Holiday rentals with a pool in Ocean View

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.

4.94 out of 5 average rating, 126 reviews

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.

ValueFamilyHot tub

A cozy living area features a light blue sectional couch adorned with patterned cushions. A round, patterned coffee table is positioned in front, complemented by a lamp and artwork on a neutral wall. A small decorative plant brings a touch of greenery.

4.98 out of 5 average rating, 56 reviews

Cozy Bethany Beach Retreat

Welcome to our home away from home! My husband and I have poured a lot of love into this place so that it can be somewhere that is welcoming for all. We value peace, tranquility and comfort and have a deep sense of connection to the beach and ocean. All year round, Bethany is a special place with great food and great people. We are an easy bike ride, walk or short 1 mile drive to the beach and about 15 minutes from Rehoboth, Dewey and Ocean City. We look forward to welcoming you to our home!

ValueLocationGrill

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.

4.95 out of 5 average rating, 43 reviews

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

FamilyLocationParking

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.

4.88 out of 5 average rating, 112 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.

FamilyValueComfort

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.

4.92 out of 5 average rating, 121 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.

LocationFamilySleep quality

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, 79 reviews

Charming Cottage-Private Hot tub, Dock&Pool Access

This lovely 2 level cottage has all you need for the most memorable beach getaway. Located in a private community, you can enjoy the community pool and dock with bay access and much more. Hangout poolside, or explore the adorable Bethany Beach town less than 2 miles away. Three 3 bedrooms, 2 full baths (plus an outdoor shower!) and parking for 5 cars, there's room for everyone. An enclosed backyard oasis, adorable front porch, 4 TVs, WIFI, and games to wind down making relaxation a breeze.

LocationFamilyView

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.

4.91 out of 5 average rating, 149 reviews

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!

FamilyValueLayout

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.

5.0 out of 5 average rating, 43 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!

LocationValueHospitality

Superhost

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.

4.95 out of 5 average rating, 22 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!

FamilyLocationGrill

5.0 out of 5 average rating, 117 reviews

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.

ValueLocationQuiet

The living area features a comfortable arrangement of seating including a gray sofa, an armchair with patterned upholstery, and a coffee table at the center. A television is mounted on the wall, and soft light is provided by a lamp on a side table. Large windows allow natural light to fill the space.

4.94 out of 5 average rating, 218 reviews

A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball

Listed as one of Delaware's top Airbnb's this fully equipped condo feels like your own personal beach home! This is a perfect getaway for family and friends. The beach is 1.5 miles away and the pool a 2 minute walk. The kitchen is fully equipped for cooking and children. Sunroom with pullout bed and play area. Deck for relaxing. Tennis and Pickleball court access. Located 5 miles from Ocean City and Dewey, 10 miles to Rehoboth Beach. located n the Quiet Beaches of Bethany.

FamilyLocationBiking

A charming beach house is set on stilts, featuring a pink exterior with white shutters. The front porch offers a welcoming entry, surrounded by a landscaped yard with trees. Gravel driveway and a white picket fence enhance the appealing exterior in a tranquil neighborhood.

4.98 out of 5 average rating, 105 reviews

The Big Chill at Bethany Beach

The Big Chill at Bethany Beach is our whimsical family beach house in the Clearwater community, just two miles from the Bethany Beach boardwalk. We've thought of everything so that you don't have to. Spacious bedrooms with fine bed and bath linens; fully stocked kitchen with cookware and spices; smart TVs and Nintendo Switch; lots of books and board games; screened-in porch and open-air deck; and comfortable furnishings throughout. And bring your dogs; they're family, too!

LocationFamilyOutdoor spaces

Popular amenities for Ocean View rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 20 reviews

Ocean View Retreat | Pool + Minutes to Beach

LocationFamilyCondition

A spacious living area is highlighted by a sectional sofa adorned with teal and white accent pillows. A round coffee table sits on a large area rug, while a dining area in the background features a long table with multiple chairs. Soft lighting illuminates the open space.

4.93 out of 5 average rating, 15 reviews

Gorgeous Retreat at Beach Club

FamilyLocationCleanliness

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.

