Beachfront holiday rentals in Southold

Alexandra’s place was a great stay for our weekend get away. Short walk to the beach and near anything else you might need. Alexandra was very responsive and accommodating to any questions we had.

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 had a lovely stay - just one night, but we found the place to be quiet, clean, and comfortable. The view out onto the cove is very nice. Check-in instructions were clear, and Jesse was very responsive when we had some questions. We'd absolutely return or recommend.

Very clean, beautiful speaker and lots of space. Great place and right by beach

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.

I came for a self care weekend and I left restored. I was great to slow things down and relax with my friends. It was a great girls weekend to rest, catch up and laugh

We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.

Andrew was a responsive communicator and we had a lovely stay at this very charming, clean, simple apartment. Bathroom is upstairs and laundry is downstairs just fyi if mobility is an issue. We loved that you could walk out the door and into the water immediately. Beautiful weather and views when we visited in April.

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 visited the area for a family gathering, and this was a perfect place for us. The kitchen is very well equipped, the bedrooms were comfortable and the sitting rooms had plenty of space for all of us (6 adults). A few in our group needed to work remotely and found the basement ideal for meetings. We didn't use the pool (too early in the year, and the weather was cold and rainy anyway). But the jacuzzi was a hit! Vanessa was great to work with and very responsive to questions.

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.

I cannot describe accurately how lovely and comfortable Jonathons house is It was more than perfect for us in every way! The fenced in yard was perfect for our little dog and we all enjoyed turkeys and deer hanging out. Walking the neighborhood and to the beach with leaves changing It couldn’t have been any better.

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 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.

This Oceanfront Getaway has amazing views of the ocean from all over the house. We sat on the deck and watched the tide come in, we cooked dinner and watched the tide go out. My family and I took long walks down the very quite beach (right outside the back gate). This section of beach seems to only be used by the people that live in the neighborhood so it did feel almost like a private beach. My kids found so many large sea shells they had trouble picking a few favorites to bring home. There were lots of great places to eat within a short drive. I highly recommend any of the G Cafe and Bakery locations for a great coffee and/or breakfast treat. It was also fun to explore some of the smaller towns nearby like Branford and Niantic both of which offered unique shopping experiences. Marc and team were super responsive and provided many amenities like laundry soap, dish soap, coffee, and creamers. We had so much fun we look forward to a return trip in the future.

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.

Amazing place , impressive host, Good people. Nichole was great.

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.

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!

Semir's lovely home, located in a coastal Milford community with easy access to Yale University, exceeded expectations and was perfect for our family. The ocean views from the home's top floor and proximity to the beach were priceless; the neighborhood was quaint and quiet, and the house was clean and well stocked with everything we needed and many extras that added to our visit, such as a flower vase. After discovering the vase, we purchased fresh flowers during a trip to town and placed them in the center of the dining room table, which made our cozy conversations and meals all the more special. Semir was easy to reach, friendly, and accommodating. We will most certainly book again in the future.