Holiday rentals with a kayak in Ocean View

A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 278 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Townhouse in Bethany Beach

A prominent sign labeled 'Beach Pebble Square' stands in the foreground, leading to a cluster of multi-story townhomes. The building features multiple balconies and a light-colored exterior, set against a clear blue sky, highlighting the peaceful atmosphere of the area.

4.87 out of 5 average rating, 116 reviews

Beach Pebble Square, 1 BLOCK TO BEACH!

Spacious, cozy, townhome one short block from beach! Fully renovated throughout! Open kitchen, dining room, and cathedral ceiling living room. The main level has a cute/private efficiency called "The Captains Quarters". Upstairs, the king bedroom suite has a private deck, private bathroom, and double closets with a Smart TV. The second bedroom has a queen bed, bunk beds w/a trundle and a shared bathroom. The loft is cozy and cool, with two trundle daybeds and a full bed. Loft is best for kids*

A back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.

4.93 out of 5 average rating, 126 reviews

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

4.97 out of 5 average rating, 31 reviews

An aerial view of a well-appointed beach club showcases a spacious outdoor pool surrounded by lounge chairs and umbrellas. A tennis and pickleball court is visible, along with a serene pond nearby. The surrounding landscape features neatly arranged homes and lush greenery.

Townhouse in Ocean View

OceanViewBeachClub-minutes from Bethany Beach/Golf

Enjoy this spacious, 3br 2ba 1,300 sq ft NEW condo with 12ft ceilings 1.5 miles to Bethany Beach, a 5 min drive or a 10 min bike ride. Minutes from Bear Trap Dunes Golf Course and boardwalk This condo is part of the highly sought after Ocean View Beach Club, the first new construction beach club in Ocean View as you drive from Bethany beach. OVBC offers an amazing large outdoor pool- great for kids! Plus sauna, steam room, fitness center, billiards, basketball/pickleball court and more

Tiny home in Rehoboth Beach

A cozy bedroom features a double-sized bed dressed in a blue-striped blanket. A wall-mounted mirror reflects the space, and a small dresser is positioned nearby. A ladder leads to a colorful loft above, enhancing the room's vertically spacious design.

4.93 out of 5 average rating, 260 reviews

Adorable cottage, door-2-door parking! Bikes/Kayak

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS! 2 kayaks, beach toys, float toys, balls, tennis rackets, etc. for fun

5 out of 5 average rating, 29 reviews

A modern kitchen features a spacious island with four black bar stools positioned around it. White cabinetry is paired with stainless steel appliances, including a refrigerator and microwave. Natural light is provided by recessed lighting and a large window, creating a bright, inviting cooking space.

Home in Ocean View

Ocean View Paradise w/Hot Tub & Free Massages!

Our special place is close to everything for your DE beach visit! Make memories at our unique, updated Sharp Ocean View Paradise. Free access to a zero gravity, full body massage chair as you relax. Short discount to Bethany Beach and pools, gym, sports court and beach club community access. Enjoy a private hot tub, full range of games & arcade systems for your family sleeping up to 14. Enjoy grilling, large outdoor dining & access to full range of kayaks for canal access near our backyard!

4.85 out of 5 average rating, 121 reviews

A welcoming entrance to Angola by the Bay is captured at sunset, featuring a large, well-lit sign with the community's name. Soft hues of orange and purple fill the sky, and the surroundings include neatly landscaped greenery and a paved road leading into the community.

Cottage in Lewes

'Cottage by the bay', sleeps 8 near Rehoboth beach

This bayside getaway is a beautiful 'A' frame style cottage and is located along the Rehoboth bay with direct access to the water. The cottage is within the gated community of Angola by the Bay. About a block away from the front door is one of the three private crabbing/fishing docks, kayak launch and marina! Enjoy walking or biking along the water and trails throughout the community. The large pool is always a favorite too! Baywood greens golf is nearby also! Enjoy the beautiful sunsets!

4.97 out of 5 average rating, 33 reviews

An elevated beach house stands gracefully by the canal, with a spacious upper deck visible under a colorful twilight sky. Lush trees frame the property, while a wooden dock provides direct access to the water, creating a serene and inviting coastal atmosphere.

Home in Ocean View

Waterfront Retreat | Kayaks, Deck, Mins to Beach

Relax in this bright waterfront Bethany Beach retreat—perfect for sunny beach days and warm coastal nights. Enjoy a fully stocked kitchen, open living space, screened porch with canal views, and easy access to Bethany Beach, dining, and nearby coastal towns. ⭐ “Comfortable, cozy, spotless, and beautifully equipped—such a relaxing escape!” - Gianna 🌄 HIGHLIGHTS ✓ Waterfront canal views ✓ Minutes to Bethany Beach ✓ Screened porch + outdoor shower (perfect after beach days)

4.99 out of 5 average rating, 105 reviews

A wooden deck features two light green Adirondack chairs and a small round table, offering a view of the ocean through trees. The horizon showcases a bright blue sky with scattered clouds, enhancing the serene atmosphere.

