Beachfront holiday rentals in Madison

Great spot, would definitely stay again.

We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.

We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.

We loved Leslie's place and would book here again in a heartbeat - especially in beach season (we were there mid-April). We opted for Leslie's because of its great location over a much larger home with more amenities in the same price range - we were not disappointed! We have two teenage boys and we felt comfortable letting them explore the neighborhood on their own while we squeezed in a few hours of work. Walk or bike to beach, park, basketball courts, restaurants/bars, laundry and more. Encountered many friendly neighbors on our walks. Average 15 min drive to explore lots in West Haven/New Haven. The deck is almost as large as the house with a grill and great furniture. The fully fenced yard was perfect for our dog - even she felt right at home immediately! The inside is nicely decorated and very comfortable. I loved having my coffee/beer/ cocktail on the deck in view of Long Island Sound with my dog sunning herself by my feet! I highly recommend for couples or families of all ages!

It is a charming place back into the water. Love listening to the sound of the ocean and watching the sunset and the noght light on the other side of the water.

We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.

A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

Great stay!! Beautiful ocean view and the complex itself is recently renovated, much more modern and luxe than expected!

We had a fabulous stay at Spencer and Maddie's! Their house is lovely and perfect for a cozy family getaway. We especially loved the kitchen - stocked with all the necessary appliances, the fireplace and a welcoming family room. The house is tucked away in a quiet area, steps away from the beach and a short drive / jogging distance away from Greenport and its lovely cafes, nearby wineries and the beauty of North Fork. We appreciate how friendly, welcoming and responsive Spencer and Maddie were and look forward to coming back!

We had such a great time staying at this Milford house! It was even better in person than the pictures show, more spacious than expected. The balconies overlooking the water were great to wake up to, and the small touches that the host added (towels set up and stacked in each bedroom, full coffee bar) made everything that much better! Allana was incredibly kind and responsive, being proactive about check in and check out and making sure we had everything we needed. We will definitely be repeat stayers at this house!

My stay at Julie’s was wonderful, I was always able to message and get a quick response she was very accommodating. The view was beautiful and felt comfy like home. I will definitely be returning in the summer once it’s warmer !

The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

Katie’s home was beautiful, immaculately kept and exactly as photographed and described. We rented the home for a family reunion and needed all 8 of the bedrooms that were available. Even though we were a very large group with many kids ages 10 and under, we never felt uncomfortable or on top of each other. The two living rooms and outdoor space made it so that we all could spread out but still spend time together. The large dining room table fit our family perfectly! Katie was responsive, thoughtful and so very kind! We are looking forward to our next stay at Katie’s beautiful home!

The neighborhood was beautiful. We walked out to an island that was only accessible at low tide. Great shared spaces with fun rooms and lovely bedrooms.

We continue to visit Rose’s house for our yearly weekend girls getaway. It’s the perfect cozy beautiful place to catch up with friends and relax. Rose is an amazing host!

We loved this vacation, Peconic is the perfect place to spend 2 peaceful weeks by the Sound. The cabins are comfortable and the kitchen has great cookware and sharp knives. There are ticks here, check yourself regularly.

Brandon's place was dreamy for our two families with young kiddos -- cozy and quiet winter beach vibes, very atmospheric and peaceful and relaxing. We built a fire in the fireplace, watched movies, enjoyed the sunrise and sunset, and walked along the rocky shore. Would recommend, even in the dead of winter.

We had a wonderful time! The cottage is well located; we were able to drive back & forth to New London, Mystic, & several other towns. We did so many things on this trip: saw a movie, saw a play, went to Ocean Beach twice, Mystic Seaport, & the Yale Peabody museum. My only complaint is that we should have stayed "home" more & enjoyed our own beach more often! We took walks every day and watched for the tide to reveal the sand bar & walked out there whenever we could, which was so cool! The sound of the water changed when the sandbar was revealed. We found lots of cool shells. We really appreciated the chairs & umbrella in the well stocked shed. We did a little grocery shopping and made egg sandwiches so we only ate out once a day which saved money. I ate my sandwiches outside day & night, something I never do at home. The house was completely stocked with everything needed plus some! The only negative was not enough curtains which made it too bright to sleep & not enough privacy.

We had such a great time at this beach house! The place was super clean, and everything was easy to find. The directions were clear, and the host was awesome—gave us great ideas for things to do in the area. We had a blast and would definitely stay here again!

Jasons house was a perfect, comfortable stay for our group attending a wedding. It is a block from the water and gives you access to the private beach. The beds and couch were very comfortable and the space was clean.

We stayed here for a wedding at The Burr Mansion, which was extremely close to the house! The house was clean and updated. A few spots to walk to including a local bar. Just a walk to the beach. Bedrooms are all spacious and were very clean. Would definitely stay again.

This was the best Airbnb experience we’ve had! I came here with kids, and they had a great time. Laura is the best host I’ve ever dealt with! She went above and beyond for us. If I come back to the area, I’m staying here!