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.

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

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

4.91 out of 5 average rating, 106 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, 20 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!

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, 14 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.

4.91 out of 5 average rating, 146 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!

Townhouse in Bethany Beach

A serene lake view features gentle fountains spraying water, surrounded by well-maintained greenery. Various residential buildings with sloped roofs stand along the water's edge, framed by lush trees and a clear blue sky.

4.92 out of 5 average rating, 113 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright living/dining area with seating for 6. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with view of lake. NOTE: fireplace is unsafe and CANNOT be used! Professionally cleaned between guests.

4.99 out of 5 average rating, 107 reviews

A spacious living room features a comfortable dark sofa, two brown chairs, and a cozy fireplace. Natural light enters through large windows adorned with light blue drapes. A ceiling fan and recessed lighting contribute to a bright and airy atmosphere, complemented by modern decor.

Home in Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

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- holiday discount!

🌞🦀🏘️⛳️- 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, 285 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.

An open-concept living space features comfortable seating, including a cozy sofa and accent chair. A dining area with modern chairs complements an equipped kitchen, showcasing stylish cabinetry and stainless-steel appliances. Large windows offer expansive views of the ocean and bright natural light.

4.93 out of 5 average rating, 138 reviews

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi

Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!

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

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

3BR single family house close to Bethany Beach

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

4.97 out of 5 average rating, 136 reviews

A spacious living area features two sofas, one in dark leather and the other in a light fabric, arranged around a low wooden coffee table. A flat-screen TV is mounted on a light wall above a stone fireplace, adding a cozy touch to the room.

Home in Ocean City

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

5 out of 5 average rating, 32 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!

4.94 out of 5 average rating, 199 reviews

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.

Home in Frankford

A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball

The open-concept living area features a modern kitchen with stainless steel appliances and light wood cabinetry. A dining table is situated alongside a plush couch, all set against a soothing blue wall. Natural light brightens the space, which is adorned with a patterned rug.

5 out of 5 average rating, 9 reviews

Welcome to Blue Tide Escape

Apartment rentals with a pool

4.99 out of 5 average rating, 155 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

4.97 out of 5 average rating, 219 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

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

Apartment in Rehoboth Beach

An overview of the living area showcases a light wooden floor with a neutral-colored area rug. A simple white coffee table is centered between two light grey sofas. A floral decorative pillow rests on one of the sofas, adding a touch of color to the space.

4.93 out of 5 average rating, 135 reviews

Consistent 5-star rating Lakefront 3BR & 2BA condo

4.94 out of 5 average rating, 291 reviews

A light-filled living area features a comfortable seating arrangement with two red chairs and a cozy couch, accompanied by a round coffee table. A wall-mounted TV is situated above an electric fireplace, enhancing the space's inviting atmosphere. Large windows offer views of the outside.

Apartment in Lewes

Spacious| Modern &Cozy| Pool| Close to the Beaches

An open-concept living and dining area features a wooden dining table set for six, complemented by modern chairs. A comfortable seating arrangement with light-colored couches is situated near large windows, offering views of the surrounding area. A mounted TV and decorative elements enhance the space.

4.96 out of 5 average rating, 124 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

4.97 out of 5 average rating, 198 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 Winter Retreat

4.84 out of 5 average rating, 220 reviews

Beachfront with a View and Amenities Galore

Other holiday rentals with a pool

Apartment in Bethany Beach

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.

4.74 out of 5 average rating, 47 reviews

Bethany Beach Sea Colony Lakeside Sleeps 4

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.

4.89 out of 5 average rating, 62 reviews

Fun and Sun in Ocean View! 5 bedrooms 12 guests

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

4.96 out of 5 average rating, 49 reviews

A large, multi-story beach mansion is showcased in the early evening light. The exterior features a mix of blue siding and white trim. Lush greenery and colorful plants surround the entrance, while multiple balconies are visible on the upper levels.

Home in Ocean City

Epic Luxurious Mansion Bayside Pools Tennis

5 out of 5 average rating, 43 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

Lewes Carriage House: Spa Hot Tub & Winter Luxury

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!