Beachfront holiday rentals in Sag Harbor

This was our second time staying at Jackie’s home and we can’t wait to return again soon! The space is perfectly located just a short walk from downtown Greenport. Everything you need for a relaxing weekend stay.

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 lived our stay at Carey’s place and plan to come back next year. Amazing location if you want to relax and take a few days away from the city. The house is very cozy and comfortable with a great backyard facing the water. Thanks Carey!!

Petra’s house is in the most beautiful spot on a small lake and a stones throw from the beach. This was our second year there and we hope to be back. The house is stocked with everything you need to feel comfortable including great bath products, kitchen, equipment, and toys and books. I never felt uncomfortable in her house. This was a wonderful family week in heaven.

Great house & great location!

Had a wonderful stay at this beautiful home on the North Fork. Stayed off-season-calm, peaceful and relaxing setting with breathtaking views of the bay. The cottage had everything I needed and felt cozy and welcoming immediately. And very clean. Andrew was friendly, efficient and well organized. I highly recommend this cottage to anyone looking for some R and R!

I enjoyed every minute of my quick escape to Montauk! Check in and out was simple and convenient. The room was clean, private, and peaceful. Plus location has a beautiful view and is within steps to the beach.

The place is stunning. The views and being right on the beach is priceless. We stayed with two kids and a dog. Would want to buy the place that is how much we loved it! Everything is there as described and more. The piano was great for the kids! Chelsea is super helpful and nice. Finally again an AirBnB that feels like home.

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

Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

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.

It was a great place to celebrate Thanksgiving with our family! We will be back!

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 !

Donald was an excellent host - he was super responsive, checked us into the house himself, and offered tons of recommendations of things to do for the weekend. The house was incredible and our group had so much fun - the pool, hot tub, outside deck and overall space was great. 10/10 stay!

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.

We had a wonderful stay at Harbor House. The view of Napeague Harbor is gorgeous and the sunsets are just next level spectacular. The kitchen is well equipped for cooking in and the furnishings are very comfortable. The location is great halfway between Amagansett and Montaik. We have rented so many homes over the years, but Rod’s house is by far in the most gorgeous setting. We cannot wait to return.

We had a wonderful stay at Steve and Dorry’s place! The living room and kitchen is surprisingly spacious and feels so open & inviting because of the outdoor deck space and view of water. We hope to be back again!

John and his wife are excellent hosts. Their home is pristine with an abundance of amenities. The sunset on the bay is spectacular. I highly recommend. Thank you. Keith and Donna W.

Was a great place for a weekend getaway to enjoy the peaceful and tranquil location.

The place was wonderful and absolutely close to the description. lot of details are added around the house including instructions making it very easy and good experience. would definitely recommend

This place was awesome and the host was extremely gracious.

The house was perfect. Great location, decor and had all the amenities we needed. We enjoyed the tranquility and watched the beautiful sunrise with the birds. We went to Fire Island each day and were there in minutes. Truly an amazing experience.

Molly was a great host. Always quick to respond to my messages! Kitchen was great along with the view of Fort Pond every morning. Beautiful location with a short walk to town and the beach. Perfect place to spend a quiet weekend away!