Holiday rentals with a pool in Ocean View

5 out of 5 average rating, 10 reviews

An elegant entrance is showcased with a wide staircase leading to a grand front door framed by tall windows. Flanking the entrance, stacked stone pillars support the roof, and a patterned stone walkway is bordered by landscaped areas, enhancing the welcoming ambiance.

Home in Dagsboro

Pristine 4+ acre waterfront in Bethany Beach area

Welcome to serene coastal living at this stunning waterfront paradise in Dagsboro. Just 6 miles to the ocean, but with your own private beach, you may not want to start the car! Enjoy brilliant hues from captivating sunsets with friends and family from one of the 16 white Adirondack chairs on the property. Inside you will be WOWED by the soaring floor to ceiling windows featuring non-paralleled views of the Indian River Bay. Only 3 yrs old, this nearly 5000 sq. ft. home is secluded and spacious.

The coastal home features a welcoming façade with a light pink exterior and white railings. Lush green grass surrounds the property, while vibrant pink flowers add a pop of color in the front garden. A spacious front porch invites relaxation with multiple entry points.

4.87 out of 5 average rating, 111 reviews

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

Welcome to our coastal home in the charming community of Bear Trap Dunes! Bright, cheery home near beach, golf & activities! -On the golf course -Short drive to Bethany Beach -Great front porch with rockers -Screened back porch for dining & lounging -4 bedrooms, sleeps 7 -Community pool, tennis/pickleball, beach shuttle, gym, basketball, playground are available with purchase of community amenity pass The perfect place to chill & access all the beach area fun! Weekly Rentals are Sun-Sun.

The living area showcases a spacious arrangement of light-colored furniture, including an orange sectional and inviting armchairs. Large windows allow natural light to fill the room, complemented by a cozy fireplace. An elegant rug anchors the space, providing a comfortable atmosphere for relaxation.

5 out of 5 average rating, 14 reviews

Quiet & Cozy Beach House

Welcome to your perfect beach escape! Nestled in the quiet cul-de-sac within an upscale community of Ocean View, DE, this peaceful retreat offers the ideal blend of privacy, comfort, and coastal charm. Just minutes from the sandy shores of Bethany Beach and steps from the renowned Bear Trap Dunes golf course, this home is the ultimate getaway for rest and relaxation. Tucked away on a serene cul-de-sac, this home offers a sense of seclusion while still being conveniently close to everything.

A modern kitchen showcases a central island with seating for six. Light gray cabinetry complements stainless steel appliances, while decorative pendant lights hang above. A tile backsplash adds subtle color, and natural light fills the space through a window. The floor features warm wood tones that enhance the welcoming feel.

5 out of 5 average rating, 17 reviews

The Ocean View Retreat / Luxury Near the Beach!

Experience coastal luxury at this breathtaking home near Bethany Beach! With five beautifully appointed bedrooms, a spacious living room and a versatile loft for relaxation, every detail is designed for your comfort. The fully stocked kitchen invites culinary creativity while the expansive outdoor patio is perfect for gatherings. Explore the area effortlessly with ten new beach cruisers. Plus, enjoy access to the clubhouse loaded with amenities. Welcome to your unforgettable beach vacation!

An aerial view showcases a modern house surrounded by lush greenery. A private pool is visible in the backyard, accompanied by a spacious patio area. The screened porch and wood deck feature comfortable seating, inviting relaxation in a tranquil outdoor setting.

4.89 out of 5 average rating, 82 reviews

PRiVATE Pool, Peaceful, and Close to Bethany Beach

Private Pool is CLOSED until Spring. Unexpected oasis close to Bethany Beach, all the modern comforts, & private pool! This all-season rental includes a double fireplace, so be sure to pack your swimsuit in summer and favorite heavy books in winter. Equally perfect for family vacation or couple’s romantic getaway! New & comfortable mattresses, Internet, SmartTVs in living room, gameroom, master. Alexa in kitchen, RING doorbell, ECOBEE thermostat, parking, screened porch, unique artwork.

