Holiday rentals with a pool in Ocean View

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, 110 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.

5 out of 5 average rating, 5 reviews

The exterior of a single-story home is presented, featuring a light gray facade with dark shutters. A two-car garage is visible on the left, while a welcoming front porch offers seating. Well-maintained landscaping with green shrubs frames the entrance, completing the inviting curb appeal.

Home in Clarksville

Gorgeous Home at Ocean View Beach Club

Your vacation awaits. This gorgeous 3-bedroom, 2 -bath, single-story home in the sort after resort of Ocean View Beach Club awaits. Relax with your family and friends in this home built for entertainment in a community with so many amenities, you will struggle to decide what to do. Nestled just minutes from Bethany Beach and area restaurants, Ocean View Beach Club has it all. Large outdoor pool, fitness center, vibrant clubhouse, library, shuttle service to downtown Bethany, need I say more?

4.91 out of 5 average rating, 147 reviews

An open living space features high cathedral ceilings with two large windows allowing natural light. A wooden coffee table sits in front of a full couch and loveseat. A fireplace is centered on the wall, with a TV positioned nearby. Elegant rugs cover the hardwood floor.

Home in Bethany Beach

Bright Open Floor Plan Family Beach Retreat

Everything you need to enjoy your time in Bethany! Our family home is a bright beautiful retreat to relax and enjoy yourself. Located on the 1st tee of the Salt Pond Golf Course. Community Pool & Gym just a two minute walk! Basketball, Tennis, Shuffleboard, Sand volleyball court, and Children's Playground access included. Grocery Store & Restaurants at entrance to the neighborhood (2 min drive or a 10 min walk!) Just minutes drive to multiple beaches, shopping, restaurants & family fun!

A spacious living area features a light-colored sofa and armchairs arranged around a circular coffee table. A modern fireplace is centered on the wall, with a large screen displaying coastal imagery above it. Natural light streams through large windows, illuminating the room.

5 out of 5 average rating, 14 reviews

5BR Coastal Luxury Near Bethany w/ Pool & Bikes

This 5-bed, 4.5-bath home in Ocean View, DE has been professionally and lovingly designed for optimum comfort and style. This 2,850 square foot home can easily accommodate 10 guests - with large rooms, multiple hangout areas - both indoors and outdoors, and plenty of upgraded features and amenities. The community features a pool for guests! This luxury home is perfect for multi-family groups or groups of friends reuniting for a memorable week at the beach. Stay in style at Tibbetts Point!

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.

4.95 out of 5 average rating, 257 reviews

A spacious master bedroom features a king-size bed layered with decorative bedding in soft hues. Natural light streams through multiple windows, illuminating the neutral walls and plush carpeting. A bedside table and a gray storage ottoman complement the tranquil atmosphere of the room.

Townhouse in Millville

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

Enjoy this Beautiful 3 Bedroom & 2.5 Bath Twinhome in Millville, DE. Perfect for Families! This home is within walking distance or short drive to Restaurants, Shops, Grocery Store and other Attractions & Most Importantly - only 3 miles to THE BEACH!! There is a Community Pool in the neighborhood. Many Toys, Games, Puzzles available for children. Home is No Smoking of Any Kind. Also No Pets, No Large groups/parties (10 people max.) or Senior Week rentals permitted. Book Today!

Holiday home in Frankford

A screened-in porch features a picnic table center and two reclining chairs arranged for comfort. An inviting hammock hangs nearby, with windows offering views of the serene outdoors. The space is illuminated by natural light, creating a relaxing environment for gatherings.

4.98 out of 5 average rating, 59 reviews

Spacious Vacation Home near Bethany Beach

This charming 3BR/2.5BA Bethany Beach getaway offers family-friendly fun. Relax in comfy bedrooms, game nights in the large family room, or chill in the loft office/TV area. Prepare meals in the fully-equipped kitchen & enjoy them on the outdoor living space with a peaceful pond view. Hike the Assawoman Nature Preserve, soak up the sun at Bethany or Fenwick , or marvel at wild horses roaming Assateague National Park (30 min). Create lasting memories at this tranquil retreat.

4.93 out of 5 average rating, 135 reviews

A serene pool area is visible, featuring a sparkling blue pool surrounded by lush greenery. A colorful inflatable unicorn floats in the water, while sun loungers and chairs are arranged nearby. The clear sky enhances the inviting atmosphere.

Guesthouse in Ocean View

Surf Shack with Private inground pool

*** Note*** Pool opens June 2025 New "surf shack" private beach cottage. Part of a restored 1940's cottage. Best sunset views around & just steps from your door! Close to Bethany Beach (6-10 minute ride) away from the noise of traffic & beach crowds. Within easy walking/biking distance of James Farm ecological park & beach. Community bay access is steps from the house. Beach chairs, towels, surfboards, boogie boards are available. 2 adults and 2 children max capacity

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.

