Kid-friendly holiday rentals in Fort Pond

Michael's Montauk retreat truly lives up to its name - it's the perfect place to stay for a relaxing getaway. The location is unbeatable, just a short walk from the beach and within walking distance of downtown Montauk, yet situated on a peaceful and quiet street. The property was spotlessly clean and fully stocked with everything we needed for our stay. It comfortably accommodated myself, my partner, and our small dog, and offered plenty of cozy spots to relax and unwind. The family rooms were equipped with great screens for movie nights, and the spacious porch provided ocean views where we could chat and soak up the beautiful surroundings. I would highly recommend Michael's Perfect Montauk retreat to anyone looking for a tranquil escape in a prime location.

The cottage is cozy and well-appointed, nestled in a bamboo grove with a view of the sea from the front porch. Just what we needed for a weekend away from the city. Ron was super responsive when we had questions about the heaters. Easy to find and close to town. Overall a great stay.

Karen and Rob were wonderful hosts. Everything was clean, and the beds were so comfortable!! Their place was perfect for our family of 4. The location was in a beautiful, quiet neighborhood with access to a private beach area. They had bikes for us to use and a cool basement with Centipede (the old video game). They were responsive when we had questions, and kindly offered to let us check out later since they had no booking on the day we were leaving. I would highly recommend their place to anyone.

Missy was very communicative and welcoming. We did a little weekend getaway from the city, and it was our first time in Montauk. Missy provided us with a list of recommendations for restaurants and things to do, which made our short trip feel fuller. She was very generous to let us check in early as we had to work remotely. She was easily accessible throughout our stay. We all really liked the place and how close it was to everything and would rebook if we’re ever back in Montauk.

We love visiting Montauk, but it is truly Hannah’s beautiful home and hospitality that sets our experience apart and keeps us coming back each year. You could not ask for a better location with close proximity to downtown and walking distance to a private beach, and the home’s outdoor area and backyard are just as enjoyable and serene. Hannah and Jody are such attentive and kind hosts - extremely responsive and quick to address any questions or concerns. They make it a true vacation being here - we will never stay anywhere else! Thanks again for everything.

Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

We had a wonderful time! Lisa was incredibly proactive with all check-in and check-out instructions. The location was exactly what we wanted-- close to downtown and walkable to a beach. The rooms were great, and we loved the space downstairs for socializing. Everything was beautifully decorated and set the stage for a perfect weekend escape. We hope to be back soon!

We had a great weekend at Nicholas’s place. It was very peaceful in the woods, and we enjoyed using the record player and looking through the books spread throughout the studio. Nicholas was very responsive when I texted with questions and we used his provided recommendations to find breakfast and dinner. We’d definitely stay here again!

We had such a fun and memorable stay at this unique home! The layout was so interesting ,with a spiral staircase leading up to the attic, where there were two cozy rooms and a small library that we absolutely loved exploring. It added such a charming touch to the whole experience. The house was incredibly spacious and comfortable, with plenty of room for everyone to relax. The views of the beach were absolutely beautiful …waking up to that was such a treat! The owner was lovely -very pleasant, helpful, and gave us some great recommendations on things to do in the area, which we really appreciated. Overall, it was a wonderful stay in a one-of-a-kind house, and we’d absolutely love to come back again!

I can’t say enough good things about our stay at Holly’s place! We were traveling with 2 adults, an 18 year old and significant other and 2 teenagers and the amount of space was perfect! Everyone had room to spread out. The apartment had all the things you love about old homes, but all the updates that make life easier. The homemade banana bread that Holly left for us was such a personal touch and it was delicious. Erica greeted us with a warm welcome even though we arrived well past midnight. My daughter enjoyed reading in the cozy sitting area by the window. It was fun to watch the Hallmark movie that was filmed there. We fast forwarded the cheesy parts and enjoyed seeing the house in the movie. The area is peaceful and quaint. There’s a Dunkin about 5 minutes away, too which made our early mornings a little easier. Highly recommend if you’re traveling with a family!

This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!

Clare was a great host and gave many local recommendations right off the bat. She was very reachable when we needed something. Place was clean (very nice bathroom) but we did find a few bugs here and there (it's on the ground floor and we visited in summer) so would recommend bringing bug spray. Overall great stay.

Very clean and comfortable! Tatenda is so sweet and responsive. Walkable to Yale and great restaurants, but also includes covered, safe parking in the building. We had fun grilling a dinner by the outdoor pool. Well-equipped workout rooms and the coffeemaker in the lobby was amazing offering a variety of options. We enjoyed everything about this Airbnb and will likely be back! Thank you Tatenda and Hyatus!

Great venue. Hope to be back next year!

Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.

The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great

Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

The location is fantastic, the beach is wide, sandy, well kept, with a couple bar/restaurants just a short walk. The room is compact but was very clean with a comfy bed and good water pressure for showering off the sand. Host is responsive. Checkin instructions are clear and worth paying close attention to the because the blocks between shore rd and the beach only interconnect within each beach club.

This is our second year staying at this location. It’s extremely close to all the restaurants and the beach. Liang is an amazing host! Always very responsive and ready to help. Will stay here again in the future! Thank you!!

We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

We had a great time at Adam’s place! The apartment was cozy, clean, and comfortable — perfect for a relaxing getaway. It’s just a quick 5-minute drive to Sag Harbor, which made it super convenient.

We had a great stay! Instructions were clear and the home had everything we needed.