Vacation rentals with a kayak in North Sea

Cute and cozy house! Old but very thoughtfully decorated and upgraded. Nice location with everything we needed for a weekend stay on Long Island.

We had a wonderful stay at Harbor House. The view of Napeague Harbor is gorgeous and the sunsets are just next level spectacular. The kitchen is well equipped for cooking in and the furnishings are very comfortable. The location is great halfway between Amagansett and Montaik. We have rented so many homes over the years, but Rod’s house is by far in the most gorgeous setting. We cannot wait to return.

Bill’s place provided a wonderful location for our family of seven to spend our Thanksgiving holiday. The house was clean, uncluttered, and comfortable in every way. The kitchen had everything we could hope to find for meal preparation. The two sitting rooms provided delightful spots for reading, conversation or catching up on the television news. The upstairs bathroom was especially room and well-appointed. While it was winter when we visited, we could tell that this house would be a truly marvelous spot during the summer months as it had a great back deck and was truly only a hundred yards or so from a beach on the Long Island Sound. While it may not be the first choice of those who are on a tight budget, we recommend this home highly.

Kate's place is an absolute gem! This was our first time to Shelter Island, and we loved the laid-back atmosphere. Kate's home has everything you need to have a relaxing weekend, from the amazing, heated pool to the kayaks on the beach, a 2-minute walk from the house! Having been in the hospitality business for over 25 years I tend to be super critical about cleanliness and amenities offered.....this house does not disappoint! We were a group of 10 attending a winery dinner and decided to stay for the weekend. We only left the house to attend the dinner, the rest of the time we stayed at the house, either in the pool, on the deck BBQing or inside chatting where there are two living rooms and a very well-equipped kitchen. The bedrooms were nicely decorated and comfortable! We would definitely recommend and hope to stay again. :)

Laurie is a wonderful and generous host. Though we did not take advantage of it, she let us know that early check-in was possible on our arrival date. When we did arrive, we were greeted with a lovely care package of treats, including excellent treats for our dog. Really nice touches, and much appreciated. The space is clean and spacious, free of clutter, with a nice kitchen. We are especially grateful for pet-friendly hosts, and Laurie's place was truly excellent. Even non-pet people should find the space very suitable. There are no signs that other dogs had stayed there, the space, furniture and linens are all very clean. Great host, great place!

The stay was fantastic, we wanted a quick getaway for the weekend, and their home was the perfect spot. We enjoyed the space by the fire and the cleanliness of the spaces. We would love to come back for a longer stay.

Meaghan’s place was everything we needed and more! Loved the views, the waves, the sea breeze, the bird observing, the walks to Grass Island, the together time with family in a quiet, secure & well appointed setting. Meaghan equipped us with everything! She was very responsive to answer questions. This is one of those treasured memories. Can’t wait until we get back again to this special location! Thank you!

My 4 year old son and I had a wonderful stay! The house is comfortable, clean and has a well equipped kitchen for cooking. We enjoyed going to the private beach where beach chairs, life vests, toys, an umbrella, etc. are provided. There is an outdoor shower conveniently located under the house, along with a swing that my son had so much fun with. The neighborhood was quiet, seemed safe and the neighbors were friendly. Heather was welcoming and very responsive. Thank you!

The Cottage was a perfect blend of rustic and modern, thoughtfully appointed and had everything we could think of. Our big plus was the trust and no hassle from the hosts to include our beloved big dog. My husband and I came out to the North Fork for our October babymoon. The Cottage town area is very serene during the fall season, with most activity around the pumpkin farms. Our favorite things to do—take the dog down to the bulkhead in the mornings, spend the afternoons on a nature walk/winery nearby and nights at a local restaurant. Cons but not dealbreakers: Spotty internet often went in/out. Persistent fruit flies all throughout house, traps didn’t help. The listing advises of the Main House rental, we found it not very private to the closeby Cottage. With big glass doors and sheer curtains, you’re in plain view to the House at night. It felt too intimate for our preference to share the small beach with strangers 15 ft away, esp with their kids and our dog.

Our stay was perfect! The home was so clean and Denise even left us a baby gate for our 1 year old. Denise was very responsive and provided great recommendations of places to eat and things to do. There is a private beach across the street but we walked about .25 miles down the street to the Silver Sands State Park beach so that our 1 year old could play in more shallow water before high tide. We would highly recommend and will be back!

We had a wonderful stay at this lovely cottage! The location was perfect, with a beautiful, quiet beach just a short walk away. At low tide, the sandbar created a stunning and peaceful spot to enjoy. The house was cozy and comfortable, just the right size for a relaxing getaway. The outdoor area is newly built and thoughtfully designed—perfect for unwinding after a day at the beach or morning coffee. The neighborhood was private and very friendly, which made us feel welcome and at ease throughout our stay. Gail was an incredibly welcoming host, even leaving a handwritten welcome card that added such a personal touch. The house and kitchen had all the essentials, and we were pleasantly surprised to find the fridge stocked with basics, all complimentary. Overall, it was a fantastic experience with a host who truly cared about making our stay memorable. We’d highly recommend this place to anyone looking for a quiet, beachside retreat in a friendly community!

We lived our stay at Carey’s place and plan to come back next year. Amazing location if you want to relax and take a few days away from the city. The house is very cozy and comfortable with a great backyard facing the water. Thanks Carey!!

We had an amazing stay celebrating my 40th birthday. The home was beautiful, clean, and had everything we could possibly need. Michelle was extremely responsive, helpful with local recommendations and was a pleasure. The views at the home are breathtaking, and how cool is it to have a separate she-shed/man-cave!?! We would not hesitate to go back again and stay here again next year!

My stay at Chris and Ann’s listing was the perfect last stop on my stay in CT……beautiful, welcoming accommodations enhanced by the natural, peaceful, setting of the salt marsh and wildlife. It’s absolutely a favorite place the next time I’m visiting CT.

Words cannot describe the beauty of this location. The private island setting is serene, tranquil and luxurious. Sean and Jenny are impeccable hosts, and the house is spotless, cozy, comfortable and charming. The fact that it is so close to modern living and yet so incredibly secluded and peaceful is hard to comprehend. It is a true island escape, easy and accessible with gorgeous views, surrounded by nature. I cannot wait to go back again.

Charming house fully stocked with all necessities. All was very clean, comfortable and tidy with beautiful morning light from the east facing windows. A short walk with beautiful views of the Long Island Sound. It was very relaxing and we thoroughly enjoyed our stay!