Vacation 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.

4.97 out of 5 average rating, 29 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

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

Spectacular ocean views. Amazing amenities. Clean, comfortable, and updated interior. Come enjoy your oceanfront home away from home! Whether you are looking for a family vacation, a place for friends to gather, or a weekend away for two (or more), look no further. This wonderful condo with direct ocean views, located in Sea Colony, has something for everyone! It is a short walk to the beach, pools, tennis and basketball courts, playgrounds, and restaurants and shops in downtown Bethany Beach.

4.91 out of 5 average rating, 109 reviews

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

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, 25 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!

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.

5 out of 5 average rating, 106 reviews

The exterior of the single-family home is shown, featuring a welcoming entrance with a striped awning. A well-maintained front yard with shrubs and a tree provides shade, while the attached garage is visible on the left.

Home in Frankford

Quiet 3BR Coastal Home Minutes to Bethany Beach

Tucked away on a quiet cul-de-sac in a charming residential neighborhood, this inviting 3-bedroom, 2-bath, single-level home is a perfect coastal retreat—just 1.5 miles from Bethany Beach and the iconic boardwalk. Relax away from the crowds, then head into town in minutes for beach days, dining, shopping, and evening strolls. This home offers comfort, convenience, and a true beach-town feel. We include use of a Delaware State Park pass, giving you free access to state park beaches.

Guest suite in Ocean Pines

A bright, open kitchen area is visible, featuring modern appliances and a spacious countertop. Large windows allow natural light to fill the room. A comfortable chair sits beside a decorative rug, while a sleek ceiling fan contributes to the airy atmosphere.

4.99 out of 5 average rating, 135 reviews

Newly built bright and airy guest suite!!!!

FREE oceanfront parking pass with bookings. 2nd floor private suite with parking, patio/firepit, and self check-in private entry. We are located just minutes from the Ocean City beaches, quaint small town of Berlin, Ocean Downs Casino, Assateague, Windmill Creek Winery, restaurants, and outlets. Enjoy neighborhood amenities such as a waterfront Yacht Club with restaurant and live music (seasonal), golf, farm market, playgrounds, 5 pools/fee, (no pool on property) racquet club.

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!

4.95 out of 5 average rating, 92 reviews

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.

Condo in Sussex County

Eastern Shore Getaway: Bethany Bay

Fully furnished 2 Bed, 2 Bath condo near family friendly Bethany Beach, DE. Sleeps eight (one king, one queen sleeper, four twins). Refrigerator, washer/dryer, stove, dishwasher, toaster, Keurig coffee maker, Smart TVs, DVD, dishes, cookware. Sheets and towels provided. Guests bring food and toiletries. Community has tennis, pickleball, pool, playground, volleyball, basketball, small boat launch, and par 3 golf. 15 min to Bethany Beach, 35 min to Rehoboth. Great golf nearby.

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

Welcome to your perfect vacation retreat in Ocean View, Delaware! This stunning brand-new villa (built in 2023) offers everything you need for an unforgettable getaway. Located on the second floor with picturesque pond views, this 3-bedroom, 2-bathroom villa boasts 1300 square feet of luxurious living space. Become part of the vibrant Beach Club community and enjoy access to a wide range of amenities. Conveniently located 1.5-miles from Bethany Beach and 3 great golf courses.

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.

Popular amenities for Ocean View rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 23 reviews

A charming cottage exterior is showcased, featuring a distinctive A-frame design. The front porch is framed by wooden railings, while a path of stepping stones leads to the entrance. Surrounding trees provide a natural backdrop, enhancing the serene outdoor environment.

Home in Ocean Pines

Ocean Pines 2BR 1BA Cottage with Fire Pit

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

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

5BR/4.5 BA/Pool Next to House/ 1.5 miles to 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, 111 reviews

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

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, 38 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

5 out of 5 average rating, 70 reviews

A modern dining area features a rectangular table surrounded by six upholstered chairs. Large windows allow natural light to fill the space, with views of the surrounding trees. A stylish light fixture hangs above the table, and a door leads to the outdoor deck.

Home in Ocean Pines

OC Gateway: Modern 4BR/2.5BA home (dog friendly)

Condo rentals with a pool

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.

4.93 out of 5 average rating, 139 reviews

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

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, 335 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

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

Three condominium buildings rise against a clear blue sky, showcasing varied architectural styles with prominent glass and concrete facades. A sandy path leads toward the beach, bordered by a wooden fence that adds a natural touch to the coastal view.

4.96 out of 5 average rating, 112 reviews

Oceanfront Bldg.| 2 pools | Tennis | Game Room

4.84 out of 5 average rating, 177 reviews

Love Above the Waves-Best Ocean View & Heated Pool

4.98 out of 5 average rating, 113 reviews

A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.

Condo in Lewes

First Floor Comfort and Convenience

4.97 out of 5 average rating, 277 reviews

The living room features two full couches facing a coffee table, with a Smart TV mounted on a console nearby. A ceiling fan rotates above, while natural light filters through the sheer curtains. A dark accent wall contrasts with light walls, enhancing the space's depth.

Condo in Rehoboth Beach

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

4.84 out of 5 average rating, 222 reviews

Beachfront with a View and Amenities Galore

Other vacation rentals with a pool

4.74 out of 5 average rating, 47 reviews

A comfortable outdoor living area is situated alongside the water, featuring seating options including two armchairs and a sofa, arranged around a wooden coffee table. Decorative cushions add color to the furnishings, while a small area rug enhances the space, creating an inviting atmosphere for relaxation.

Condo in Bethany Beach

Bethany Beach Sea Colony Lakeside Sleeps 4

Vacation 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

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

Apartment in Bethany Beach

A spacious living area offers a view of the ocean through large glass doors. Natural light fills the room, where a light-colored couch and a small coffee table are arranged. A TV is placed on a white media unit, complemented by a lamp and decorative items.

4.89 out of 5 average rating, 37 reviews

Oceanfront 2BD/2BA in Sea Colony

5 out of 5 average rating, 6 reviews

A sandy path leads through a peaceful beach access area, framed by wooden posts and rope barriers. The golden hues of a setting sun reflect off the calm ocean waters, with wispy clouds scattered across the sky, creating a serene atmosphere.

Home in Bethany Beach

Stunning Coastal Retreat Home!

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

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!