Vacation rentals with a kayak in Suffolk County

My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

Our stay at the house was wonderful experience. Our host Michael whom fortunately we met personally is one of the nicest person you’ll encounter in life. The surrounding and the grounds were so beautiful that you will enjoy when you stay at that house. Many thanks to our host and his well managed house. The place is very close to all lovely restaurants, shopping areas, etc. We all highly appreciated and recommend to stay at this place for any occasion and vacation. Thank you again and hopefully will stay in the future. Your guest Janneta 😀❤️

Amazing place to stay! This spot is spacious and charming with everything you could possibly need to relax in this beach town getaway or explore. Our hosts were so helpful and welcoming!

Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

River House was beautiful and the location is amazing! The house is clean and tastefully decorated. Alison was very friendly and responsive and the house book was very helpful. We really enjoyed our stay and look forward to booking again!

We had an amazing stay - the house is spotless clean and very well organized, the kids loved discovering the hidden nook in their bedroom. The kitchen was fully equipped and we enjoyed a wonderful lunch on the deck. It was also lot’s of fun to use the canoes with the kids. Finally, the decoration of the house was lovely and made our stay very agréable. Thank you Carrie!

Loved our girls’ getaway on the North Fork! Mae’s house is the perfect spot with a quick walk to the beach and gorgeous views right from her backyard - even close drives to beautiful Southold, Mattituck, and Greenport. I will absolutely stay again!

Jennifer‘s place was absolutely amazing. Very cozy and warm and made you feel like you were basically removed from the world a fantastic place to just go and relax, even though there’s plenty of things to do in the area, including many great restaurants and wineries of course. The fire pit was the bonus. We had a fire every night we were there very simple to buy wood along the roadways. This place is definitely a top recommendation and we will definitely be back thank you Jennifer.

We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.

Meredith’s cottage in Jamesport is the perfect North Fork getaway—spacious yet quaint, with incredible charm. The beach views are spectacular, offering peaceful sunrises and relaxing evenings. Meredith was a fantastic host—super attentive, thoughtful, and made us feel right at home. The location couldn’t be better: quiet and serene, yet close to everything from wineries and farm stands to local restaurants. It’s a quintessential North Fork home, and we can’t wait to return.

Great stay, Maureen is very communicative and super helpful. Beautiful views

A house on the water in beautiful Milford, CT, this was a great place to stay during Easter break. Clean, well stocked and cozy, I'd recommend this place for a lovely beachfront getaway.

This beautiful piece of heaven was better than we could have imagined. As beautiful as the pic are, they don't do justice to the serenity of this property. Our group already decided to come back again. Michelle was lovely and thoughtful. The house was stocked with all the essentials and more. The coziness was unbeatable. We had the best weekend with the best friends.

We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

Daniel’s place was just what we were looking for! The location was beautiful and very close to all the wineries and restaurants. We would stay here again.

This cute, comfortable and sun-filled cottage was perfect for our needs, and close to where our son lives, which was great! Everything was just as pictured, super clean, beautiful main bathroom, very well-stocked kitchen, comfortable bed and tons of storage in master bedroom. Living room was spacious and comfortable and everything was nicely decorated. We took advantage of the kayaks, and the backyard grill, and the yard is gorgeous! We walked every morning. Catherine was helpful, responsive and flexible throughout our stay, and we are already making plans to return next year!