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Vacation rentals with breakfast in Montauk

Find and book unique accommodations with breakfast on Airbnb

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Popular amenities for Montauk accommodations with breakfast

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 stars22 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.
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!
Superhost
Private room in Branford
4.87 out of 5 average rating, 107 reviews

Big dreamy retreat for all seasons

LisaRating, 5 stars6 months ago
Rita was flexible with our check in time so we could work from home on Thursday. She has a list of restaurants and local activities, many of which we took advantage of. Throughout the weekend, we communicated over text, when needed. Rita was very responsive. My husband and I recently got married and this was our first long weekend away together after the wedding. It was perfect. We relaxed and watched the sunrise from our airbnb floor to ceiling windows. At night, we drove 4 minutes to the Long Island Sound and watched the sunset. Everything is close by; it was a magical weekend overall.
Home in East Hampton
5 out of 5 average rating, 3 reviews

Family friendly home close to town w/ a huge pool

ValliRating, 5 stars22 months ago
Jessica was a great communicator and helped answer any questions I had about the house. We had a fabulous weekend at her house - the heated pool is brand new and it was definitely a highlight for us. Oh, and we loved the Japanese master bath and the soaking tub - so relaxing!

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 stars11 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!
Top guest favourite
Private room in Southampton
5 out of 5 average rating, 48 reviews

Southampton Center ~ Light & Airy Private Room

MichelleRating, 5 stars8 months ago
My friend and I came for a baby shower weekend. It was absolutely my best experience with any Bed and Breakfast/Air bnb ever! She could not have made us more comfortable and at home. Her garden is absolutely incredible- I could not stop taking pictures of every corner! Even inside her home is full of antiques with a story behind each one! I cannot wait to have another girls weekend here. It is also perfectly located to walk right into town!
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.
Guest favourite
Private room in Southampton
4.96 out of 5 average rating, 152 reviews

Perfect in SH ~ Private Room Near Village Center

MorganRating, 5 stars8 months ago
Jayne was beyond accomodating. We felt at home from the minute we walked in the door. The amount of care and love taken on this home is unmatched. We loved lounging in the yard and reading, enjoying breakfast on the patio (including fresh tomatoes from the garden!). An absolute haven.
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!

Quick stats about vacation rentals with breakfast included in Montauk

  • Total rentals

    40 properties

  • Nightly prices starting at

    $275 CAD 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