Cottage holiday rentals in Fire Island

Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!

My friend and I stayed here for a quick two-night getaway and had a great experience. The space is quiet, cozy, and super well taken care of. The view of the water from the living area is beautiful, and we spent both mornings sitting outside with coffee, and afternoons enjoying the view from the hot tub. We appreciated that the kitchen was fully stocked with all the cooking equipment we needed for nights in—and that Mary had a whole list of spots to check out for adventures out (local shops, antique spots, and really solid lobster rolls!) If you’re looking for a low-key, clean, calm place to relax, recharge, and still have easy access to town, this is a great pick. We’d absolutely come back.

Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!

Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!

beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !

Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!

Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino

Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

Amy was fantastic from start to finish. The house has four good bedrooms. The bottom floor is very private. Great kitchen and we loved the fact there were cooking basics like olive oil, spices, etc all there.

We had a great stay! The house was pristine and the kitchen was very well stocked. The cottage was very close to beaches, restaurants and grocery stores! I would definitely recommend to anyone looking to get away for a beach vacation!

Myshkin’s place made for a nice 3-night getaway. It is private, clean, and quiet. About 10 min drive from each Sag and EH which made for easy access to both. The private beach is a 5 min walk and was great even in the offseason. In short, it makes for a great escape in a quiet part of the Hamptons.

James is an exceptional host. He was in constant communication with us- before, during and at the end of our stay. He even offered to come over to show us how to best use the place and to build a beach fire. The beach house itself is very well appointed and maintained, and James helpfully labeled everything- switches, drawers, etc. We especially loved hearing the sound of the waves from the comfortable recliners. All in all , a great place to stay. We hope to return next year.

We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!

Jeanne's place was perfect for my trip to Guilford. Excellent location, close to the Green and to the water, quiet, peaceful. The house had everything I needed and more, Jeanne was super responsive and kind, and the bed was comfortable.

I can’t say enough wonderful things about this spot and Monika. This is our second stay- my husband, toddler, dog and I loved it last summer and came back. The back sliding doors open onto a porch where birds chirp and visit all day. The bright green lawn under towering trees is perfect for playtime or a family picnic. Little touches of thoughtfulness and charm are just everywhere. Monika’s hospitality is unparalleled- snacks and a handwritten note upon arrival, homemade treats throughout our stay, and nearly instant responses. Without being asked, she even sent us a hand-drawn walking route for a dog and baby and directions for getting there. Beaches, playgrounds, town centers, bagels etc are a short drive. The street is busy so wouldn’t go for a nearby walk necessarily but thats pretty standard throughout the Hamptons. For parents of young kids: FYI there isn’t laundry, but truthfully I just packed more- that’s how much we liked it. A laundromat is also nearby tho!

We had a lovely stay in South Salem and enjoyed exploring nearby pound ridge and new Canaan. We loved the organic snacks provided by the host and the peaceful setting.

Highly recommend this splendid cottage a close drive to Sag Harbor. Three of us had plenty of room and the vibe is comfortable and charming! Gorgeous kitchen and loved the pull out microwave:)

We had a great stay at the Cozy Cottage! It was the perfect space for our family of 3. Garrett provided great instructions and was always available for any questions. We were close to family and everything we needed to do in NY. We would stay at the Cottage again when visiting the area.

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

Very beautiful home peaceful and Claudia was very responsive to any questions. I just wished we could’ve stayed longer on our trip. We would definitely book again. Thank you!

The interior and backyard of this Airbnb are absolutely gorgeous - even prettier in person. The backyard has beautiful landscaping, a lovely fire pit, lots of seating and a large lawn perfect for dogs - it feels luxurious. The interior is expertly designed with peaceful coastal colors, a working fireplace and warm lighting. There is only one bathroom, which could be tight depending on the number of guests, but it was stocked with Aesop products and everything was sparkling clean. Stephen was very communicative and provided some great recommendations, including a quiet and dog friendly beach only a few minutes away. Highly recommend!

Simply wonderful spot! We will try to come back! The personal touches were great. Shampoo and conditioner! Make up wipes! Plenty of toilet paper and so on. Traveling guests really appreciate those small things. Thank you!

Wonderful bay side cottage! Stayed here for a long weekend with my husband and in laws. It’s a great location!! Water views, walkable cute neighborhood, and 20 mins from some of the bigger towns (Jamesport & Greenport) Place was clean and a fully stocked kitchen made it easy to stay in and grill out.

Thank you so much for everything!! We had the most incredible stay! 1000/10. The wine and snacks were so lovely:) we truly felt so at home! We are already talking about returning because of how nice the bnb was! So many thoughtful touches:)