Holiday rentals with a kayak in Fire Island

My husband and I had a family filled weekend for our wedding followed by a mini-moon. We enjoyed every minute of it and we will definitely be booking again!

This house is a gem! I came to stay a week in off season with my dog, Rollo. The location is breathtaking, right on the Long Island Sound. We had a great time exploring the beach, looking for all the biodiversity in the birds and sea creatures, watching the boats, and this place is relatively close to an airport so watching the planes land and take off was awsome as well. We came for privacy, and I expected the beach to be a little more private than it was due to my dog's reactivity. But the neighbors did not seem to have issues with us, and once you are close to the water, especially in low tide, the beach is pretty open for all the locals. Walking around, the locals all waved and said hello. Not too many restaurants close by, but the Lobster Shack down the road had good food! Would stay again! The deck alone was worth it!

Fantastic cute spot in Old Saybrook. Key things for future guests to know - there is no A/C in the winter months so the air can get a bit stale / stuffy in the house. Plus there is no washing machine / dryer in the house, so defo bring enough clothes!

We had a wonderful stay at Ellen’s place. The house was beautiful and well appointed with anything you could need - it made us feel right at home. The backyard was gorgeous and relaxing. We were traveling with a toddler and Ellen made sure we had everything you could need for a child. The house had lots of room and was extremely comfortable. The neighborhood was beautiful and it was a quick drive to plenty of things to do. We could not have been happier with our stay!

Great stay! Although it was a rainy weekend, we had a great weekend!! There were close restaurants and coffee shops and the house itself was perfect. Great aesthetic to the home, very cozy and relaxing.

As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!

We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!

our group found this place when planning a trip to Montauk, and while we did make it to Montauk as well, Greenport was also a pleasant surprise. Great community and quaint town! The place was amazing too! clean rooms, very cozy. And a complimentary wine bottle! Highly recommend!

We very much enjoyed staying in Meredith’s place. The cottage is surrounded by trees so it feels secluded and peaceful. The cottage is elegantly decorated; there were so many nice books around which we enjoyed checking out. Meredith was so nice and responsive. We will definitely go back.

Great stay, Maureen is very communicative and super helpful. Beautiful views

Had a nice stay here with a group of people attending a wedding a short drive away.

We had a wonderful stay at this property. It is a perfect location on Fire Island and a classic island house with lots of character, fun decor and all the supplies we needed for a great week with the family. As a host, Tim is flexible, friendly and thoughtful. If you are traveling with small children, it is totally unnecessary to bring any toys or books, as there is a great selection at the house and Tim made the extra effort to drop of extra ones he thought we would enjoy. I hope to stay here again!

Peaceful and beautiful water views. We enjoyed relaxing on the deck and the kids loved playing in the water and on the sand bar despite the rocky beach. The house was welcoming and well stocked. It was very warm especially upstairs and took a while to cool down even with all the wall units on. The host was helpful and responsive whenever we reached out. Overall it was a lovely getaway spot!

We had a lovely stay at this beautiful home! It is an old house so it had its quirks, but it was nothing we couldn’t look past. Very steep stairs, a janky door- nothing major. We had young kids with us so the gates for the stairs came in very handy! There were baby gates, 2 pack and plays, a high chair and a toddler bed. Those amenities alone took so much stress off us. The towels and linens were all very nice and clean and plentiful. The views were PHENOMENAL. We took a walk along the beach at low tide and had so much fun collecting golf balls and shells. My son got to hold his first baby shrimp and jellyfish. The memories made were priceless. Water shoes are a must!! If you require a smart tv with all the apps, I recommend bringing a Firestick, as the tv capabilities were limited. I had one delivered from target within an hour. Astrid was the BEST host! She was extremely responsive, helpful, flexible, and kind. I can’t say enough good things about her and her home!

Had a great time despite the weather, there was so much todo. The place was cozy!

Meghan's place is exactly as posted it is absolutely beautiful, cozy, comfortable and did I say beautiful? one of my favorite things to do was sit in front of the big windows and read. You have everything you can think of close, at least 4 to 6 minutes away. There are restaurants, super market and pharmacies. But if you are like me and also like to cook sometimes on vacation the kitchen was equipped with everything you need. Highly, highly recommend.