Vacation rentals with a pool in Ocean City Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Ocean City Beach rentals with a pool

House rentals with a pool

Top guest favorite
A wooden dock extends into calm waters, framed by tall grasses and trees lining the shore. The blue sky reflects in the water, creating a serene atmosphere, while sunlight enhances the natural textures of the weathered wood and rippling surface.
Home in Ocean View
4.98 out of 5 average rating, 54 reviews

Charming Cottage-Private Hot tub, Dock&Pool Access

SusanRating, 5 stars1 week ago
The Crabby Cottage was even nicer than the photos, several pieces of furniture had been replaced. It is a very attractive and comfortable interior. The kitchen is very well stocked. The backyard is very private and inviting. The location is very convenient, a close drive to Bethany Beach. Very nice, quiet neighborhood, great for walking the dogs. Thanks for such a great place, really enjoyed our stay. Would definitely recommend and return!
Guest favorite
A private pool is surrounded by a paved patio, providing spacious outdoor lounging areas. Two vibrant green chairs are positioned beside the water, with gently swaying plants creating a relaxing ambiance.
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
House is in one of the best spots for easy in and out of inlet access to beach, shopping, and restaurants. Gives you an extremely personal, and private way to thoroughly enjoy beach life environment. Doug was absolutely amazing from start to finish. Hospitality beyond expectations, which made the stay that much more enjoyable.
Guest favorite
A large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.
Home in Selbyville
5 out of 5 average rating, 5 reviews

Dogs Welcome Beaches| Nature Trails|Gym|Pool

AmyRating, 5 stars8 months ago
My family and I enjoyed our stay in Delaware! The home was clean, beautiful, and just as described. Serena was easy to work with and very responsive. With the pool, access to the bay, walkable neighborhood, and close proximity to restaurants and the beach, we would love to stay here again!!
Guest favorite
Home in Ocean View
4.9 out of 5 average rating, 21 reviews

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

JessicaRating, 5 stars8 months ago
We had three families with five kids stay and the location was perfect! Having the pool next door was essential! The kids ran back and forth each afternoon! We had to drive to the beach but it only took us 10 minutes. layout was great. host was great. we will certainly be looking at this house again for future trips!
Guest favorite
A community outdoor pool is surrounded by a concrete deck and lounge chairs. Clear blue water reflects the sky, while lush greenery and buildings are visible in the background, providing a calm and spacious environment.
Home in Ocean View
5 out of 5 average rating, 25 reviews

Luxury Single Family, Waterfront w/Linens Included

MarilynRating, 5 stars7 months ago
We had four generations in the house for the long Labor Day weekend. It was perfect. Very spacious and comfortable. Nearby beach and town. A pool and small playground across the street thoroughly enjoyed by our three year old. A cook's kitchen. A gracious host. Five stars plus plus!
Superhost
A three-story townhouse is showcased, featuring a blend of brown and beige siding. A porch with several white railings wraps around the front, while a landscaped area with shrubs and trees is visible in the foreground. The sky is clear with a few white clouds.
Home in Selbyville
5 out of 5 average rating, 3 reviews

Bayside home in Fenwick across from Sunridge pool

JonRating, 5 stars8 months ago
Wonderful stay in a fun, family-friendly community. Close proximity to great restaurants and DE beach towns. House was spacious with great amenities. We look forward to renting again in the future!
Superhost
Home in Ocean City
4.81 out of 5 average rating, 52 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

CarlaRating, 5 stars5 months ago
My family and I enjoyed our stay. We didn’t want to leave. The location was excellent. It was close to boardwalk, restaurants and the outlet mall. I loved not having to drive far to places. We will be back.
Superhost
A spacious deck offers several white Adirondack chairs arranged for relaxation, overlooking a tranquil canal. Gentle reflections of trees in autumn colors can be seen on the water, enhancing the serene outdoor setting.
Home in Ocean Pines
5 out of 5 average rating, 3 reviews

Nautical at 82 Newport- private dock & waterfront

MARYANNRating, 5 stars3 months ago
My family if 12 had plenty of space. The house was immaculate and the views were amazing. great sunrise view from the back deck. Very prompt communication when ever i had questions. I would highly recommend this home. Hottub was used daily and enjoyed.