A modern two-story home features a light grey exterior with white trim and a black metal roof. The driveway leads to a spacious garage. Neatly manicured grass surrounds the house, with decorative shrubs positioned near the entrance. Windows are framed with black shutters.

4.96 out of 5 average rating, 56 reviews

Large home, pools & amenities, minutes to beach

Come enjoy Bethany Beach which is only 4 miles away, in addition to several other surrounding beaches. Our home is a spacious 5 bedroom 3 Bath home located in Bishop’s Landing. It is furnished to sleep up to 12 people comfortably. The house is located across the street from the community clubhouse, pool and playground. The neighborhood offers 3 outdoor pools (Seasonal), 2 clubhouses with workout facilities, tennis, pool table, ping pong, nature trails, picnic tables, fire pits and more.

The open-concept living area features a modern kitchen with stainless steel appliances and light wood cabinetry. A dining table is situated alongside a plush couch, all set against a soothing blue wall. Natural light brightens the space, which is adorned with a patterned rug.

5 out of 5 average rating, 9 reviews

Welcome to Blue Tide Escape

Welcome to Blue Tide Escape our family’s slice of beach heaven. Create special beach memories here! Relax by the pool or a quick drive to the beach. Explore nearby trails, and enjoy local seafood and breweries—all within walking distance. Note: Will not rent to parties, individuals or groups under 25. A valid drivers license will be required at booking. Please, no smoking on the premises. Pack N Play available at the house ( Graco) please bring your own bedding for this.

The living room features ample seating on a sectional couch, complemented by an area rug and coffee table. Natural light streams through large windows, illuminating the space. A TV and sound bar are mounted on the wall, enhancing the entertainment options.

4.9 out of 5 average rating, 40 reviews

Boho Beach Golf Villa- 2026 booking fast!

🌞🦀🌊⛳️- Relax, Explore, Repeat Step into an airy, stylish space designed for easy, laid-back days. Spend your time discovering local beaches, playing a round of golf, or exploring restaurants and shops. When it’s time to unwind, kick back on the patio, enjoy the fresh air, and settle into a cozy space. Boho Beach Golf Villa offers optional add-ons and thoughtful touches to make your stay even more memorable. Book your getaway today and start counting down to the shore!

5 out of 5 average rating, 10 reviews

Ocean View Retreat | Off-Season Monthly Stay

Unwind with the whole family at this tranquil 4-bedroom home in Ocean View, just 2.9 miles from downtown Bethany Beach and the Boardwalk. Enjoy a day by the ocean or take a short walk to the community pool for a more laid-back experience. Conveniently located near local restaurants and parks, this peaceful retreat is ideal for a relaxing getaway with family and friends! - All guests must be at least 25 years old, except for children with parents.

4.93 out of 5 average rating, 45 reviews

A sandy path leads from a wooden fence towards a clear blue ocean, with gentle waves visible in the distance. The scene includes patches of grass and shrubs on either side, under a bright sky with scattered clouds.

Townhouse in Ocean View

Bethany Beach Villa 1.5 miles from Bethany Beach

Welcome to your home away from home at the Delaware shore! Bethany Beach, Rehoboth Beach, Dewey Beach, Ocean City Maryland as well. Great Beaches , A Golfers Dream , 3 Great Golf Courses within minutes. 1.5 miles from Bethany beach and 4 other beaches within minutes. The 2020 Coastal Villa home is 2700+ square ft of great modern living space. Parking has a two car garage and up to additional 2 cars. Wifi: WalbornBeachHouse Password: Beachbird2024

Townhouse in Bethany Beach

A spacious living area is furnished with a comfortable gray sofa, an armchair, and a coffee table. Natural light enters through windows, while a ceiling fan offers a cooling breeze. A television is mounted on the wall, and a cozy fireplace adds warmth to the space.

