Vacation rentals with a kayak in New Haven

Find and book unique kayak rentals on Airbnb

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Popular amenities for New Haven kayak rentals

House rentals with a kayak

Guest favorite
Home in New Milford
4.96 out of 5 average rating, 85 reviews

The Getaway: Beautiful Waterfront - New Milford CT

Komal Kumar GoudRating, 5 stars2 weeks ago
Absolutely Magical Stay! I can’t say enough good things about this place! From the moment we arrived, we were blown away by the peaceful atmosphere and stunning views. The highlight, hands down, was the serene lake right in the backyard—waking up to the sound of birds and sipping coffee with that view felt like a dream. We especially loved the complimentary kayaks! Paddling around the lake during sunset was pure magic—calm waters, golden skies, and total tranquility. It felt like our own private retreat away from the world. The home itself was spotless, beautifully decorated, and super cozy. The hosts were incredibly thoughtful and responsive, making sure we had everything we needed. Whether you’re looking for a romantic escape, a relaxing solo getaway, or a fun adventure with friends, this place is a hidden gem. We’ll definitely be back!
Guest favorite
A charming house exterior is shown, featuring a spacious deck with an umbrella for shade. Kayaks are stored on a trailer beside the house, and a well-maintained lawn surrounds the property. Light filters through the trees against a clear blue sky.
Home in Branford
5 out of 5 average rating, 51 reviews

Beach House in Private Community on LI Sound

DanRating, 5 stars5 months ago
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.
Top guest favorite
Home in Brookfield
4.98 out of 5 average rating, 145 reviews

Stay at Old Dorset Farm & create lifelong memories

AlexandraRating, 5 stars1 week ago
It is simply a charming place that is saturated with love, respect and care! We loved staying there; its quiet comfort, warmth, tasteful atmosphere. It felt like we weren’t renting a house but were being guests and the host just stepped out for a second and will be right back. Ninka was very kind and accommodating to us; a great communicator; and extremely helpful. We are looking forward to coming back to the warmth and comfort of her house very soon!
Guest favorite
Home in North Fork
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars5 months ago
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️
Guest favorite
A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Top guest favorite
A wooden deck overlooks expansive marshland, with golden grasses swaying gently. The clear blue sky contrasts with the warm tones of the landscape. Nearby houses are visible in the distance against this tranquil backdrop.
Home in Milford
5 out of 5 average rating, 37 reviews

Lux cozy 2br/1ba Milford bungalow-walk to beach!

CarmenRating, 5 stars6 months ago
Beautiful home Amazing amenities and extremely clean. Will be renting again as my daughter is at college close by! So nice to know we can come and stay somewhere that feels like home …
Superhost
A coastal view is presented with sandy access leading to the water. Flanking the path, vibrant pink flowers in large planters add color. The house features a light exterior and is set against a backdrop of blue skies dotted with white clouds.
Home in Clinton
4.71 out of 5 average rating, 90 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

MaryRating, 5 stars6 days ago
This house was very good for me and my friends and we would love to go back!
Superhost
A sandy area is visible through an open space framed by wooden beams. The calm water of Long Island Sound extends into the distance, with a flag gently waving in the breeze. Rocks and a grassy patch are also seen nearby.
Home in Madison
4.89 out of 5 average rating, 44 reviews

Coastal getaway with water views in every room

KathyRating, 5 stars8 months ago
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!

Cottage rentals with a kayak

Top guest favorite
A spacious living area features large windows allowing for natural light and views of the surrounding landscape. The room includes a cozy seating arrangement with a leather couch and armchairs, alongside a dining table that accommodates several guests. A wooden staircase leads to a lofted space.
Cottage in Guilford
4.99 out of 5 average rating, 97 reviews

Waterfront Joshua Cove Cottage with private beach.

