Holiday rentals with a pool in Ocean View

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.

4.99 out of 5 average rating, 200 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

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

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, 189 reviews

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.

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.

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!

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, 92 reviews

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.

Apartment 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.

4.99 out of 5 average rating, 214 reviews

A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.

Home in Lewes

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from Memorial Day to Labor Day.

A serene ocean view is presented from a private balcony, featuring two teal chairs. The sandy beach stretches into the distance, with gentle waves lapping at the shore. A clear sky completes the tranquil coastal scene, creating a peaceful atmosphere.

4.92 out of 5 average rating, 260 reviews

Oceanfront Paradise | Pool | Hot Tub | Beach

-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2026 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. They will re-open after Memorial Day**

A modern living area features a light-colored sofa paired with two brown leather armchairs. A round wooden coffee table graces the floor, complemented by a textured area rug. Floor-to-ceiling glass doors provide unobstructed ocean views, while floor curtains add a pop of color.

4.91 out of 5 average rating, 141 reviews

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroom unit has an amazing Master Suite with full-length windows providing panoramic views down the coastline, and direct access to the private patio. Renowned building amenities include outdoor pool, top floor indoor pool, gym, tiki bar, sun deck & more. Linens & towels included!

4.98 out of 5 average rating, 110 reviews

The townhouse complex features multiple levels with private decks overlooking the water. A wooden dock extends from the property, with two floating docks situated nearby. Lush greenery surrounds the area, adding to the natural setting along the waterfront.

Townhouse in Ocean View

Waterfront Bethany Marina Escape

Exquisite Waterfront Property offering 3 impressive levels of living in this 2 bed, 3.5 bath townhouse. Located in the private community of Bethany Marina overlooking the Indian River Bay. This home has 3 large decks where you can enjoy panoramic views of the bay and amazing sunsets. We are approximately a 10 min drive from downtown Bethany Beach or the Delaware National Seashore.

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.

4.95 out of 5 average rating, 66 reviews

Charming Cottage-Private Hot tub, Dock&Pool Access

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

4.96 out of 5 average rating, 23 reviews

A screened-in porch features a wooden dining table with several chairs and decorative elements. String lights provide soft illumination. Large sliding glass doors open to the living area, creating a flow between indoor and outdoor spaces. The surrounding area showcases natural greenery.

Home in Bethany Beach

3BR House with pool -short walk to beach and town!

5 out of 5 average rating, 44 reviews

A bright bedroom is presented with a spacious bed dressed in crisp white bedding. Natural light streams through several windows adorned with woven shades, revealing views of the lush outdoors. A large mirror and decorative tray add to the room's charming décor.

Home in Lewes

Luxury & Romance: Spa Hot Tub, Champagne & Roses.

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, 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!

Apartment rentals with a pool

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!

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

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

Apartment in Rehoboth Beach

A bright living area is filled with natural light, featuring a spacious light blue couch and a white coffee table decorated with a bowl. A flat-screen TV is mounted on the wall opposite, alongside a cozy reading chair and a dining set for six.

4.98 out of 5 average rating, 215 reviews

Comfy and Convenient 2 bedroom/2 bath condo

4.97 out of 5 average rating, 201 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 marina view condo

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, 170 reviews

Sunrise Studio - Ocean Front, on Boardwalk, 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.

Apartment in Lewes

First Floor Comfort and Convenience

Other holiday 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

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

5 out of 5 average rating, 72 reviews

A comfortable living area features a light blue accent wall and soft furnishings. A couch and loveseat, both adorned with decorative pillows, are positioned around a wooden coffee table. A large area rug lies beneath, and natural light enters through nearby glass doors leading to an outdoor space.

Townhouse in Frankford

The Peach at the Beach ~ nice pool!

4.89 out of 5 average rating, 37 reviews

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.

Flat in Bethany Beach

Oceanfront 2BD/2BA in Sea Colony

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

4.95 out of 5 average rating, 20 reviews

An aerial view captures the vibrant community, showcasing a serene lake at the center. Surrounding amenities include resort-style pools, tennis courts, and community buildings, all set amidst lush greenery and well-maintained landscaping, providing a refreshing atmosphere for guests.

Townhouse in Millville

Your Coastal Home with Resort-Style Perks

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.