Holiday rentals with a kayak in Pleasure Island

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Top-rated Accommodation with a Kayak in Pleasure Island

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A spacious home is seen from above, featuring a private pool in the foreground and serene pond views beyond. Surrounding gardens provide a natural setting, while lush trees frame the landscape, creating a peaceful atmosphere.

Home in Wilmington

River Road Retreat - Heated Private Pool, Pond, Fi

Private pool, pond views, gardens, and a 10 minute drive to the beach! This home backs up to a nature preserve. Relax by the pool and tiki bar area watching TV or enjoying music. Pool Heater: Our pool is open and maintained year round. The pool heater can reliably generate heat as long as the outside temperatures are above 50 degrees which will generally be from March to November, however in our area it is not unusual for us to have warm days at any time of year. Many vacation rental propert

Outdoor spacesLocationParking

4.9 out of 5 average rating, 157 reviews

Top Guest favourite

A light-filled living area features a comfortable sofa, accent chairs, and a coffee table atop a textured rug. A wall-mounted television is positioned across from the seating. The open layout leads to a kitchen dining area visible in the background, illuminated by natural light.

Home in Wrightsville Beach

On Island Time

Beautifully located duplex in the tree lined Harbor Island community of Wrightsville Beach. Amazing view of Banks Channel from the top floor porch/sunroom along with the back door stunning sunset view over the marsh and elementary school. Enjoy riding our bikes, paddling on provided kayaks in Banks Channel across the street, a jog around the famous 2.5 mi loop, or a fun day at the beach! Easy 10-minute walk or very short bike ride to the beach, bars, restaurants, coffee, shopping, and ice cream

Outdoor spacesLocationDecor

5.0 out of 5 average rating, 146 reviews

Top Guest favourite

A wooden pier extends into serene waters, surrounded by lush marsh grasses and trees. The home is visible in the background, with sunlight filtering through the leafy canopy, creating a peaceful atmosphere. Reflections of the greenery are seen on the water's surface.

Home in Wilmington

Eagle Point on the Bay

Waterfront with pier, dock, our home and grounds are nestled on a secluded salt marsh tidal creek between the Intracoastal Waterway and Run of Little Creek tidal creek and across from Eagle Point Golf Club. Enjoy kayaking, fishing and crabbing for fun. Bicycle and walk on our quiet, dead-end street. Privacy and nature, yet with nearby beaches, restaurants, shopping, golf, boating opportunities. Nearby is the historic city of Wilmington on the Cape Fear River. Parties and events are not allowed.

LocationValueCheck-in

4.94 out of 5 average rating, 192 reviews

Top Guest favourite

A bright living space features a well-equipped kitchen with teal cabinets and stainless steel appliances. A cozy seating area with a brown sofa sits beside a faux fireplace. A loft ladder leads to the elevated twin bed area, enhancing the open feel of the room.

Guesthouse in Wilmington

Seagate by Wrightsville - Kayak & Foam Surf Board

Ideal location in your little piece of paradise. Down a gravel road, with spacious outdoor deck surrounded by nature, yet just under 3 Miles from Wrightsville Beach. Surf Board, Bikes, Outdoor Shower & Kayak with roof straps! Bike to Wrightsville Beach Brewery or Seagate Bottle Shop. Explore Airlie Gardens! Bike to UNC Campus. A tiny house inspired space with vaulted ceilings was built in 2023. With attention to detail & bits of attitude throughout, we know you’ll leave you wanting to come back

ValueOutdoor spacesWalkability

4.98 out of 5 average rating, 183 reviews

Top Guest favourite

A covered balcony is furnished with a table surrounded by four chairs, flanked by plush seating. A vase with yellow flowers sits at the center of the table. The views beyond showcase a serene river, bordered by trees displaying fresh green foliage.

Townhouse in Rocky Point

Riverfront Retreat (+views and kayaks)

Kick back & relax in a waterfront home surrounded by the peaceful sounds of nature. Both levels feature large sliding glass doors looking out onto balconies with gorgeous views of the River. Enjoy complimentary coffee listening to the birds, unwind on comfy furniture streaming your fav shows on smart TVs, indulge in homecooked meals in a fully stocked kitchen, and connect with your crew through a large selection of games and books. And if you want a little adventure, take two kayaks for a spin!

ValueLocationPets

4.87 out of 5 average rating, 327 reviews

Superhost

An artistic entrance features a charming front door with decorative glass panels. Unique sculptures are positioned on wooden elements, surrounded by greenery, highlighting the creative character of the house. Colorful wall art pieces are visible near the entrance, adding to the unconventional aesthetic.