4.91 out of 5 average rating, 47 reviews

Boho Beach Golf Villa- few days in July!

🌞🦀🌊⛳️- 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, 51 reviews

The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.

Home in Lewes

Luxurious Fine Linens, Aveda Spa amenities/Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

4.97 out of 5 average rating, 32 reviews

A serene bay view reveals lush green grasses flanking the water's edge, with charming condo buildings positioned along the shoreline. The calm water reflects the blue sky, creating a peaceful ambiance suitable for relaxation.

Condo in Ocean View

Bethany Bay Oasis - golf, pool, arcade, spacious

RELAXING GETAWAY ANY TIME OF THE YEAR! Brand new custom primary bathroom! This condo offers it all. You are minutes from the beach and steps away to beautiful water views. Amenities start in the condo with a Pac-Man arcade console with 12 classic games, board games, card games and a Margaritaville Blender! Then a community pool, tennis courts, pickle ball, volley ball, basketball and golf! Close to mini golf, arcades, ice cream and great restaurants!

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

Popular amenities for Ocean View rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A front porch features two white rocking chairs and a small side table, set against a backdrop of textured green wall panels. Soft lighting from a nearby lamp casts a warm glow, while decorative elements add charm alongside gravel and grassy landscaping.

4.96 out of 5 average rating, 68 reviews

Charming Cottage-Private Hot tub, Dock&Pool Access

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, 34 reviews

Ocean View Paradise w/Hot Tub & Free Massages!

4.98 out of 5 average rating, 55 reviews

A sunlit sunroom features large windows offering views of the surrounding greenery. A telescope is positioned for observation, while a small table and seating area invite relaxation. The space is comfortably decorated with a light-colored couch and a neutral rug on the tiled floor.

Home in Dagsboro

Beachy days and starry nights-Now with EV charger

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 coastal-inspired three-story home is presented with a welcoming façade. The exterior features light grey and white siding, a covered front porch with railings, and an expansive set of stairs leading to the entrance. The two-car garage is positioned below. Lush greenery is visible on the property.

4.94 out of 5 average rating, 33 reviews

6BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

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!

4.85 out of 5 average rating, 241 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

5 out of 5 average rating, 14 reviews

An open game room features a Ping Pong table in the foreground. A cozy sofa is situated nearby, accompanied by a television and a popcorn machine. A colorful mural reading 'GOLDEN SANDS' decorates the wall, complemented by ceiling fans and natural light from the garage door.

Home in Millville

Golden Sands: 3 Pools Beach Shuttle Game Room

Condo rentals with a pool

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.

4.9 out of 5 average rating, 165 reviews

Right on Silver Lake walk to the beach and town!

4.99 out of 5 average rating, 200 reviews

A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.

Condo in Lewes

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

A decorative wooden sign with a blue background and black lettering stating 'LIFE IS BETTER IN FLIP FLOPS' is placed on a neutral-colored surface. A small metallic sailboat sculpture is visible in the background, adding a nautical accent to the scene.

4.91 out of 5 average rating, 137 reviews

Salt Air Retreat - Rehoboth Beach

4.95 out of 5 average rating, 167 reviews

Condo in Ocean City

Steps to Beach, Pool, Family Friendly with Linens

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

4.97 out of 5 average rating, 214 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 Getaway with Marina View

A balcony view showcases the ocean, with serene waves and sandy shores. Large glass doors allow natural light to flood the interior, while outdoor seating and potted flowers add a charming touch to the space.

4.96 out of 5 average rating, 184 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

4.98 out of 5 average rating, 291 reviews

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Other holiday rentals with a pool

4.88 out of 5 average rating, 26 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

4.73 out of 5 average rating, 30 reviews

Apartment in Delaware

Cozy Condo: 2mi from Bethany Beach

4.67 out of 5 average rating, 3 reviews

Home in Millsboro

Resort Retreat: King Suites & Nature Trails

5 out of 5 average rating, 37 reviews

A spacious living area is furnished with a large sectional sofa and a coffee table. A modern standing lamp and a wall clock add functionality. An arcade machine is positioned nearby, providing entertainment. Natural light fills the room through a large window, enhancing the airy feel.

Townhouse in Millville

Tranquil and Spacious Retreat near Bethany Beach

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, 43 reviews

A serene outdoor area features a sparkling pool accompanied by a hot tub. Surrounding the space are several lounge chairs and a shaded patio with a large umbrella. Colorful flowers in planters add to the lush greenery and natural surroundings.

Home in Rehoboth Beach

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

4.94 out of 5 average rating, 34 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