Pet-friendly holiday rentals in Fire Island

Very quiet and peaceful.

Just returned from an awesome stay at Travis’s cottage. Travis and Morgan are great hosts and were very helpful with providing local suggestions and prompt communication. The property is great and was the perfect home base for our first trip to the North Fork. The location is ideal: quiet, charming, and centrally located to everything (wineries, beaches, breweries, farms, and great restaurants in Mattituck and the nearby towns). As a family with two young kids (6 y/o and 18 months), the fenced yard was a huge bonus - private, peaceful, and perfect for relaxing while the kids played safely. The house itself is cozy, clean, and full of character. We’d absolutely stay again on our next visit to the area.

My husband, our dogs, and I just returned home after spending a month at Sarah's house on Long Island. we truly didn't want to leave, it was so relaxing! The lousy May weather notwithstanding, the property was absolutely perfect for us. Everything was as described and we felt right at home. Sarah was super proactive/responsive. While we were only able to use the pool a couple of times (weather), it was great and the spa was awesome, especially in the evening under the pretty lights in the backyard! There were great spaces to work (hubby didn't have the full month off like I did) and to just chill. The house is located near many conveniences (I'm looking at you, Walmart) to pick up necessities and while we didn't cook for ourselves quite a bit, we were thrilled that unlike at home, the food delivery services were fast, reliable, and everything arrived at the perfect temperature! we can't say enough good things about our stay and will definitely be returning!

Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.

Claudia was very responsive and the house was so cozy! Would definitely book again and next time with my pups 🐶

Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.

The ARLO was super cute and very clean. It had ALL the amenities we needed. Outstanding communication with the hosts. Great welcome guide full of info. that answers all your questions. Looking forward to coming back 💕

This was our 2nd stay at this property and everything was great once again. We look forward to staying here again on our next trip to the Hamptons! The host is always responsive and quick to help if there is a problem! Thanks for hosting us, see you next time!

We had an absolutely wonderful vacation at Firefly Haven! From the moment we arrived, everything exceeded our expectations. The house was spotless, beautifully decorated, and had all the amenities we needed. Our kids had an amazing time in the heated saltwater pool. The location was also great, just a short walk to everything. The hosts were incredibly responsive, thoughtful, and accommodating. We can’t wait to come back!

Loved the stay! Exactly what we thought it was - extremely convenient and cozy. Plenty of beaches to walk to and the food options were plentiful. Would definitely stay again.

We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.

Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

The house was so peaceful and quiet. The deer were just walking around and calming to watch! The backyard is better than the pictures and would stay there again! My only issue was with the lack of privacy in the house. The doors are similar to shutters to allow airflow, but you could here everyone in all the rooms. Not a huge deal unless you have loud kids!

Great and responsive host. Home was lovely and we felt welcome. Host responded quickly to questions and requests. The home was very peaceful and relaxing. We really enjoyed the outdoor patio and pool area. I would recommend for a peaceful time away from the city.

We really enjoyed our stay at Bellport, it was extremely clean! The kitchen/baths were well appointed. The yard is gorgeous and the pool was delightful. Beds were very comfortable and the bathrooms are beautiful. Such a great place!

We have stayed at Giuseppe’s home many times. The house is in a location central to many great restaurants, shopping, & other things to do. His home is immaculate—so clean and has all the essentials you will need for your stay. The heated pool and backyard is ideal to get some sun and just chill. Giuseppe always responds promptly to messages. If you are looking to stay in the Hamptons, don’t hesitate to stay at Giuseppe’s home! Looking forward to our next stay already

From the beginning of my booking Adam provided a real friendliness to ensure we had a great visit. Went the extra mile to help with getting situated with a 2 year old...and I would recommend this place to ANYone. It was perfect beach vibe with an amazing pool, great bikes/chairs/etc for enjoyment...and it's a 5 min walk to town (for the true Montauk experience). Loved it and thank you Adam!!!

We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

My friends & I booked this for a girls weekend and we had an incredible stay. We could not have dreamed up a better place. Everything was perfect and as described. So much to do & so many unique amenities offered! We wish we had more time to try everything! If you are ever thinking of visiting Montauk, we highly recommend Brandon’s! Thank you so much!

Meaghan was a wonderful host who was very prompt, kind, and respectful of privacy. The house itself was stylish, comfortable, and modern while being kid friendly which is a tough thing to achieve in any home let alone an Airbnb. The view from the house was an absolute highlight! We had a great time!

We had the most wonderful and peaceful fall weekend at Brooke’s cozy cottage to celebrate our anniversary, and it was truly unforgettable! The cottage itself is beautifully decorated and felt like a warm home away from home. Brooke went above and beyond to make our stay special, leaving us complimentary champagne and wine to kick off our celebration. The location was perfect for enjoying the crisp fall air and stunning foliage, providing the peaceful retreat we were hoping for. We can’t recommend this place enough and will definitely be back for another stay!

Roberto was such a great host! The house was so cute and perfect for six people. It’s right off the water taxi stop, which was so convenient for getting to and from cherry grove (abt a 30 min ride to cherry grove, abt $20 per person). It’s also very close to a great beach. We would definitely stay again! Thank you Roberto!

the only thing I can say that's not positive is that for the number of guests we had the parking is a little tight other than small amount of parking for a large amount of people the place was fantastic we enjoyed ourselves the views are absolutely gorgeous from the deck and I couldn't have asked for a nicer place to stay it worked out well and our entire family enjoyed the

Beautifully decorated! Well stocked kitchen. Responsive host. Cool backyard! Amazing kids room.