Holiday rentals with a hot tub in Greenport West

Choedon was very responsive but honestly I didn’t have many questions. The house was organized well with extra towels and such that it was a very low maintenance trip. Thank you for having us!

This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!

Ashley’s place was absolutely incredible for our girls weekend in Montauk. Impeccably clean, spacious, and tastefully furnished. The hot tub was perfect after a winter hike, and the firepit was great for s’mores and stargazing at night. There was also an indoor fireplace in the living room where we had a couple of really fun movie nights. The kitchen is a dream, and very well equipped with everything you would ever need to cook a fabulous meal. The spacious open plan kitchen/dining area/living room was perfect for communal cooking and hanging out. Gets great light and such a pretty view. The bedrooms were super comfortable and the master has an amazing tub. The location was perfect. Right in town and a short walk to the beach (also walking distance to the brewery!), but also felt very private. Lastly, Ashley was an excellent host- very communicative and helpful and super sweet- she even left a treat for us in the fridge when we arrived! Will definitely be coming back to stay at

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 !

Stan is terrific! Flexible on both entry and exit and was very helpful with anything we needed. The place is perfect for kids, safe and fun and the hot tub was perfect for downtime at the house!

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!

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.

The house had stunning views from every room on all floors. The kitchen was well-equipped for our large family. The owner’s responses to questions about the property were prompt and helpful. We enjoyed the fire pit and hot tub since it was too early in the season for the swimming pool. My family agreed we would rent again if a reunion is planned.

Our family had a very enjoyable stay! The home and surroundings were beautiful, everything was extremely clean and organized, our host was wonderful! We absolutely loved the tea ceremony! It was very educational! We will definitely stay here again when we return to New Haven!

Beautiful clean home. Well stocked with books, games, towels, soap, shampoo etc. this home had everything for a perfect family retreat. The hot tub was amazing too!

Very spacious house in charming town. Right next to hiking trails.