Home in Wilmington

Family fun house near attractions

Unconventional art house. Located minutes drive from the beach, downtown, and Greenfield lake amphitheater . Relax and check out the nearby downtown bar, restaurant, and gallery scene. The historic river walk is always a crowd pleaser. The owner lives in the back unit and is available if any issues arise during your stay. They’re also on hand to care for the animals on the property, ensuring everything runs smoothly so you can relax and enjoy your visit.”

LocationValueComfort

4.77 out of 5 average rating, 146 reviews

Guest favourite

Apartment in Wrightsville Beach

Green Wave

Welcome to Ola Verde, a unique, cozy and centrally located condo overlooking 180 degree water views of Banks Channel. Best for couples or small families. The views simply can't be beat along with the relaxing shady porch and proximity to local shops and restaurants. Park the car for the duration of your stay and immerse yourself as a local with a walk or bike ride to the beach, coffee, bite to eat or concert in the park. Lots of amenities on site as well

LocationValueView

4.91 out of 5 average rating, 202 reviews

Superhost

A spacious two-story duplex presents a light gray exterior with multiple balconies. The front features a covered entry beneath the second floor, while the ample driveway allows room for vehicles. A lush green lawn adds to the welcoming appeal of the home.

Home in Carolina Beach

The Kure at Carolina Beach!

Welcome to our home located right on the border of Carolina Beach and Kure Beach. We are less than a 10 min walk to the beach and a block from the greenway. This spacious, beautifully furnished and decorated 4-bedroom, 3-full bathroom duplex sleeps and hosts 10 comfortably, has awesome outdoor living areas with two porches, backyard deck, fenced in yard, and a private outdoor shower and comes ready to enjoy with all bedding, sheets and towels included.

ValueOutdoor spacesBarbecue

4.89 out of 5 average rating, 200 reviews

Guest favourite

A calm waterway reflects the expansive sky dotted with soft clouds. Lush green marsh grasses line the banks, creating a serene landscape. A small island is visible in the distance, along with a boat gliding gently across the water's surface.

Cottage in Wilmington

Waterside Cottage 'HoriZen'

This is a recently renovated rustic 1947 cottage with an outstanding view of and access to the Intracoastal Waterway. It is perfect for meditation or quiet time by the water's edge, or for fishing, art, reading, writing, kayaking or paddleboarding. It is close to Wilmington, Wrightsville Beach, Topsail Island and Hampstead where there is shopping, restaurants, outdoor and cultural activities and beautiful beaches. It's old, but it is full of charm!

LocationValueAmenities

4.9 out of 5 average rating, 396 reviews

Guest favourite

A deck overlooking the water is furnished with two blue Adirondack chairs beside a small table. The wooden surface is complemented by views of the dock and lush greenery, creating a serene space for relaxation.

Apartment in Wilmington

Sea Breeze - "Off the Grid "Paradise

Carolina Low Country relaxation on a rural mini farm. Direct water access for fishing, boating and swimming .Bring your boat (canoe and Kayaks on site) and/or bikes! Several decks and patios to fish and watch the boats and dolphins pass .Firepit, propane grill, Tiki Bar , bikes and huge hot tub . First floor apartment with a king, queen, 2 twins , private bath. There is a seperate living room, dining / KITCHENETTE area with own patio.

LocationOutdoor spacesCondition

4.87 out of 5 average rating, 211 reviews

Top Guest favourite

The exterior of the bungalow features a light-colored facade and a welcoming porch with two teal chairs. Large windows allow natural light in, surrounded by lush greenery and mature trees that provide shade.

Bungalow in Oak Island

300 Steps To The Beach - Stone’s Throw Bungalow

Book now for spring and summer! Easy beach access with no parking worries! Amazing location (literally 300 steps to the beach). Stone’s Throw Bungalow has been newly renovated. Pristine home is perfect for your family! One level living. Situated in the Yaupon area, it’s on the water side of the island with direct beach access. Beautiful oaks canopy the porch. Seasonal requirement 6/7-8/23 Sat to Sat only.

Outdoor spacesValueSleep quality

4.99 out of 5 average rating, 204 reviews

Guest favourite

Home in Oak Island

Ocean front,pet friendly,fenced yard

Welcome to “The Boys of Summer Rentals,” a favorite oceanfront escape with direct beach access and a fresh new feel. Unwind with sunset views from the deck, enjoy fast WiFi and smart TVs, and walk just minutes to shops, dining, and groceries. Step straight from your fenced yard onto the beach—perfect for kids and pets. Soak in unforgettable sunsets from the spacious sun deck or relax on the covered porch.

LocationOutdoor spacesQuiet

4.79 out of 5 average rating, 112 reviews