Vacation rentals with a pool in Ocean View

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ocean View

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Dewey Beach

4.95 out of 5 average rating, 106 reviews

Luxury water-view condo with high-end finishes

Luxury 2-bedroom condo at The Residences at Lighthouse Cove located in the heart of Dewey Beach. This unit features great views of Rehoboth Bay and is only 1 block from the Atlantic Ocean. Easy walk to Dewey Beach’s shops, restaurants, and nightlife. This unit sleeps up to 6. There is a master bedroom with a king bed and in suite bathroom. The second bedroom has a full bunkbed bottom & twin top with trundle that can sleep 5. Lounge at private rooftop pool, fire pits, & grills for Residences

Feb 16 – 23

G$27,551 GYD per night

Guest favorite

Condo in Ocean Pines

4.96 out of 5 average rating, 110 reviews

Waterview Retreat

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Dec 18 – 25

G$28,898 GYD per night

Guest favorite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 121 reviews

Right on Silver Lake walk to the beach and town!

Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door

Nov 22 – 29

G$31,517 GYD per night

Guest favorite

Townhouse in Ocean View

5.0 out of 5 average rating, 30 reviews

Entire Home in Bay Forest just mins to the beach!

Time is running out to secure your ideal summer escape Welcome to your ultimate retreat in the award-winning community of Bay Forest! Experience the comforts of home combined with top-notch community amenities, just minutes away from the beach. This townhome boasts two spacious living areas, three cozy bedrooms, a versatile loft space, 2.5 baths, and over 2400 sqft of lavish living space. Step outside onto the patio, offering views of a wooded area for added privacy and relaxation.

Nov 22 – 29

G$28,559 GYD per night

Guest favorite

Townhouse in Millville

4.97 out of 5 average rating, 171 reviews

⛱ 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 (12 people max.) or Senior Week rentals permitted. Book Today!

Oct 10 – 17

G$29,582 GYD per night

Guest favorite

Guesthouse in Ocean View

4.94 out of 5 average rating, 118 reviews

Surf Shack with Private inground pool

*** Note*** Pool opens May 2022! New "surf shack" private beach cottage. Part of a restored 1940's cottage. Best sunset views around & just steps from your door! Close to Bethany Beach (6-10 minute ride) away from the noise of traffic & beach crowds. Within easy walking/biking distance of James Farm ecological park & beach. Community bay access is steps from the house. Beach chairs, towels, surfboards, boogie boards are available. 2 adults and 2 children max capacity

Sep 19 – 26

G$56,832 GYD per night

Guest favorite

Condo in Ocean City

4.97 out of 5 average rating, 227 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Nov 8 – 15

G$23,011 GYD per night

Guest favorite

Home in Frankford

4.93 out of 5 average rating, 165 reviews

A Bethany Beach Gem

Imagine walking into your own fully equipped beach condo. Listed as one of Delaware's top Airbnb's! This is a perfect place to get away and retreat with family and friends. The beach is 1.5 miles away and the pool a 2 minute walk. The kitchen is fully equipped and the gas grill, and yard add space for your stay. The condo is fully equipped for families. The condo is located 5 miles from Ocean City and Dewey, 10 miles to Rehoboth Beach. in the Quiet Beaches of Bethany.

Feb 28 – Mar 7

G$31,692 GYD per night

Guest favorite

Condo in Bethany Beach

4.93 out of 5 average rating, 280 reviews

Sea Colony Premier Family Resort

Sea Colony is a beach/tennis resort. There are 10 swimming pools, 4 at the beach. The Fitness Center is new and has an indoor and outdoor pool. The Tennis Center has hard and soft courts as well as 6 indoor courts. The condo is on the East side which is a 10 minute scenic walk to beach. If one brings or rents bicycles, there are a number of paths which are safe and one can ride to beach in 5 minutes.

Apr 27 – May 4

G$36,031 GYD per night

Guest favorite

Villa in Ocean View

4.9 out of 5 average rating, 139 reviews

3 BR 1st floor condo, near beach, resort community

1st FL (no steps),3BR,2BA condo unit 112C, in Village at Bear Trap Dunes resort.Washer/dryer,well-equipped kitchen,deck,screened porch,terrace,4 flat screen TVs,WIFI,DVD player,Netflix,grill,golf,indoor/outdoor pools,tot lots,gym,tennis,saunas,hot tub,restaurant/bar,close to beach,beach shuttle. Great for jogging, walking, biking, rollerblading.

Oct 25 – Nov 1

G$46,403 GYD per night

Guest favorite

Cottage in Berlin

4.99 out of 5 average rating, 120 reviews

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.

Dec 13 – 20

G$34,225 GYD per night

Guest favorite

Apartment in Frankford

5.0 out of 5 average rating, 52 reviews

Sunshine By The Sea near Bethany Beach

Enjoy Southern Delaware and everything it has to offer in this stylish, family friendly condo located just 1.5 miles from the beach. Completely remodeled in 2022 and thoughtfully furnished to create modern, relaxing coastal getaway. Pool access 2024 Opens Memorial Day Weekend Closes Sunday, September 15th Hours: 11am-7:45pm

Dec 22 – 29

G$25,746 GYD per night