Home in Milton

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see them.

4.99 out of 5 average rating, 136 reviews

A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.

Home in Ocean Pines

Charming Waterfront Cottage w/2 King Suites + Dock

Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

5 out of 5 average rating, 104 reviews

A wooden dock extends over calm water, surrounded by tall trees. A pair of Adirondack chairs provide a peaceful spot to enjoy morning sunlight filtering through leaves, creating a serene atmosphere perfect for relaxation.

Home in Newark

Secluded Waterfront 15mi to Beach•Kayaks•Fast WiFi

Casa Blue Heron is a 2,254 ft² (209 m²) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by Chincoteague Bay and near Assateague, Berlin, Ocean City, Snow Hill and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature... Wish I had booked an extra day!" Add us to your wish list by clicking the❤️in the upper-right corner.

5 out of 5 average rating, 25 reviews

The Blue Haven beach home is presented in a cottage style on stilts. The exterior features blue siding and white trim, with a welcoming front porch bordered by white railings. Large windows allow natural light to enhance the home's coastal design.

Home in Ocean View

Blue Haven near Bethany Beach (New Beach House!)

Blue Haven BRAND NEW beach home (Spring 2021) near Bethany Beach/close to bay and beach, cottage style home on stilts with an open floor plan, great room, 1st FL master, screened porch, cedar outdoor shower! Walking distance to James Farm Ecological Preserve. Decorated coastal style making use of the home's natural light, a clean aesthetic evoking the breeziness of the beach. It feels like summer year-round

Popular amenities for kayak rentals in Ocean View

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

A spacious dining area features a long wooden table surrounded by green and gray chairs. Large glass sliding doors offer expansive views of the surrounding wetlands, inviting natural light into the room. A modern chandelier hangs above the table, enhancing the dining experience.

4.95 out of 5 average rating, 64 reviews

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

An aerial view captures a large community pool surrounded by lounge chairs and blue umbrellas. Nearby, tennis courts and a playground are visible, with swings and a play structure. The setting is green and spacious, providing ample area for recreational activities.

4.93 out of 5 average rating, 29 reviews

Key West by the Bay Bungalow

5 out of 5 average rating, 20 reviews

The exterior of the waterfront home is showcased, featuring a large deck with wooden railing and steps leading up to the entrance. The house is painted in a calming blue, with multiple windows allowing for plenty of natural light. Secluded greenery surrounds the property.

Home in Bethany Beach

Waterfront Sunset View Family Beach House

A waterfront home is framed by lush greenery and mature trees. The house features large windows and a covered patio, emphasizing the connection to the scenic outdoor environment. A well-maintained dock is visible in the foreground, providing access to the water.

5 out of 5 average rating, 26 reviews

Coastal Retreat | Lakefront | Pool | Hidden Gem

Colorful armchairs with a fish pattern provide comfortable seating by large windows that offer views of the water and surrounding nature. A small green side table stands between the chairs, adorned with a vase of flowers.

4.8 out of 5 average rating, 46 reviews

The Oliver House

4.97 out of 5 average rating, 69 reviews

A welcoming approach to a spacious home is depicted, framed by tall trees reaching towards a bright blue sky. A neatly paved driveway guides the eye towards the house, with manicured lawns and colorful foliage adding to the inviting landscape.

Home in Ocean Pines

Coastal Oasis in Ocean Pines

The kitchen features modern appliances and a spacious island with seating for three. Natural light enters through a skylight and glass door, illuminating the light-colored cabinetry and countertops. A hallway leading to other areas of the house is visible in the background.

4.96 out of 5 average rating, 139 reviews

Woodsey Beach House - Beach, Lake, Woods!

4.94 out of 5 average rating, 36 reviews

A two-story beach house is surrounded by greenery, elevated on pillars above the ground. The exterior features light-colored siding and multiple windows. A wooden staircase leads to the main entrance, while a gravel area provides parking space beneath the house.

Home in Bethany Beach

Bethany Beach Classic

Cottage rentals with a kayak

4.92 out of 5 average rating, 63 reviews

The exterior of a two-story house features a modern design with a blue and white color scheme. Large windows allow natural light to fill the interior. A staircase leads to an inviting porch with white railings, while the surrounding landscape includes grass and shrubs.

Cottage in Milton

Sandcastle directly ON the beach

A light green cottage features a screened porch with red seating and a charcoal grill. White lounge chairs are positioned on the deck, which is surrounded by colorful flowerbeds and lush greenery, creating an inviting outdoor space for relaxation.

