are new to Greenport. We hope to be back soon!
Home in Bridgehampton
4.89 out of 5 average rating, 54 reviews

A blissful place in Bridgehampton

ViliaRating, 5 stars9 months ago
I had a wonderful stay in July. The house is well-located between Bridgehampton and Sag Harbor. it is very clean and furnished nicely. The back yard and pool are sheltered and beautiful. The owners were very helpful and responsive.
Guest favourite
Home in Southampton
4.76 out of 5 average rating, 45 reviews

Airy Light Hamptons Retreat with Amazing Pool!

ChiRating, 5 stars2 weeks ago
Eden’s home was a wonderful escape from NYC for our family. The house was clean and spacious and located close to restaurants, beaches, and shopping. Checkin instructions were clear, and host communication was great. We will definitely book again!
Home in Sag Harbor
5 out of 5 average rating, 14 reviews

Beautiful Hampton Home, 4 bedroom, heated pool

DavidRating, 5 stars21 months ago
Really enjoyed our stay! Bob and Joan are delightful, helpful and very responsive. Their home is comfortable, clean, and great for families!
Home in Shelter Island Heights
4.57 out of 5 average rating, 7 reviews

RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW

MicheleRating, 5 stars23 months ago
A lovely, updated ranch house with extra rooms in the basement and a spacious back deck and yard. The house is so close to the beach, quiet and secluded.
Home in Shoreham
5 out of 5 average rating, 4 reviews

Beach home waterfront LI amazing view 3/3 bed bath

JessicaRating, 5 stars6 months ago
I usually only stay with Superhosts but made an exception this time, since the place seemed so beautiful. 0 regrets. I am sure these folks will be Superhosts in no time. First - this place was CLEAN. The towels smelled fresh, the linens were clean, there wasn’t a lot of dust. Way better than most Airbnbs. The bed was comfortable too! Second - this is an outdoor paradise. The hosts gave instructions for the fire pit, even allowed us to use their fire wood. The outdoor fountains are so relaxing, and the VIEW is breathtaking. The furniture outside is well cared for and everything has covers so it stays dry and clean. You can hear the waves and watch the water all day from the deck, dining room, living room, or even the main bedroom. I spent a lot of time watching birds on the water with the binoculars! There are neighbors but at a distance so it’s private and quiet. This place is a slice of heaven and the hosts are absolutely wonderful. I will 100% rent again. ❤️
Home in Bellport
4.91 out of 5 average rating, 23 reviews

Gorgeous Renovated Bellport Village home w/ Gym

MichaelRating, 5 stars10 months ago
Overall had a great stay at Romain’s place! Highly recommend.
Guest favourite
Home in East Hampton
5 out of 5 average rating, 15 reviews

NEW: Charming East Hampton home w/ POOL!

JuliaRating, 5 stars9 months ago
Amazing stay! The house is very clean. The pool was fantastic - it was heated which came in handy the last day. The kitchen was very well stocked. Would definitely stay here again!

Bed and breakfast rentals with breakfast

Private room in Shelter Island Heights
5 out of 5 average rating, 4 reviews

SEVEN on Shelter - Queen Guest Room

NicoleRating, 5 stars12 months ago
What a perfect spot in Shelter Island! Beth and team were amazing - we were visiting one night for a wedding on the island and the ceremony was at 2 PM the day we were arriving. I messaged Beth and she was extremely helpful with providing early check in to ensure we could get ready prior to the event! The actual B&B is beautiful - fantastic design, super clean, cool art and the backyard area with the pool is so dreamy. There is even a little workout area near the pool with a Peloton and a Lululemon mirror. Its a short drive from the North ferry, lots of restaurants and cafes and only a short walk to the beautiful Crescent beach. It is such a serene setting and I truly feel like I am on vacation.The room was beautiful and the bed was comfy, I am OBSESSED with the hand soap and have to find it for myself because it smells SO GOOD! I would 100000% recommend staying here and I will definitely be back!
Superhost
Private room in Hampton Bays
4.85 out of 5 average rating, 26 reviews

1KING, Beaches, Kayaks, Wineries

CherishRating, 5 stars3 weeks ago
This is a great place to stay. Centrally located between Southhampton and Westhampton. The property was renovated, spacious, and clean, with beautiful views of the bay. The hosts were friendly, communicative and helpful. We will be back!
Guest favourite
Private room in Southampton
4.96 out of 5 average rating, 156 reviews

Village ~ Summer Classic Southampton Private Room

TriciaRating, 5 stars7 months ago
A dreamy South Hamptons getaway!! Superb location to explore the village, venture to the beach, or simply relax on the front porch. Jayne has perfected the bed & breakfast experience in her warm, historic home & made our stay one we won’t forget! Hope to be back. Thanks Jayne!
Guest favourite
Private room in Water Mill
5 out of 5 average rating, 6 reviews

Head of Pond House - The Mill Pond Suite

AaronRating, 5 stars6 months ago
This property and its location in the Hamptons is perfect. And Monika goes long past the extra mile to make you feel properly “hosted”. Beyond that, the AirBnB review character limit prevents me from doing justice to how truly extraordinary Monika is as a host or how equally wonderful the property is to experience. Sufficed to say, this was the best AirBnB experience we have ever had anywhere, period, full stop. We will absolutely be back.
Superhost
Hotel room in Madison
5 out of 5 average rating, 3 reviews

The Town View

JoannaRating, 5 stars48 months ago
What a treat! I grew up in Madison and didn’t realize this amazing bed and breakfast was right under my nose! Michael was incredibly friendly and helpful and the space was fantastic. I will absolutely be coming back and highly recommend it to anyone looking for a beautiful space, central location and delicious breakfast!
Guest favourite
Private room in North Fork
5 out of 5 average rating, 14 reviews

Vine + Sand Southold, NY's Newest B&B-Room 3

MichelleRating, 5 stars1 month ago
What an amazing stay and such fabulous hosts! The home has so much charm and character with exquisite detail and high end amenities. Mark and Johnny went above and beyond to make our stay incredible! When I left, I felt like I was leaving my family! I can't wait to return!
Private room in East Hampton
4.82 out of 5 average rating, 28 reviews

Private Room in Amagansett Farmhouse

MelanieRating, 5 stars32 months ago
Dale’s place was great. I had a wedding to attend in East Hampton, and this was a perfect crash-pad between wedding events. The bed was comfy, the room was clean, and he provided us with much needed coffee, tea, yogurt and fruit for our mornings. Check in was simple and he communicated well. Definitely recommend!

Quick stats about holiday rentals with breakfast included in Montauk

  • Total rentals

    40 properties

  • Nightly prices starting at

    $312 AUD before taxes and fees

  • Total number of reviews

    110 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore