Vacation rentals with breakfast in Montauk

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Popular amenities for Montauk breakfast rentals

House rentals with breakfast

Guest favorite

Home in Southampton

4.74 out of 5 average rating, 43 reviews

Airy Luxury Hamptons Retreat with Amazing Pool!

ZaidRating, 5 stars3 months ago
It was an amazing Stay, the house looks exactly like the pictures and is very gorgeous. Eden was super responsive, very clear directions, and from the point of reservation was very communicative. We felt like we were home. Highly recommend as a place to stay in.

Home in Sag Harbor

5 out of 5 average rating, 14 reviews

Beautiful Hampton Home, 4 bedroom, heated pool

DavidRating, 5 stars15 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 East Hampton

4.67 out of 5 average rating, 6 reviews

A Little Slice of Heaven

IsidoraRating, 5 stars26 months ago
Very close to the beach, the house is well equipped with everything you might need. The owners leave easy instructions so you do not have any doubt.

Home in Bellport

4.91 out of 5 average rating, 23 reviews

Gorgeous Renovated Bellport Village home w/ Gym

MichaelRating, 5 stars3 months ago
Overall had a great stay at Romain’s place! Highly recommend.
Guest favorite

Home in Sag Harbor

4.88 out of 5 average rating, 17 reviews

Sag Harbor Beach Cottage

ErinRating, 5 stars2 months ago
We had a fabulous time. The house was lovely and Linette was an excellent host. We enjoyed our stay and made memories with family—perfect vacay!
Guest favorite

Home in East Hampton

5 out of 5 average rating, 15 reviews

NEW: Charming East Hampton home w/ POOL!

JuliaRating, 5 stars2 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!

Home in North Fork

4.88 out of 5 average rating, 49 reviews

New Greenport Four Bedroom Rental Sleeps Ten

LoganRating, 5 stars1 month ago
Sabrina was an amazing host! She was very responsive and proactive when helping me and my friends locate the Airbnb, and was always available in the event we had any questions. Her place was lovely and walkable for the wedding we attended. Thank you again Sabrina for trusting us with your space!

Home in East Hampton

4.7 out of 5 average rating, 10 reviews

MODERN CHIC & CENTRAL 6,500SF PRIVATE OASIS 7B/8BA

AnnieRating, 5 stars5 months ago
This place is STUNNING. Perfect location to all parts of the Hampton’s. Kitchen was a dream to cook in. The hosts were so wonderful, kind and responsive!!. 12/10 recommend.

Apartment rentals with breakfast

Rental unit in North Fork

One Bedroom Luxury Suite with King Bed

AnnieRating, 5 stars3 weeks ago
The suite is gorgeous. Nice kitchen, living space, small but nice bathroom, and lovely spacious bedroom. The outdoor area is amazing—full table and plenty of chairs and direct staircase down to beach.

Rental unit in North Fork

4.77 out of 5 average rating, 13 reviews

Deluxe One King | Yoga. Free Breakfast

OliviaRating, 5 stars1 week ago
Loved staying here! Super peaceful and relaxing, if you long the beach! This is a must stay

Rental unit in North Fork

4.74 out of 5 average rating, 19 reviews

Junior Suite One King + Sofa Bed

AnnieRating, 5 stars2 weeks ago
Sound View is the perfect getaway for a weekend in Greenport! Forget about the stunning views from pretty much every point on the property including your room, the onsite staff is so lovely, the rooms themselves are wonderful and the restaurant is fantastic!

Rental unit in North Fork

4.54 out of 5 average rating, 13 reviews

Harborview King with Balcony at Greenport

KentRating, 5 stars1 month ago
Ours was a quick overnight trip. The place is centrally located near the water and in walking distance of many great local restaurants. Everything from check-in through to check-out was super smooth and professional. On site parking was a great added convenience. Would absolutely return!

Rental unit in Wooster Square

4.67 out of 5 average rating, 264 reviews

Wooster St. | Pizza Next Door | Walk Everywhere

JillianRating, 5 stars4 months ago
We really enjoyed our stay. The apartment was comfortable, private, and cozy. Alex & Josh were really helpful when we needed to check in earlier than we had anticipated. The air conditioning units are very powerful (but they are a bit loud, which didn't bother us but is worth noting). We would stay here again!

Shared room in Patchogue

4.96 out of 5 average rating, 57 reviews

A Queen Sized AirBed in Living Room-only for women

BarbaraRating, 5 stars28 months ago
Sandy, the owner, is very accommodating and tries to make your visit enjoyable. The bed is very comfortable. And there is a rack for your clothes which is helpful. The parking was fine. I am 74yrs old and had no problems. Enjoy yourself at Sandy’s.
Superhost

Private room in Shelter Island

Queen room ensuite bath

MarkRating, 5 stars26 months ago
We really enjoyed staying in the barn room at the Candle Lite Inn on Shelter Island. The room was small but well appointed. It was perfect for a long weekend. The bed was very comfortable and the breakfast facilities was really nice and well provided for. The inn was really well located for cycling and all the lovely beaches on Shelter Island. It reminded us of a European BnB, simple but comfortable.

Rental unit in North Fork

4.7 out of 5 average rating, 56 reviews

By The Bay B&B, Cutchogue, NY

SamRating, 5 stars3 months ago
Mary Ann’s home is a beautiful gem in the right spot. Perfect for birding, a short walk to the beach, or a quick drive to the wineries. Mary Ann was respectful of our privacy, was great at communicating, & always kept us in the loop. She is the ideal hostess & I would definitely recommend her place. We had a fantastic time.

Bed and breakfast rentals with breakfast

Superhost

Private room in North Fork

5 out of 5 average rating, 17 reviews

Sunny Side Up B&B: Benedict Room

SamuelRating, 5 stars3 months ago
Very comfortable stay. Room was quiet, bed was comfortable. House was charming. Hosts were wonderful and accommodative with great recommendations for the local area. Would recommend to anyone looking to stay in North Fork!

Private room in Shelter Island Heights

5 out of 5 average rating, 3 reviews

SEVEN on Shelter - Queen Guest Room

NicoleRating, 5 stars5 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!

Serviced apartment in Port Jefferson

4.91 out of 5 average rating, 34 reviews

'The Full Suite' at The Fox and Owl Inn

EllenRating, 5 stars1 month ago
What a wonderful stay! A group of six of us stayed for a long weekend, we were in town for a wedding. The place can easily host six people, two to a room, but two of the rooms also have day beds so it can accommodate up to eight. Three bedrooms, three bathrooms, all with great light and individual AC units. Shower water pressure was also delightful. The best part of the stay was the stocked fridge (yogurts, hard boiled eggs, juice, milk), fresh baked goods placed out sneakily overnight by our magical hosts, and coffee ready to brew each morning. Seriously, they prepped it overnight and the first person awake each morning just had to press “brew.” So fun. No TV in the main living/dining area (we actually loved this), but a great conversation seating and dining table. The layout is setup for great chats and even card or board games (we played cards one night). Wouldn’t hesitate to come back. :)
Guest favorite

Private room in Southampton

4.96 out of 5 average rating, 156 reviews

Village ~ Summer Classic Southampton Private Room

TriciaRating, 5 stars1 month 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!

Hotel room in Madison

5 out of 5 average rating, 3 reviews

The Town View

JoannaRating, 5 stars42 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 favorite

Private room in Water Mill

5 out of 5 average rating, 5 reviews

Head of Pond House - The Mill Pond Suite

HuiRating, 5 stars1 month ago
We had a great stay at Monika’s, the B&B option for us was perfect! We stayed in the suite, spacious, private, with gorgeous view. We were served with delicious breakfast with varying menu every morning. Monika is wonderful, with her daughter Pauline they are a great team, always welcoming and always helpful. We followed many of the recommendations from Monika, and we enjoyed all of them. Location of HOP is great, easy to get to places - we highly recommend the place and will definitely come back!

Private room in East Hampton

4.82 out of 5 average rating, 28 reviews

Private Room in Amagansett Farmhouse

MelanieRating, 5 stars25 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!
Guest favorite

Private room in North Fork

5 out of 5 average rating, 13 reviews

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

KatherineRating, 5 stars14 months ago
Had an excellent stay at Johnny & Mark's, the hosts were a perfect amount of friendly, helpful and welcoming and yet gave you your space as well. We loved using the bikes and breakfast in the morning too. We had a very memorable time and would definitely return and recommend to all!

Quick stats about vacation rentals with breakfast included in Montauk

  • Total rentals

    40 properties

  • Nightly prices starting at

    $200 before taxes and fees

  • Total number of reviews

    120 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore