House holiday rentals in Southold

Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.

Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!

Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

Our hosts were amazing. They responded quickly. They were very welcoming to us and provided easy-to-follow instructions. The location was great and the house was lovely. I would definitely stay here again.

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!!

This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!

Nice private quiet location but close to beaches and main street shops and restaurants. Convenient to visit many local vineyards within 15 - 20 minutes. Home is comfortable and nice set up.

Yvonne's place is wonderful, we spent six days there on a family vacation to celebrate a graduation and it was a perfect spot for a crowd. The description and pictures are spot on (maybe even better) and the place is very well maintained. The weather was not great - so we landed up staying in more than we anticipated and this was a great spot for that. The kitchen is well stocked, having a barbecue really helped, and the large windows and skylights kept us connected to the outside. Yvonne was also highly responsive in case we needed anything. Highly recommend.

Beautiful house, perfect for a getaway to the north fork. Very close to a beach. Very clean and comfortable. Elizabeth is a great host. Highly recommend.

Short stay but was perfect for what we needed.

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!

Beautiful place Just what we needed Quiet neighborhood

Comfortable, clean and everything you need for a stay.

This was our wedding day weekend and we were shocked just how well this Airbnb was designed, built and cared for. All of the appliances were high quality, an art TV, a gorgeous shower. My wife and I couldn't have been happier calling this cute cottage home for this special weekend. Thank you Sara!

Sophia and Gus were great hosts. We had an issue with one of the AC units when we first got there and they immediately came over and fixed the problem. Sophia was very responsive to any questions we had and gave some great recommendations. The house was a very short 2 minute walk to the beach and there are no buildings between the house and the beach. Like most of the beaches around there they have small rocks which is fine. Sophia has beach chairs and an umbrella. As you can see in the pictures the bedrooms are a bit small but the beds are very comfortable. There is very limited cell service but there is wi- fi in the house so as long you are in the house calls are not a problem. Overall the house was a great place to stay and I would highly recommend it. Sophia and Gus are wonderful hosts

Clean, welcoming, great fast communication, was perfect!

Erica and Janson's place was perfect for our group of eight to attend a wedding in the Hamptons. You cannot get closer to the North Ferry to Shelter Island and there are many restaurant and shopping options within walking distance... the pizza place next door is open late, PORT restaurant (across the street!) is great for waterfront drinks and dinner. While we didn't use it, the LIRR station from Manhattan is also 500 feet from the front door. Ample parking was appreciated and the place was spotless. Thank you Erica and Janson!

We absolutely loved our stay at Gaspers place! It was better in person than the pictures. The house was all updated and super clean. It was also very spacious and close to everything!!! 10 minute ride from Greenport and less than 10 minutes to the wineries. Great local shops nearby too

I have a lovely time at this charming home. It was exactly as pictured and advertised. The home is warm and inviting and I was very comfortable throughout my stay. The backyard has a beautiful view of a lake. I spent quite a bit of time on the rear deck reading and getting distracted by that view. Locally there is Greenport Village, Orient Point State Park and Inlet County Park to name a few of my favorite outings. Thank you to my host for being so responsive when I called with a minor issue one late evening. I hope to return for another stay one day in the future.

Wonderful weekend stay. Charming.

An amazing home that was the perfect spot to host my crew that was shooting a film nearby. Hattie really went above and beyond to accommodate us - super responsive, considerate and the place was had such a relaxing vibe by the water :) Can’t recommend this home highly enough!!!!

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 !!

The house and gardens are beautiful. We enjoyed the outdoor deck with grill and pool, as well as the outdoor seating at a table with gas heating on it. Inside is wonderful, as well. Well equipped kitchen. Nicholas was very responsive and addressed our needs quickly.

Absolutely loved our time on the farm. As someone who grew up out on the North Fork it was a return home with the most beautiful surroundings. Post Labor Day, the pool was still open (and warm)! The sun was shining during our bike rides to the incredibly close beach, and we had fresh veggies from the farm stand, right out front, every day. Such a treat, cannot wait to stay again and make some more great memories with family and friends.