Vacation rentals with a kayak in Pleasure Island

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Popular amenities for Pleasure Island kayak rentals

House rentals with a kayak

Guest favorite
A modern one-story beach home is framed by palm trees in the front yard. The exterior features light blue siding and large windows, allowing ample natural light. A paved driveway is visible, leading toward the entrance. Lush greenery can be seen in the background.
Home in Kure Beach
4.95 out of 5 average rating, 61 reviews

A Salty Beach HGTV Featured Home

Angie Rating, 5 stars1 week ago
Love everything about the house very clean. Enjoy my stay there Chris was very helpful with everything.
Top guest favorite
An aerial view showcases a two-story coastal home with a blue roof situated on a private peninsula. Surrounding waters reflect the sky's colors, with unspoiled land and marsh areas visible nearby, offering a serene backdrop of nature.
Home in Wilmington
5 out of 5 average rating, 6 reviews

Ocean Vibes on the ICWW. w/pier and on peninsula

LindsayRating, 5 stars2 weeks ago
Wonderful place! The sandbar was the most amazing part! We loved kayaking around and swimming! We will be back for sure!!
Superhost
A screened-in back porch features colorful seating and a ceiling fan. A small table and a cooler are visible, contributing to a relaxed outdoor atmosphere. Sunlight filters through the screens, illuminating the space and providing a view of the surrounding yard.
Home in Oak Island
4.81 out of 5 average rating, 63 reviews

Oak Island Home w/ Yard < 1 Mi to the Beach!

ScottRating, 5 stars2 weeks ago
Great weekend stay. Close to the beach, Southport and Bald Head Island. Host was very responsive and attentive. Our daughter even forgot an item that they found and sent back to us!
Superhost
A well-lit kitchen features wooden cabinets and a granite countertop. Three pendant lights hang above a spacious island, which is accompanied by four wooden stools. A stainless steel refrigerator and a stove are visible, along with plants and utensils adding a touch of greenery.
Home in Wilmington
4.81 out of 5 average rating, 93 reviews

Charming Dog-Friendly Apartment

SiobhanRating, 5 stars2 weeks ago
Very clean and very comfortable. The host was very helpful and accommodating. The location is an easy 15 minute deive to the beach. I thought the renatal space might have some beach gear like an umbrella or towels but did not. I would recommend to others.
Top guest favorite
The Hammock House is positioned amidst marshlands, showcasing a serene sunset sky. The two-story home is visible, with a covered front deck and steps leading toward the marsh. Surrounding vegetation adds to the tranquil atmosphere of this coastal retreat.
Home in Oak Island
4.99 out of 5 average rating, 75 reviews

Great Marsh View & 2 Blocks to Beach-LongStayDscnt

KerriRating, 5 stars2 weeks ago
We loved the hammock house! It was so peaceful and beautiful. It was also very convenient to be able to walk to the beach easily and there were amazing restaurants and plenty to do nearby. We will be back!
Guest favorite
A spacious living room features large triangular windows that allow natural light to fill the space. Plush seating surrounds a wooden coffee table, and a decorative plant adds a touch of greenery. The serene view of the lake is visible through the windows.
Home in Southport
4.89 out of 5 average rating, 44 reviews

Great For Golf! Waterfront House Near The Beach

JerseyRating, 5 stars1 month ago
LOVE LOVE LOVED this place. Slade was amazing to work with as well! He responded quickly! Had an amazing weekend!
Guest favorite
The exterior of a two-story house features a covered entry and a wide staircase leading to an upper deck with seating. The ground level includes an open area with seating options, surrounded by grass and stone pathways. The clear sky provides a bright backdrop.
Home in Holden Beach
4.96 out of 5 average rating, 26 reviews

Canal, Boat Dock, Quick Beach Access

DinaRating, 5 stars2 months ago
We have vacationed at the NC Coast for 20+ years. This was our first trip to Holden Beach and staying on a canal. We brought our boat and I think this was probably my favorite vacation at the coast ever! The house was PERFECT... the layout and all the amenities were great. Having the kayak and paddleboard was a great addition and the upper deck overlooking the canal was amazing. We didn't use the tiki bar below but I did use that space for exercising - it was wonderful to look out over the water and the breeze was perfect! All in all, it was a wonderful stay and the owner, Christopher, was so great with answering any questions I had. We were very lucky to have been able to spend time here - we will definitely be back again!!!
Top guest favorite
An open-concept living area features a cozy sectional sofa and modern electric fireplace. Large windows provide natural light, while a dining area with elegant pendant lighting accommodates several guests. A mix of potted plants and decorative cushions adds to the inviting ambiance.
Home in Bald Head Island
5 out of 5 average rating, 39 reviews

Luxe & Family Friendly - Kayak Our Dock, 2 Clubs

DanaRating, 5 stars2 months ago
Five Stars All the Way! We had the most incredible stay at Vaycash on Bald Head Island! From the moment we walked in, it felt less like a rental and more like staying at a dear friend’s beautiful home. Stef has thought of everything—the home is gorgeously decorated, full of charm, and stocked with more amenities than any place we've ever stayed. This was hands-down the most above-and-beyond experience we’ve ever had with an Airbnb. Every detail was thoughtfully done—from the fully equipped kitchen (a dream to cook in!) to the peaceful, tucked-away location in the woods that gave us the perfect mix of relaxation and adventure. The golf cart made exploring the island a breeze, and the kids were thrilled with the bikes and kayaks. Stef’s generosity and attention to detail made this getaway truly special—we didn’t want to leave! We can’t recommend Vaycash highly enough and are already dreaming about our next visit.

Cottage rentals with a kayak

Superhost
An aerial view captures a serene waterfront property surrounded by lush greenery. The home features a light-colored exterior and is positioned strategically near the water's edge, with several boats visible in the distance. The landscape includes marshy areas and a clear blue sky.
Cottage in Surf City
4.58 out of 5 average rating, 12 reviews

A Turtle's View-Waterfront-Dock-Kayaks-Paddle Boar

JessRating, 5 stars10 months ago
We had a great long weekend stay. The house exceeded our expectations, was spacious and the views were incredible. Only a half mile drive to the bridge leading to the surf city pier.
Top guest favorite
A cottage is nestled among large trees, featuring a welcoming front porch with a black railing. The exterior showcases a blend of white walls and dark accents, with a hint of the American flag displayed. Sunlight filters through the tree canopy.
Cottage in Oak Island
5 out of 5 average rating, 59 reviews

Cottage under Oaks, quiet street w/ dock, Kayaks

LanaRating, 5 stars1 day ago
We had such a wonderful stay at this cozy vintage beach cottage! Tucked away on a quiet, peaceful street, it was the perfect retreat for a relaxing getaway. The welcoming front porch was a favorite spot to sip morning coffee and enjoy the breeze. Inside, the cottage has a charming coastal vibe with vintage touches that add character and warmth. It’s clear that a lot of thought went into making it both stylish and comfortable. The space was clean, well-kept, and incredibly well-supplied with everything we needed—from kitchen essentials to beach gear. If you're looking for a place with personality, tranquility, and easy access to Oak Island’s beautiful beaches, this cottage is a fantastic choice. We’d definitely come back!
Guest favorite
A spacious deck is visible, featuring table and chairs designed for outdoor dining. The view includes a tidal canal with a floating dock and a wooden platform. Nearby houses can be seen nestled along the water's edge amidst green grass and gentle landscaping.
Cottage in Ocean Isle Beach
5 out of 5 average rating, 49 reviews

Newly Renovated Cottage on a Tidal canal

NikkiRating, 5 stars3 days ago
Beautiful home and a very convenient location. The house was very clean and had everything we needed.
The inviting living area features a comfortable sofa and a round coffee table centered on a patterned area rug. A wooden entertainment unit holds a flat-screen TV, while a wall of built-in shelves displays books and decorative items, adding character to the space.
Cottage in Wilmington
4.83 out of 5 average rating, 12 reviews

Charming Wilmington Cottage - Walk to Downtown!

MaureenRating, 5 stars1 week ago
This was our second time staying at this house. It’s very comfortable, beds have great mattresses, kitchen has everything you need. The walk to town is safe and easy. Savoir Latin restaurant is 5 minute walk, fabulous food. Highly recommend this location. Tucked away from traffic, driveway parking and relaxing front porch.
Guest favorite
A spacious living area features a comfortable light-colored sectional sofa paired with two navy blue armchairs. Natural light enters through the large windows, highlighting the wooden flooring and a patterned area rug on the ground. Ceiling beams and soft lighting create a cozy environment.
Cottage in Bald Head Island
4.94 out of 5 average rating, 52 reviews

The Surf Shack at BHI: 2Br East Beach cottage

CynthiaRating, 5 stars2 weeks ago
Perfect place for our 20th Anniversary get away. Loved the house. Comfortable bed! Wonderful stay. Will definitely stay here again. Friendly host who got back promptly.
A two-story home is surrounded by trees, providing privacy and a natural setting. The ground-level features a large parking area, while the spacious deck above showcases multiple large windows, allowing for ample natural light and scenic views.
Cottage in Carolina Beach
4.73 out of 5 average rating, 15 reviews

Georgia On My Mind, Family Cottage

AngelaRating, 5 stars10 months ago
This is a beautiful home. We really enjoyed our stay. This home is in a beautiful neighborhood. Everyone was very friendly. Short walk to the beach and canal. Golf cart is definitely worth having as everything you would want to do is just a short ride and offers free parking. Home is equipped with everything you would need. Very clean and private. Great if you have kids. Homeowner is great as he always responded quickly to any questions I had prior to our arrival. Once you are there, the detailed instructions provided will guarantee a great stay. Definitely recommend and hope to return again.
Top guest favorite
A charming cottage exterior is framed by two trees, featuring a covered porch with white railings and a central circular window. An American flag is displayed by the entrance. Seasonal flowers are planted in garden beds surrounding the home, while a grassy area adds greenery.
Cottage in Oak Island
5 out of 5 average rating, 30 reviews

Cozy cottage

KaitlinRating, 5 stars10 months ago
We loved our stay here! Such a cute and comfy cottage, perfect for a beach trip; it comes stocked with pretty much everything you could ask for. Loved that it was walking distance to so many shops and restaurants, as well as beach access points, while also being tucked away down the street for a peaceful and quiet night's sleep. Todd was an excellent host as well, very friendly and responsive. Thanks so much!!!
Top guest favorite
A spacious bedroom is highlighted by a large king-sized bed adorned with neutral bedding. Natural light filters in from a window nearby, complementing the serene color palette. A vintage barn door adds character, while a cozy chair and a side table provide additional seating and functionality.
Cottage in Wilmington
4.97 out of 5 average rating, 73 reviews

Coastal Country Cottage

KaylaRating, 5 stars5 days ago
We had such a lovely stay at the Tew Cottage! Conveniently located near your beach of choice and downtown areas. The cottage was spotless and well decorated, we felt right at home. Sharlene is a wonderful host and was extremely kind and attentive. We will definitely be back!

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