Cottage in Millsboro

4.48 out of 5 average rating, 25 reviews

Deck & Indian River Bay Views: Coastal Cottage

4.81 out of 5 average rating, 37 reviews

A cozy living area is highlighted by a comfortable striped sofa facing a light coffee table. A soft yellow armchair sits nearby, accompanied by a lamp. Sunlight filters through the large windows adorned with fabric valances, creating a bright and inviting space.

Cottage in Ocean Pines

Ocean Pines Beach House in the Woods

A fully remodeled kitchen features a large island with seating for six. Stainless steel appliances are positioned alongside quartz countertops. A ceiling fan provides airflow, and colorful wall accents add warmth. Natural light streams through the window, illuminating the modern design.

Cottage in Lewes

4.67 out of 5 average rating, 6 reviews

Lewes beach family cottage

4.99 out of 5 average rating, 207 reviews

A spacious kitchen with a large central island is featured, complemented by white cabinetry and stainless steel appliances. Natural light fills the room through the window, illuminating the dining area with a wooden table and blue chairs nearby, creating an inviting space for gatherings.

Cottage in Lewes

Ebb & Flow Beach House - Lewes Bay Beach Retreat

4.89 out of 5 average rating, 53 reviews

A cottage-style, two-story home is depicted with a light-colored exterior and pink shutters. The raised structure features a spacious deck with a railing. Sunlight filters through the trees, creating a warm ambiance around the property, which is surrounded by a white picket fence.

Cottage in Bethany Beach

Perfect Family Vacation. Summer is available !

A bright and open suite layout features a spacious bed, a kitchenette with modern appliances, and a small dining area. Natural light highlights the sleek design, while the wood-style flooring adds warmth to the space.

Private room in Rehoboth

4.56 out of 5 average rating, 9 reviews

Beach Suite 2 King Beds Pet Friendly Canalside Inn

A light grey cottage is shown with a welcoming front porch and white railings. Large windows allow natural light to fill the space, while landscaped flower beds add color at the base. A gravel driveway leads to the entrance, framed by greenery.

Cottage in Ocean Pines

4.78 out of 5 average rating, 18 reviews

Patio, Pool Access! Coastal Ocean Pines Cottage

Other holiday rentals with a kayak

5 out of 5 average rating, 72 reviews

The exterior of the Marylander Condominium building showcases a three-story structure with balconies, offering coastal views. Clear skies and the ocean are visible in the background. A sign indicates the condo number and highlights a Superhost. A parking area is nearby, emphasizing convenience.

Apartment in Ocean City

TOP 1% Premiere Condo VIEWS/Indoor Pool/Game Room

4.95 out of 5 average rating, 39 reviews

The front exterior of the house features a yellow facade with large windows and a welcoming doorway. A wooden deck is accessed by a set of stairs, and outdoor chairs are positioned for seating. Surrounding trees indicate a natural, wooded setting.

Home in Ocean Pines

Salty Serenity

Townhouse in Sussex County

A serene view of the Little Assawoman Bay is showcased at sunset, with soft pastel colors reflecting off the water. Marshland and grasses frame the landscape, and charming homes line the opposite shore, creating a tranquil atmosphere.

4.95 out of 5 average rating, 61 reviews

Waterfront Haven: Moments from the Beach!

A modern coastal-style home is pictured, featuring a spacious two-story structure with a covered front porch. Lush green landscaping surrounds the property, and a light-colored facade complements the clear blue sky. Driveway access is visible beneath the elevated home.

5 out of 5 average rating, 60 reviews

Cape Shores Luxury - NEW Pool, Beach, Pier, Park!

4.89 out of 5 average rating, 45 reviews

A spacious living area is highlighted by a large sectional couch adorned with decorative pillows. A coffee table with smooth stones is present, and a high-definition television is mounted on the wall. Floor-to-ceiling sliding doors open to a stunning waterfront view.

Townhouse in Ocean City

Ocean 14 - Amazing Waterfront Views & Beach Access

The exterior view captures a two-story house situated by the waterfront, surrounded by expansive wetlands and serene ponds. The vibrant green landscape contrasts with the blue water, providing a picturesque backdrop for relaxation. Nearby, the distant skyline is faintly visible.

4.97 out of 5 average rating, 67 reviews

Hot Tub & Pool Table Waterfront Home | 4King Beds

4.81 out of 5 average rating, 16 reviews

A tranquil bayside view is captured, with calm waters reflecting the clear sky. A small outdoor table adorned with a silver bucket and glasses sits on a deck, framed by white railings that lead to the water's edge.

Villa in Bethany Beach

Beach Cove Bliss