Condo rentals with a pool

Superhost
An aerial view of the bayside condo highlights multiple white buildings, with balconies facing the water. The outdoor pool is visible beside the docks, and parking areas surround the complex. The shoreline gently meets the bay, creating an inviting waterside setting.
Condo in Ocean City
4.82 out of 5 average rating, 57 reviews

Bayside Boaters' Paradise | Pool | Family Fun

SusanRating, 5 stars4 months ago
Beautiful view on the bay. Ally was very thorough & communicative throughout the process. Only thing that is kind of a bummer is that linens are not included. But other than that, I highly recommend Ally's condo.
Guest favorite
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.
Condo in Ocean City
4.91 out of 5 average rating, 304 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars2 days ago
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.
Guest favorite
The modern kitchen features sleek stainless-steel appliances, including a refrigerator and microwave. A breakfast bar with four stools invites casual dining, while pendant lights above add subtle illumination. Wall art enhances the space, complemented by neutral colors and wood-style flooring.
Condo in Ocean View
4.89 out of 5 average rating, 9 reviews

Waterfront Condo With Olympic size swimming pool

DawnRating, 5 stars8 months ago
James was an amazing host. He was responsive, helpful, and kind. The condo was beautiful, clean, and perfect for our family. The neighbors were also very kind and welcoming. My children loved the pool and walking the bay. The views were second to none and the location was perfect since it was minutes away from restaurants, stores, and Bethany beach. We will definitely be booking again!
Guest favorite
An indoor pool area is captured, featuring a circular pool with swimmers enjoying the water. Colorful banners hang from the ceiling, and large windows provide views of the outside. Lounge chairs surround the pool, adding to the inviting atmosphere.
Condo in Ocean City
4.85 out of 5 average rating, 87 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

KathleenRating, 5 stars1 week ago
We’ve stayed at Seawatch for many years so we’re already familiar with the great location. The condo was exactly as described and was a great place for our family. Would definitely book again.
Superhost
A swimming pool is surrounded by several lounge chairs, providing ample space for relaxation. The vibrant blue water invites swimming, while people are seen enjoying the pool. A nearby fence enhances safety, and pool floats are casually placed along the edge.
Condo in Ocean City
4.71 out of 5 average rating, 7 reviews

Time N Tide Condo - 2 BR w/Pool, Boardwalk/Beach

VickieRating, 5 stars6 months ago
The Time-n-Tide condo was great! Very well furnished, great decor, excellent amenities and great location. We felt very relaxed and comfortable during our stay, super cozy. Tina & Daryl we're very helpful with information and responsive to any questions we had. We hope to stay here again - great choice and value.
Superhost
Condo in Ocean City
4.69 out of 5 average rating, 29 reviews

OC's Only Private Resort

LauraRating, 5 stars6 months ago
Great place in a great spot! We enjoyed quiet mornings on the porch and being able to walk to nearby shops and restaurants with ease.
Superhost
A spacious outdoor pool is highlighted, surrounded by lounge chairs and with a scenic backdrop of clouds and blue sky. The pool area features multiple swim lanes, enhancing the inviting atmosphere of the gated community.
Condo in Ocean City
4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars7 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
Superhost
An outdoor community pool is surrounded by a concrete deck, equipped with lounge chairs. Multiple balconies are visible from the adjacent buildings, adorned with pink flowers. The tranquil setting is complemented by soft lighting as the sun sets in the background.
Condo in Ocean City
4.88 out of 5 average rating, 40 reviews

Family Friendly Two BR OCMD Condo Bay Side

KirstenRating, 5 stars7 months ago
It was a great place with lots of space! Diane even had a helpful manual with local stores, restaurants, hospitals, and pharmacies around the area. Very easy check in and check out process.

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