4.85 out of 5 average rating, 374 reviews

Spacious Bethany Beach Retreat Pool Pickle Ball

Fully Equipped, all you need is a beach towel! Listed as one of Delaware's top Airbnb's! This is a perfect get away for family and friends. The beach is 1.5 miles away and the amazing pool is a 2 minute walk. The kitchen is fully equipped and the patio and yard add space for your stay. Tennis and Pickleball court access. Linens included and everything you may have forgotten. Families and friends return again and again to make memories.

Townhouse in Bethany Beach

The open-concept living area displays a light-filled space with a dining table featuring a decorative centerpiece. The adjoining kitchen is equipped with modern appliances. A comfortable seating area with a dark sofa is visible, along with access to an outdoor space through sliding glass doors.

4.86 out of 5 average rating, 90 reviews

Sea Colony Villa

Updated second floor 4 bedrooms, 3-bath condo! The main floor features the living room, dining area, well-equipped kitchen, full hallway bath, four bedrooms and access to the wraparound screened porch and deck. The 2nd floor with queen bed offers a full bathroom of its own. Central air conditioning, washer, dryer. No smoking. No pets allowed. No bookings for under 25 (someone in party must be 25)

Popular amenities for Ocean View rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a house is framed by tall trees and greenery, showcasing a patio area with a stone surface. A seating arrangement of black chairs surrounds a circular table, while potted plants add elegance to the space. The entrance features a welcoming porch.

4.96 out of 5 average rating, 91 reviews

Private Bungalow near Bethany Beach

5 out of 5 average rating, 106 reviews

Home in Frankford

Quiet 3BR Coastal Home Minutes to Bethany Beach

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.

5 out of 5 average rating, 30 reviews

Ocean View Paradise w/Hot Tub & Free Massages!

A spacious living area is depicted, featuring a large sectional sofa and two accent chairs. A coffee table sits at the center, with a modern stone fireplace adorned by a flat-screen television. Natural light enters through window panes, highlighting the plush area rug.

4.9 out of 5 average rating, 39 reviews

Luxury Single Family, Waterfront w/Linens Included

4.85 out of 5 average rating, 240 reviews

A wooded area features tall pine trees casting shadows on the soft ground covered with pine needles. In the background, the still water of a pond is visible, surrounded by foliage and gently reflecting the sky.

Home in Bethany Beach

Condo Villa 2B 2B, Walk 2 Beach Sl6

A two-story home is presented with a light yellow exterior and white accents. A welcoming front porch features steps leading to the entrance. Lush greenery frames the property, while a garage is visible on the left. The surrounding area is well-maintained with a neat lawn.

4.81 out of 5 average rating, 100 reviews

Bethany Beach House, Bear Trap Dunes Golf Course!

A community pool is featured, surrounded by a white picket fence. Several lounge chairs are positioned around the pool area, with sun umbrellas providing shade. The water is clear and inviting, reflecting the blue sky above.

5 out of 5 average rating, 21 reviews

The Sea Salt Retreat: Pool, Beach, Family Fun!

5 out of 5 average rating, 27 reviews

The exterior of a two-story home features a gray facade with white trim and a double garage. A manicured lawn surrounds the house, and a concrete driveway leads to the entrance. The architectural design includes multiple windows and an upper circular window.

Home in Clarksville

Gorgeous Seaside Paradise-Ultimate Family Getaway!

Condo rentals with a pool

4.93 out of 5 average rating, 141 reviews

The living room features a large window providing stunning ocean views. Two turquoise chairs and a comfortable blue sofa are arranged around a wooden coffee table. A patterned rug adds visual interest to the space, while a flat-screen television is mounted on the wall.

Condo in Ocean City

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

4.97 out of 5 average rating, 220 reviews

Two spacious beds with white bedding are positioned against a clean, white wall. A lamp and a small plant rest on a bedside table situated between the beds. Framed botanical artwork is displayed above each bed, adding a touch of nature to the serene space.