FrankRating, 5 stars5 months ago
We spent Thanksgiving in the beautiful Joshua cottage. This was one of the best Airb&b stays we have ever had. The hosts were wonderful- making sure we had everything we needed. The spot directly on the water is magical.
Guest favorite
The view from the front of a blue kayak showcases calm water reflecting a vast sky filled with gray clouds. Marsh grasses line the shoreline, with a few distant birds visible. The scene conveys a sense of tranquility in a natural setting.
Cottage in Milford
5 out of 5 average rating, 8 reviews

Salty Kisses Cottage Relax

KristinRating, 5 stars8 months ago
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!
A beach cottage is presented with a wooden walkway leading from the sandy beach to the entrance. A deck with seating and a kayak is visible, with a backdrop of a clear blue sky and greenery completing the scene.
Cottage in East Haven
5 out of 5 average rating, 4 reviews

Caroline Beach Escape

KimberlyRating, 5 stars8 months ago
Wonderful beach cottage. Exactly what we had expected with great charm and beautiful view. The beach cabana was definitely the best part. Suzanne was a wonderful host- very responsive and helpful!
Top guest favorite
A private deck offers a view of the Indian River, featuring a circular glass-top table surrounded by four black wicker chairs. A red grill is positioned nearby, and the wood-like flooring extends across the outdoor space, with a railing providing safety and privacy.
Cottage in Clinton
4.97 out of 5 average rating, 30 reviews

Cottage at the Marina

CarolRating, 5 stars6 months ago
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.
Guest favorite
Aerial view of a tranquil waterfront landscape featuring numerous small islands and rocky shorelines. The serene blue waters reflect sunlight, and a few scattered trees dot the land, enhancing the natural beauty of the coastal environment.
Cottage in Guilford
4.87 out of 5 average rating, 38 reviews

Your own Thimble Islands private cottage!

MichaelRating, 5 stars2 days ago
Everything about this stay was as near too perfect as possible. First Sean was proactive, quickly responded to any questions and his pre-visit communications were comprehensive. The pictures accurately describe the house but in reality, they do not do it justice. There are water views from every window. The place and views are amazing!! It is just what we were looking for, on the ocean, private and peaceful. Short drive to the village with shops and restaurants. Highly recommend for a couple who is looking for an escape, you will not be disappointed
An aerial view captures the sunset over a tranquil waterway, highlighting a cluster of homes along the shoreline. The lush surroundings contrast with the ocean, while the illuminated cottage, marked with a green arrow, stands elegantly within the scenic landscape.
Cottage in Guilford
5 out of 5 average rating, 4 reviews

SanctuaryCottageByTheSea-Kids, Pets, Waterfront

ChristelRating, 5 stars19 months ago
What an incredible experience! Was a bit hesitant after reading pets were allowed as one of our friends is allergic to dogs and cats - the cottage was super clean and no sign that a “furbaby” had ever been there. Had a personalized welcome letter for our party of 6, and favorite beverages thanks to advance questions and special touches from Mickey. Loved listening to the waves, reading by the fire and getting in a game of ping pong at the outdoor table. Every detail has been considered from the 3 charging stations to the guidebook and more. There are positive quotes and signs in the cottage and we were so relaxed and recharged. Will definitely book again. 5 stars all around! Thank you.
Cottage in Branford
5 out of 5 average rating, 7 reviews

Shore home in private community, away from it all

RyanRating, 5 stars8 months ago
Gwyn was an exceptional host and the cottage was absolutely perfect as a peaceful getaway. We would love to visit again when looking to get away from the hustle and bustle of the day to day!
Guest favorite
A serene view of an inlet bay beach is presented, featuring soft sandy shores leading to calm waters. A swan stands gracefully in the water, with the shoreline visible in the background, framed by trees and houses on the opposite side.
Cottage in Branford
4.96 out of 5 average rating, 45 reviews

Ret's Coastal Cottage w/Private Association beach

LauraRating, 5 stars6 days ago
Thank you !! We enjoyed our stay. The home is lovely and the area was so convenient to all ! The airport is 7 minutes away. Def would stay here again. Thanks again

Quick stats about vacation rentals with a kayak in New Haven

  • Total rentals

    20 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    980 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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