Holiday rentals with a pool in Ocean View

4.96 out of 5 average rating, 28 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

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.

Superhost

The exterior of a charming end-unit townhome is shown, featuring a covered front porch with seating. Trees frame the home, and a well-maintained lawn extends from the front to the side. The inviting architecture showcases a classic white facade with a dark roof.

Townhouse in Ocean View

4.9 out of 5 average rating, 105 reviews

Sleeps 14 - Enjoy Golf, Shuttle to beach and pools

The best mix of beach, golf, fun and relaxation. Just 3 miles away from Bethany beach. Resort shuttle (in season) is available to take you just steps from the beach. For the golfers, a beautiful 27 holes. Steps from the front door, the Pavilion includes gyms, an indoor olympic pool, hot tub and sauna. An outdoor pool, clay tennis and pickleball courts are all located just steps from the home. Pet friendly with many families and dogs always walking! Wonderful restaurant in resort.

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, 14 reviews

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!

4.91 out of 5 average rating, 145 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 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!

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 Beauty Near Bethany-Community Pool; Linens

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!

A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.

4.96 out of 5 average rating, 159 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

4.95 out of 5 average rating, 256 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!

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, 39 reviews

Boho Beach Golf Villa

🌞🦀🏘️⛳️- 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!

A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.

4.96 out of 5 average rating, 279 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

5 out of 5 average rating, 8 reviews

Ocean View Retreat-off-season monthly availability

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.

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

4.96 out of 5 average rating, 24 reviews

A spacious living area features large windows revealing expansive ocean views. A cozy seating arrangement is positioned near a modern fireplace. Light-colored walls and a neutral coffee table complement the calming atmosphere, while sliding doors provide access to a balcony with additional seating.

Home in Ocean City

Direct Bay Front Epic Sunsets Rooftop Pool

A spacious living area features a large sectional sofa with nautical-themed cushions, complemented by a blue area rug. A dining table is set with place settings, while three framed coastal prints adorn the wall above. Natural light streams in from windows, enhancing the airy feel.

5 out of 5 average rating, 20 reviews

4BR|3BA Yard+Pool Bethany, Rehoboth, Ocean City MD

4.95 out of 5 average rating, 57 reviews

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.

Home in Lewes

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

5 out of 5 average rating, 27 reviews

The exterior of a charming two-story home features a light beige facade with white trim and a welcoming front porch. Spacious balconies extend from the second floor, and the well-maintained lawn complements the overall inviting appearance. A three-car garage is visible on the right.

Home in Selbyville

Bayside Family Oasis and Golf Retreat

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

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

5 out of 5 average rating, 12 reviews

A spacious living area features a comfortable sectional couch in soft gray, arranged around a round coffee table. A ceiling fan hangs above, contributing to airflow. A wall-mounted TV is positioned opposite, with colorful storage and toys visible on a nearby shelf.

Home in Frankford

8 Beds 10 min to Beach & Golf! Great for Groups!

Apartment rentals with a pool

Apartment in Rehoboth Beach

A serene bedroom features a spacious bed adorned with a textured navy quilt, flanked by two bedside tables with lamps. Natural light enters through a window, illuminating the light blue walls. A dresser and decorative mirror complement the calming atmosphere.

4.99 out of 5 average rating, 157 reviews

Family Friendly Top Floor Condo Near Boardwalk

A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.

4.91 out of 5 average rating, 330 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

Superhost

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.

Apartment in Bethany Beach

4.88 out of 5 average rating, 189 reviews

Beautiful Beach-View Condo

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

4.99 out of 5 average rating, 152 reviews

A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.

Apartment in Lewes

Mimi’s Place @ The Villages of 5 Points in Lewes

An open living area is highlighted by large windows that offer views of the bay and pool. A comfortable sectional sofa is positioned adjacent to a smart TV, while a modern dining table for four is visible next to the kitchen. The space features light-colored walls and natural wood flooring.

4.96 out of 5 average rating, 107 reviews

Gone Coastal *Pool* Bayside with view* Top Floor

4.97 out of 5 average rating, 194 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

Spacious Rental - Winterfest of Lights 11 mi.

The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.

4.95 out of 5 average rating, 299 reviews

Direct Oceanfront with a View and Amenities Galore

Other holiday rentals with a pool

4.86 out of 5 average rating, 22 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.

Apartment in Frankford

Pondview Villa: Beach Club Gem

Apartment in Sussex County

A spacious living area is furnished with a cozy blue accent chair and a large TV set atop a light-colored console. A woven bench adds texture, while a dining area with a table and woven chairs is visible in the background, enhancing the functional layout.

4.95 out of 5 average rating, 91 reviews

Eastern Shore Getaway: Bethany Bay

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.

4.92 out of 5 average rating, 37 reviews

Luxury Single Family, Waterfront w/Linens Included

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

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!

4.94 out of 5 average rating, 48 reviews

A welcoming living area is highlighted by a large window, allowing natural light to fill the space. Comfortable seating includes a sectional sofa and accent chairs around a coffee table. Decorative elements such as wall art and nautical accents add charm. A ceiling fan provides airflow.

Townhouse in Ocean View

Beach Vibes Only – Cozy, Clean, & Close to Shore

5 out of 5 average rating, 17 reviews

The eat-in kitchen features light grey cabinetry and quartzite countertops, complemented by stainless steel appliances, including a large refrigerator and dishwasher. A round pendant light hangs above a wooden dining table surrounded by four chairs, creating a functional and inviting cooking space.

Apartment in Frankford

After Sun

A serene beach scene is depicted with gentle waves quietly lapping at the shoreline. The sky showcases soft pastel hues of pink, purple, and blue, reflecting on the calm surface of the water. The sand appears smooth and inviting, transitioning seamlessly to the tranquil sea.