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Vacation rentals with a kayak in Cutchogue

Find and book unique kayak rentals on Airbnb

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Popular amenities for Cutchogue kayak rentals

House rentals with a kayak

Guest favorite
Home in Port Jefferson
4.93 out of 5 average rating, 136 reviews

Harborfront Star

SteveRating, 5 stars1 week ago
Service was great. Upstairs bathroom is a little dated and traffic outside is a bit noisy, but otherwise great spot and value.
Guest favorite
Home in Waterford
5 out of 5 average rating, 6 reviews

Direct Waterfront / Riverside

JosephRating, 5 stars9 months ago
Jim’s place was great, with plenty to see in the area. We ended up spending most of the time enjoying the little beach and kayaks. Very cute house with plenty of room and we’ll stocked kitchen. The grill made for a perfect Labor Day cookout looking out at the water. Would stay again.
Guest favorite
Home in North Fork
4.94 out of 5 average rating, 32 reviews

Waterfront NoFo Cottage w/ public beach access

RobertRating, 5 stars6 months ago
Andrew and Kenneth were excellent hosts. Some of the most professional, responsive and attentive I have experienced. The home is cozy, and the space is really well used and appointed. Some of the appliances are a bit quirky -- like the washer/dryer, which isn't very effective; and the stove/oven which the hosts are aware needs some repairs. The location is lovely. Be prepared to listen to the ducks on the lake. They can be loud even during the night. The outdoor shower was the icing on the cake for me. I nearly stayed longer, except I had another opportunity overseas.
Guest favorite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars9 months ago
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!
Guest favorite
Home in Waterford
4.95 out of 5 average rating, 117 reviews

Coastal New England Waterfront Home-The Reed House

TimmRating, 5 stars2 weeks ago
Perfect location and accommodations for extended family to stay for a college graduation weekend! Clean, spacious and well appointed. Nice views and enjoyed using the kayaks on the bay. Garon’s responsiveness and communication were excellent.
Guest favorite
Home in Oakdale
4.86 out of 5 average rating, 28 reviews

Riverfront Retreat in Oakdale

JannetaRating, 5 stars1 week ago
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 😀❤️
Top guest favorite
Home in Milford
5 out of 5 average rating, 103 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

BethRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Old Saybrook
4.97 out of 5 average rating, 123 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

JohnRating, 5 stars2 weeks ago
Great stay and great host! Beautiful home and great location with short walk to the beach. House was fully stocked and clean. We enjoyed our stay and would come back!

Cottage rentals with a kayak

Guest favorite
Cottage in Branford
5 out of 5 average rating, 10 reviews

Beachfront Cottage Serene Private Beach, Kayaks

BasilRating, 5 stars9 months ago
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.
Guest favorite
Cottage in North Fork
5 out of 5 average rating, 14 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

ThomasRating, 5 stars3 weeks ago
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.
Top guest favorite
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars5 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 101 reviews

Waterfront Joshua Cove Cottage with private beach.

StanleyRating, 5 stars2 weeks ago
Annalise’s cottage is secluded, and right over the water of Long Island Sound. Glorious view of the sunset, yet still very private. It’s tucked away on a small peninsula, facing NW, and only 10 minutes from I-95 and downtown Guilford. It was very clean and tidy, not cluttered at all. Everything worked as advertised, and Annalise and her husband were very responsive to questions. We had a wonderful stay! We’ll be back!
Superhost
Cottage in Woodmont
4.85 out of 5 average rating, 82 reviews

Cheerful 3 Bedroom Cottage with Fire Place

MarciaRating, 5 stars1 month ago
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.
Top guest favorite
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars9 months ago
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.
Guest favorite
Cottage in Branford
4.96 out of 5 average rating, 48 reviews

Ret's Coastal Cottage w/Private Association beach

LauraRating, 5 stars1 week ago
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!
Top guest favorite
Cottage in Old Lyme
4.98 out of 5 average rating, 46 reviews

Cottage with Roger’s Lake Views

AngelaRating, 5 stars1 week ago
Nice and quite. Cabin like feel. Great place to get away from the hustle and bustle of life.

Quick stats about vacation rentals with a kayak in Cutchogue

  • Total rentals

    10 properties

  • Nightly prices starting at

    $180 before taxes and fees

  • Total number of reviews

    600 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

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