
Vacation rentals with a kayak in Cutchogue
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Top-rated kayak rentals in Cutchogue
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House rentals with a kayak

Harborfront Star
Service was great. Upstairs bathroom is a little dated and traffic outside is a bit noisy, but otherwise great spot and value.

Direct Waterfront / Riverside
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.

Waterfront NoFo Cottage w/ public beach access
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.

Amagansett, Waterfront retreat
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!

Coastal New England Waterfront Home-The Reed House
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.

Riverfront Retreat in Oakdale
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 😀❤️

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!
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!

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

Beachfront Cottage Serene Private Beach, Kayaks
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.

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

Shelter Island Waterfront Getaway
Great stay, Maureen is very communicative and super helpful. Beautiful views

Waterfront Joshua Cove Cottage with private beach.
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!

Cheerful 3 Bedroom Cottage with Fire Place
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.

Charming Fairfield Beach 3BR Cottage By The Sea
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.

Ret's Coastal Cottage w/Private Association beach
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!

Cottage with Roger’s Lake Views
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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