4.95 out of 5 average rating, 43 reviews

6BR/4.5 BA/Pool next door to Home/ Guest Favorite

LocationFamilyDecor

Superhost

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.

4.84 out of 5 average rating, 45 reviews

Luxury Single Family, Waterfront w/Linens Included

FamilyLocationGetting around

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.

5.0 out of 5 average rating, 92 reviews

Coastal Cottage! Walk to Beach!

LocationFamilyKitchen

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.

5.0 out of 5 average rating, 26 reviews

Quiet & Cozy Beach House

LocationFamilyWalkability

A sandy path leads towards the beach, framed by wooden fencing. Tall grass sways gently in the foreground as the sun sets, casting a warm glow over the tranquil ocean waves. Soft, golden light enhances the serene beach atmosphere.

5.0 out of 5 average rating, 19 reviews

Spacious Beach Escape | Sleeps 12 | Near Bethany

LocationFamilyComfort

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.

5.0 out of 5 average rating, 15 reviews

Stunning Coastal Retreat Home!

FamilyLocationBeach

Apartment rentals with a pool

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.

4.94 out of 5 average rating, 339 reviews

Direct Oceanfront with a View and Amenities Galore

ValueFamilyWifi

A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.

4.88 out of 5 average rating, 146 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

ValueLocationLaundry

The living area is spacious, featuring a light blue wall color and a large sectional sofa. Natural light floods through windows, illuminating the decorative rug. The outdoor porch includes dining furniture and offers views of the canal and neighboring buildings.

5.0 out of 5 average rating, 123 reviews

Beautiful waterview 2B condo w/Dock&Close to Beach

LocationFamilyIndoor spaces

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.

4.95 out of 5 average rating, 190 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

FamilyValueDecor

Apartment in Bethany Beach

Featured on HGTV! Bethany Beach Ocean Front Condo

LocationFamilyDecor

4.89 out of 5 average rating, 138 reviews

A bright living area features a blue sofa, a striped armchair, and a wooden coffee table. Natural light flows through sliding glass doors that lead to a balcony with ocean views. Light curtains frame the view, and a TV is mounted on a light-colored media console.

4.96 out of 5 average rating, 119 reviews

21st Floor Carousel - 2 BR Oceanfront & Bay View

FamilyLocationHospitality

A balcony is shown featuring two red Adirondack chairs and a small table, positioned to overlook the vast ocean. The horizon is visible in the distance, with a sandy beach below, inviting relaxation and scenic views.

4.96 out of 5 average rating, 104 reviews

Luxury Oceanfront Getaway!

ValueLocationCheck-in

Apartment in Rehoboth Beach

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.

Renovated Condo Near Outlets, 3.5 Miles to Beach

FamilyLocationParking

4.98 out of 5 average rating, 226 reviews

Other holiday rentals with a pool

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.

4.94 out of 5 average rating, 51 reviews

Bethany Beach Villa 1.5 miles from Bethany Beach

ValueLocationPool

5.0 out of 5 average rating, 36 reviews

A welcoming entrance to the home is displayed, featuring a front porch with white railings and steps leading to the front door. A flag is seen waving near the door, and lush greenery frames the exterior of the house.

Townhouse in Frankford

Quiet & Bright | Pool | 5 Minutes to Bethany

LocationFamilyIndoor spaces

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.

Spacious Vacation Home near Bethany Beach

ValueLocationDecor

4.98 out of 5 average rating, 66 reviews

5.0 out of 5 average rating, 52 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

LocationValueOutdoor spaces

5.0 out of 5 average rating, 25 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

ValueLocationCleanliness

5.0 out of 5 average rating, 61 reviews

Modern Beach Retreat: 4miles to Bethany Beach

ValueFamilyComfort

5.0 out of 5 average rating, 15 reviews

Coastal Getaway: Steps to Pool/Near Bethany Beach

FamilyLocationCleanliness

A spacious living area features a large sectional sofa and is anchored by a flat-screen TV. Soft lighting is provided by ceiling fixtures, while light blue walls create an airy atmosphere. A staircase leads to a lofted space, enhancing the open concept design.