Vacation rentals with a kayak in North Sea
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Top-rated kayak rentals in North Sea
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House rentals with a kayak
Home in Port Jefferson
4.92 out of 5 average rating, 102 reviewsHarborfront Star
Jennifer's home right in the heart of Port Jefferson is so lovely. It looks over the ice-skating rink in Port, and with the whole town decorated so beautifully for Christmas, felt straight out of a Hallmark movie. We were three adults and two teens, and had more than enough room to have some privacy. All of the bedrooms were super comfortable. Sadly, we were there for a family emergency, and the host could not be more accommodating or responsive. We would definitely stay here again, and will recommend to others as well. This is such a better option than any of the hotels in the area, so much space and right in the heart of town, walking distance to everything. What else could you ask for?
Home in Montauk
5 out of 5 average rating, 29 reviewsHouse on Napeague Harbor, Amagansett
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.
Home in Branford
5 out of 5 average rating, 51 reviewsBeach House in Private Community on LI Sound
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.
Home in Patchogue
5 out of 5 average rating, 8 reviewsDavis Park Summer Retreat!
Great location, quiet beach community. Fire Island is very special with no cars and a laid back atmosphere. Bill’s place exceeded expectations and looked better than photos. Good communication with Bill and easy to find house and get into. The amenities were helpful: beach chairs, umbrellas, washer/dryer, outdoor shower. Had kayaks as well but we didn’t use them. It’s your typical beach cottage, has some wear and tear from years of loving use but spacious, clean and great AC. Nice outdoor area with either sun or shade depending on your preference. Definitely Recommend
Home in Old Saybrook
4.84 out of 5 average rating, 44 reviewsChalker Beach House Steps to the Water
Stayed here when I came back to visit my hometown-was a peaceful and beautiful New England cottage! The place had everything needed and was very clean! Would love to stay again in the summer time!
Home in Old Saybrook
4.97 out of 5 average rating, 119 reviewsYear Round Beach House in Old Saybrook, CT.- Pets
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!
Home in Southampton
4.95 out of 5 average rating, 154 reviewsWaterview, DogsStayFree! Kayaks, Ping-Pong
Amy and Roger are super friendly, thought of so many little extras to make us feel at home. Having a working fireplace was a delight. We took short walks to the pond with our dog. And a 12 minute drive brings you to Main St. A few more minutes driving brings you to Cooper’s Beach.
Home in Madison
5 out of 5 average rating, 24 reviewsWaterfront Beach House with pool
Meaghan is a superb super host . Communicating with Meaghan was super easy , very helpful, friendly and quick to respond back to all my inquiries. The house has amazing views of the water and kitchen is well equipped for cooking a gourmet meal. We had a family of 7 including an infant and a great time was had by all. Thank you Meaghan for a memorable vacation stay at your home !!!! We shall return !!
Cottage rentals with a kayak
Cottage in North Fork
5 out of 5 average rating, 12 reviewsLovely North Fork Beach Cottage (2 BR/2 bath)!
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.
Cottage in North Fork
4.89 out of 5 average rating, 28 reviewsPumpkins & Sunflowers! Cozy Cottage in the Fall!
Had a nice stay here with a group of people attending a wedding a short drive away.
Cottage in Milford
5 out of 5 average rating, 8 reviewsSalty Kisses Cottage Relax
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!
Cottage in Guilford
4.93 out of 5 average rating, 259 reviewsThe Cottage at Indian Cove
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!
Cottage in North Fork
4.98 out of 5 average rating, 43 reviewsStunning waterfront modern farmhouse with dock.
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!
Cottage in Clinton
4.97 out of 5 average rating, 30 reviewsCottage at the Marina
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.
Cottage in Branford
4.95 out of 5 average rating, 43 reviewsRet's Coastal Cottage w/Private Association beach
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!
Cottage in East Haven
4.93 out of 5 average rating, 29 reviewsCozy Cottage with Water Views Steps to the Sand
Christie was an excellent host! Her house was warm and welcoming, with a wonderful outdoor space. It was very clean and well stocked with everything you might need for your stay. The location was great, we loved having a private beach just steps away. All the neighbors we met were so friendly and kind. This property was perfect for our family of four. We highly recommend it, especially if you are looking for a calm, peaceful beach vacation. Wish we could have stayed longer. Would definitely love to stay here again!
Quick stats about vacation rentals with a kayak in North Sea
Total rentals
30 properties
Nightly prices starting at
$300 before taxes and fees
Total number of reviews
660 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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