Holiday rentals with a hot tub in Westhampton

Stayed for a family wedding and loved the accommodations! Close to family, restaurants, wineries and beaches. Dog friendly which was a huge plus. Would love to stay again.

What an absolutely gorgeous home! Staying here truly felt like being in paradise. The house itself feels so inviting; it took no time at all to relax and feel at home. Everything that you could possibly need is here in the house. Michael’s attention to detail deserves praise! This home stands out from all others because of the minor details. Thank you, Mike, for giving me a safe, pristine, relaxing place to call home for a while. I look forward to staying here again!

We loved our stay at Jimbo's. All the bedrooms are spacious and the beds are comfortable. The whole family enjoyed chilling out in the comfy sofas with a nice library in the living area. We all and in particular our dog loved the huge, green and well maintained lawn. He had so much fun with all the space to run and play! For us the greenery was very relaxing. The location is good - a 5 minute walk from the ice cream store, 12 minute walk from Crescent Beach (with the happening Sunset Beach Club), a 5 minute drive from the IGA, and a 5 minute drive from North Ferry. The furthest we had to drive was a 12 minute drive to Rams Head Point. The outdoor shower was lovely! Jimbo was very friendly and very responsive including providing some very efficient "tech support" on the dryer even though he was out of town. The issue was a confusing light on the dryer and some user error and was easily resolved on the phone. Additional towels were dropped off upon request. A pretty comprehensive set of silverware, plate settings, and kitchen utensils made it a fun and easy stay. Thank you Mary and Jimbo for sharing your house, we had precious moments there and we highly recommend it !

Our stay was absolutely fantastic! The home was spotless, cozy, and exactly as described. The location was perfect for everything we had planned, and it truly felt like a home away from home. We wouldn’t hesitate to stay here again or recommend it to others. Thank you for making our trip such a memorable one!

I stayed here with friends for my bachelorette party and we had the best time! The house was adorable and so comfortable! The back yard was amazing and the little guest house was so cute. Our stay was in mid April, so still a bit cool for fully using the back yard, but I bet in the summer it’s even more amazing! Everything was really clean and tidy and just a nice atmosphere overall. The house was a quick drive to the town area which was great! Paula was communicative and a helpful host! Really enjoyed our visit so much!

Frank was wonderful to communicate with! The place was beautiful and quiet. Beautiful kitchen area, comfortable bed, and close to places to eat. We had a wonderful stay there. I would stay here again!

Alexis was a tremendous host-always available & great to interact with. The house was perfect, had anything & everything needed and was extremely comfortable. I would highly recommend her home to anyone visiting Shelter Island.

Great place! Communication was clear and proactive. Would highly recommend Justin’s place for a stay in Montauk.