Holiday rentals with a kayak in Long Island

My main search was for a pet friendly rental so I could invite friends with a senior golden retriever. And secondly I wanted to be near the ocean. Having lived on Cape Cod for 25 years, I moved back to Connecticut a year ago after the passing of my wife. But the call of the ocean never fades and this rental was steps from East Beach. My stay was in February and the weather wasn't the best, but beach walks are always best when the only footsteps in the sand are your own. The rental was very accommodating with 3 bedrooms, a spacious living area and large, fully equipped kitchen. Plenty of outdoor seating is also included. Melissa was very attentive and always responded quickly when needed. I definitely recommend this rental for a peaceful adult retreat or for a full family vacation. Kids will love it with the big yard and kayaks available. Enjoy, John

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!

WOW!! We cannot say enough amazing things about our stay. We stayed for the holidays and the snow surrounding the lake was the most beautiful surrounding imaginable. It was so peaceful and we watched both sunrises and sunsets there. Plus there were tons of beautiful swans to appreciate! The house was extremely pristine, decorated beautifully for the holidays, and felt like home. This was such a special stay and our host was so accommodating! We will absolutely be back.

Everything was perfect ! My family and I had a great time. Looking forward to staying here again in the summer.

We had the most wonderful weekend at Ann’s home. She was easy to communicate with and generously accommodating of a special request. The house itself was spotless, kitchen well equipped, and the property’s serene setting was beautifully complimented by their home design / decor. A truly special place and perhaps our best AirBNB experience.

Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.

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.

The house was charming and on the water. We had a lovely time even though the weather was cloudy and cold. There was a helpful blinder with instructions and recommendations. Definitely would return when the weather is warmer.

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.

Stayed here with some friends for my birthday and it was wonderful. Ben is very friendly, responsive and made sure to take care of us. The views of the backyard were beautiful and peaceful. We also had lots of privacy. Will definitely be booking again in the future!

This is the absolute perfect home for a get away. Everything you need and more is provided. The home is gorgeous, well decorated, and extremely clean. It is even better than the pictures. It feels like a real home, with luxury and artistic touches, not a generically decorated place. Location is perfect, close to it all and still very private. Christopher is an excellent host, responsive, helpful, and gives you your privacy. I can't recommend staying here enough.

I thoroughly enjoyed my stay at this peaceful cottage. I enjoyed sipping my coffee looking at the view of the cove from the deck and the bird watching from the screen porch was a delight. The bed was comfortable and Gail stocked the kitchen with drinks and snacks! Gail's house is next door but the layout of the deck and screen porch offers great privacy. A perfect place to get away from it all and relax in nature.

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.

Stayed for a long weekend with my wife and two dogs. Cottage was comfortable and clean with an amazing view of the lake with a nice patio and access to the dock which we enjoyed. Also great location just a bit over an hour from the city but within a 15 minute drive to many great hikes and close to many great food options. Tony was also very responsive and helpful with recommendarions. Highly recommend.

Our stay was lovely and the cottage on the lake was everything we needed to get out of the city and relax. We stayed during a bit of a snowstorm and our host Kevin was overly helpful making sure we could get in and out safely. He salted and shoveled the walkway and our parking spot for us. Kevin was one of the most attentive and kind hosts we've had and we would gladly stay again!

My family and I had a great stay here! The place was exactly as described—clean, cute, and super comfortable. The host was incredibly responsive and thoughtful, providing clear check-in instructions and help that made our trip seamless. The location was perfect—close to the lake in a quiet neighborhood. We especially appreciated the little touches like fresh towels, coffee, snacks, Wi-Fi, everything you could possible need for a long weekend. I’d absolutely stay here again and highly recommend it to anyone visiting the area!

Clean and cozy cabin. Close to Mystic without being right in the thick of it. We enjoyed a night by the fire with a friendly local fisherman. It worked nicely for our short trip to the area.

Great spot. We weren’t there to take advantage of the little marina and kayaks— though that would have been cool! Had a weekend event in New London and this was very easy, super straightforward and quiet. Thank you, Paul!

We had a great stay at this cabin! The location was on a dead end street which made it very quiet, serene, and private. The lake was visible from the back porch of the house & a very close walk away. The house comes with access to a semi-private beach/dock area which is the perfect place to spend the day in the summer. The house was decorated beautifully while being extremely comfortable at the same time. Our host, Kamil, was very responsive. If I had a question or concern he was extremely helpful within a short period of time. All around, really enjoyed this stay & would definitely return when in this area again!

Very cozy, private, clean and feellikehome spot. Beautiful house on the lake with everything you need. Definitely would stay there again and recommend to everyone who is looking forward for a little getaway from busy life. Great host, responds quickly if any questions, clear instructions and info made my stay super comfortable and memorable. Great experience.

We had an amazing stay at this lakefront log cabin on Greenwood Lake. The house is huge yet is still extremely warm and cozy with that classic wooden cabin charm. The heating and cooling system are superb and the house includes heated floors in all bathrooms! The views of the lake are absolutely beautiful, rain or shine, of which we experienced both during our stay. It is the perfect spot to unwind and just enjoy the quiet. The house is furnished for indoor all day and outdoor in and out days! The log cabin was truly spotless and had everything we needed, from kitchen amenities to comfy beds. Rameez and Sadaf were incredibly kind and easy to communicate with, which made the whole experience even better. A peaceful, charming, much needed getaway only an hour and a half out from the business of NYC. We will be coming back!

We had a lovely 5-day stay at the cabin on the lake! It was just what we needed. When the weather was nice, we hung out on the dock - there was a hammock to relax in, chairs in the shed, boats to explore with (I went out in a kayak a few times). Lake was peaceful and pretty. The cabin itself was quirky and nice. Yes, hot inside during the days, but with the fully surrounding screened in porch, there was no need to stay inside! Even when it rained, we could be "outside" without being in the elements. The kitchen was well stocked, coffee at the ready, there were plenty of towels and sheets and bed (though we only needed one!), shampoo/ conditioner in the shower, wood ready for the fireplace, board games and more. Honestly, it had everything you'd want for a little getaway. The spot felt secluded while only 5 minutes away from a supermarket. [Okay, you could hear Rte 8 traffic a bit, but it served as calming white noise!] I'd definitely return again...

We enjoyed our long weekend at the lake house. Great views of the lake and the home is well equipped with lots of board games, TVs, a projector, great sound system, dart board, foosball and more. We were in the dead of the winter and can imagine how its even more fun in the summer when you can grab the boats and head out onto the lake.

Paul was very responsive. When we got there our room had not been cleaned. We got in touch with him and he immediately switched our room to a clean one which was fine. He was very apologetic and even brought us a bottle of prosecco. The place was cute, modern, and clean. Can't really walk to anything because it's off a busy road but it sits on the river with a beautiful view and many chairs to sit in and enjoy. We made a fire in the fire pit and cooked on the grill one chilly night. It was very nice. Close and convenient to many attractions in the area. We had our dog with us and she enjoyed it too.