Condo in Lewes

Villa Del Sol, Beautiful stay near beaches/outlets

4.9 out of 5 average rating, 163 reviews

A circular glass table with four woven chairs is positioned on the patio, overlooking a tranquil lake surrounded by greenery. Sunlight filters through the trees, casting soft reflections on the water's surface.

Condo in Rehoboth Beach

Right on Silver Lake walk to the beach and town!

4.88 out of 5 average rating, 189 reviews

A circular swimming pool is surrounded by sun loungers and shaded umbrellas, inviting relaxation. The beach lies in the background, with a stretch of sandy shore and blue umbrellas, while guests enjoy the sun and water nearby.

Condo in Bethany Beach

Beautiful Beach-View Condo

4.98 out of 5 average rating, 244 reviews

A comfortable living area features a gray sofa with blue accent pillows and a textured rug. Large sliding glass doors offer a view of the ocean and access to a private balcony with outdoor seating. Natural light fills the space, creating a welcoming atmosphere.

Condo in Ocean City

Cozy oceanfront condo with stunning ocean views

4.88 out of 5 average rating, 128 reviews

A partial view of the ocean is visible from the balcony, showcasing the sandy beach and a section of the pool below. Beach umbrellas and chairs are arranged along the shore, set against a clear blue sky.

Condo in Bethany Beach

Featured on HGTV! Bethany Beach Ocean Front Condo

4.99 out of 5 average rating, 201 reviews

A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.

Condo in Rehoboth Beach

Renovated Condo Near Outlets, 3.5 Miles to Beach

4.97 out of 5 average rating, 206 reviews

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Condo in Ocean Pines

Ocean Pines marina view condo

Other holiday rentals with a pool

4.87 out of 5 average rating, 23 reviews

A scenic view of a pond is presented, bordered by residential homes that reflect a serene atmosphere. The sky is adorned with clouds, casting varying shades of blue and orange as the sun sets. A fountain can be seen in the pond, adding to the tranquil setting.

Condo in Frankford

Pondview Villa: Beach Club Gem

Townhouse in Bethany Beach

An end unit townhouse is seen, adorned with light grey siding and a welcoming front porch. Lush greenery frames the entrance, with steps leading up to the porch. The building features multiple windows, allowing natural light to enhance the home's exterior.

4.75 out of 5 average rating, 75 reviews

Walk, Bike or Shuttle to the Beach! New Kitchen!

A spacious single-story home features a covered front porch with two chairs, set against a well-maintained lawn. The driveway leads to an attached garage, and neighboring homes can be seen in the background, providing a sense of a friendly residential community.

4.73 out of 5 average rating, 33 reviews

Family Beach House | Pool & Porch

A serene community setting features several two-story condos surrounded by lush greenery. Well-maintained landscaping includes neatly trimmed bushes and trees, with a paved pathway leading through the area, inviting guests to explore the peaceful surroundings.

4.9 out of 5 average rating, 31 reviews

Hidden Heron in Bear Trap Dunes

5 out of 5 average rating, 5 reviews

Townhouse in Frankford

Bethany Beach Retreat with Pool

5 out of 5 average rating, 37 reviews

A bright and modern kitchen features sleek white cabinets and quartz countertops. A spacious island with seating for four is complemented by stylish pendant lighting. Stainless steel appliances, including a refrigerator and oven, are neatly integrated, providing an inviting space for meal preparation.

Villa in Ocean View

Luxury Bethany Beach Villa in Bishop's Landing

4.95 out of 5 average rating, 20 reviews

The exterior of the townhome is depicted, featuring a light-colored facade with a sloped roof. A front door in a soft blue hue is clearly visible, framed by two windows on either side. A flowering shrub is placed near the entrance, adding a touch of greenery to the setting.

Home in Bethany Beach

The beach is (always) calling.