Holiday rentals with a pool in Ocean View

4.94 out of 5 average rating, 119 reviews

The entrance to Bear Trap Dunes is highlighted by a brick sign adorned with the name, framed by vibrant flower beds featuring pink and white blooms. Tall trees line the pathway, contributing to a well-maintained and inviting landscape.

Townhouse in Ocean View

10VG at Bear Trap/Bethany Beach - Owner Managed

Welcome to your second home! Our bright & comfortably furnished 5 BR, 4 1/2 BA end unit rowhome sleeps 14 (+ baby) in a resort-like setting. You won't find a more generously appointed Airbnb with all of the comforts of home so pack lightly! We're ideally situated just steps away from Bear Trap's optional amenities, including a 27 hole golf course, restaurant, clubhouse, indoor & outdoor pools, tennis, pickleball, basketball, fitness, tot playground, & seasonal shuttle to nearby Bethany Beach.

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?

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, 15 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 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.

Guest house in Ocean View

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.

4.93 out of 5 average rating, 135 reviews

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, 45 reviews

Boho Beach Golf Villa- last minute summer opening!

🌞🦀🌊⛳️- 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!

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

4.93 out of 5 average rating, 28 reviews

Spectacular Accommodations! 4 bdr home , grill

The best place to stay in Bethany Beach , De is Bishops Landing in Millville! It’s 4.8 miles from Bethany Beach Boardwalk . This brand new 4 bedroom single family home with 2 master suites won't disappoint!! It has a large living area, kitchen , and dining areas, spacious outdoor deck access to golf within 3 miles , the community has a pool within walking distance of the house , Pickleball courts ! This is a great place to relax , and enjoy !

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, 376 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.

A modern two-story home is displayed with a stone-accented façade and well-maintained landscaping. The front entrance features a covered porch, while a driveway leads to an attached garage. A luxurious vehicle is parked in front, enhancing the welcoming atmosphere of the community.

4.96 out of 5 average rating, 28 reviews

Ocean View Oasis | Dog-Friendly, Pools, Amenities

Bring the whole family including your dog to this great place with lots of room for fun. Located in Bishops Landing, this new home with top notch amenities, like 2 community pools, tennis courts, and a dog park, is located 5 miles away from Bethany Beach. Seasonal community beach shuttle as well! *All guests must be 25 years old, except for children with parents. *Per HOA rules, renters must sign HOA agreement before their stay

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 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

A modern kitchen is displayed with stainless steel appliances and white cabinetry. A large island with seating is complemented by three wire bar stools. A dining table with blue chairs sits beside a glass door, leading to an outdoor area, while a striped rug adds a pop of color.

5 out of 5 average rating, 49 reviews

Modern Beach Retreat: 4miles to Bethany 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, 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!

Apartment rentals with a pool

4.97 out of 5 average rating, 224 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.

Apartment in Lewes

Villa Del Sol, Beautiful stay near beaches/outlets

4.99 out of 5 average rating, 196 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.

Apartment in Lewes

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Apartment in Rehoboth Beach

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

Apartment in Bethany Beach

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.

4.88 out of 5 average rating, 190 reviews

Beautiful Beach-View Condo

4.93 out of 5 average rating, 150 reviews

Apartment in Ocean City

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+

Apartment in Bethany Beach

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.

4.88 out of 5 average rating, 128 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

4.97 out of 5 average rating, 211 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.

Apartment in Ocean Pines

Ocean Pines Getaway with Marina View

Apartment in Rehoboth Beach

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, 183 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Other holiday rentals with a pool

4.73 out of 5 average rating, 30 reviews

Flat in Delaware

Cozy Condo: 2mi from Bethany Beach

4.92 out of 5 average rating, 51 reviews

An aerial view captures the Bethany Bay condominium complex, featuring vibrant green lawns and a scenic pool area. The surrounding landscape includes a golf course, tennis courts, and a marina with access to the bay, framed by a clear blue sky.

Apartment in Ocean View

Bethany Beach Luxury Resort 2BR condo, 2nd floor

Holiday home in Ocean View

An airy living space is observed from above, featuring a large sectional sofa surrounding a central coffee table. Natural light floods the room through multiple windows, highlighting a dining table that seats several. A ceiling fan hangs above, contributing to a comfortable atmosphere.

4.87 out of 5 average rating, 63 reviews

Fun and Sun in Ocean View! 5 bedrooms 12 guests

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

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

5 out of 5 average rating, 67 reviews

A cozy family room is presented with a large flat-screen TV mounted above a stone fireplace, featuring comfortable seating options, including a spacious sofa and a futon. Vibrant arcade games are visible against the textured wall, enhancing the entertainment options.

Home in Bethany Beach

Coastal Cottage! Walk to Beach!

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

A two-story house features light blue siding and white columns framing the entrance. Multiple windows with blue shutters line the façade, enhancing its charm. Neatly trimmed hedges and a porch with white railing create an inviting entryway, complementing the home's classic design.