Holiday rentals with a pool in Ocean City

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ocean City

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

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Top guest favourite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City
4.94 out of 5 average rating, 276 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Top guest favourite
The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.
Apartment in Ocean City
5 out of 5 average rating, 119 reviews

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

Superhost
A view from the living area showcases the ocean illuminated by moonlight through floor-to-ceiling windows. A small table and chairs are positioned near the window, creating an inviting space for relaxation. The furnishings reflect a cozy atmosphere, with natural light filtering gently through sheer curtains.
Apartment in Ocean City
4.82 out of 5 average rating, 138 reviews

Oceanfront Studio Year round view and amenities!

Enjoy beach sunrise with coffee on balcony&wine w/ sunset on the bay. All w/out leaving the condo. Wall to wall, floor to ceiling window & balcony looking over the beach, & all the other activities. Indoor pool, sauna, gym, solarium, and game room. Summer time Tiki bar, beach volleyball,outdoor pool,private beach, pickle ball and shuffle board. HUGEcommon patio, & shops. Studio has queen murphy bed and sleeper sofa. See pics of beds open. Washer/dryer and full kitchen with dwasher in unit!

Top guest favourite
A multi-story condo building showcases a modern architectural design with a light yellow exterior. The structure features multiple balconies with white railings and has a teal roof. The ground level offers covered parking beneath the building, enhancing accessibility.
Apartment in Ocean City
4.95 out of 5 average rating, 120 reviews

BEST SPOT IN OCEAN CITY

Beautiful spacious 3 bedroom 2.5 bath penthouse condo that offers it all. Tall ceilings, open floor plan, spectacular ocean view and gorgeous sunrise and sunsets. Rooftop pool, full kitchen access with a large bar and new appliances. Steps away from the beach. Enjoy great food from one of the many restaurants ocean city has to offer. Great for family vacation. Many activities to choose from including clubs, boardwalk, water park, mini golf, amusement park, indoor ice skating rink, and shopping,

Top guest favourite
An open living area is highlighted by large windows that offer views of the bay and pool. A comfortable sectional sofa is positioned adjacent to a smart TV, while a modern dining table for four is visible next to the kitchen. The space features light-colored walls and natural wood flooring.
Apartment in Ocean City
4.96 out of 5 average rating, 107 reviews

Gone Coastal *Pool* Bayside with view* Top Floor

Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊‍♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

Superhost
A spacious living area is highlighted by large windows allowing ample natural light. A striped sofa and floral armchair provide comfortable seating. A wooden coffee table rests on a decorative rug, with a media console displaying a television featuring coastal artwork.
Apartment in Ocean City
4.81 out of 5 average rating, 141 reviews

DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool

On the Bay, Beautifully Furnished 3BR/3BA located in the heart of Ocean City, MD Walking distance to everything you need for a fantastic vacation.. *1 block to beach- 2 min walk *Seacrets - 7 min walk *Dumser's Diaryland, Red Win Bar, 45th st House Bar and Grill- 5 min walk *OC Board walk-10-15 min walk *Jolly Roger Amusement Park- 10 min walk *Mini Market- 10 min walk *Mini golf- 2 min walk *This property DOES NOT provide linens/towels* ***Please contact host For current Promotion**

Guest favourite
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.
Apartment in Ocean City
4.95 out of 5 average rating, 163 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Guest favourite
Apartment in Ocean City
4.84 out of 5 average rating, 224 reviews

Beachfront 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 a breathtaking view of the beach and ocean.

Top guest favourite
A balcony view reveals a vast ocean stretching toward the horizon, with golden sands lining the shore. Below, the sea meets a bustling beach town, with rows of buildings and palm trees lining the streets. A comfortable, dark wooden chair is positioned on the balcony.
Flat in Ocean City
4.95 out of 5 average rating, 197 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

Guest favourite
An open-concept living area is featured with beach-inspired decor, a spacious sofa, and a dining table for six. Large sliding glass doors provide access to an oceanfront balcony with stunning views. A ceiling fan is installed for added comfort.
Apartment in Ocean City
4.99 out of 5 average rating, 152 reviews

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

Welcome to our 2 bedroom 2 bath oceanfront condo at the Carousel. We take care of this condo ourselves to ensure you have a comfortable, clean & well stocked place to stay. This unit sleeps 6, 1 king bed, 1 queen bed & 1 queen sofa bed with washer/dryer. Ocean front balcony & a bay view balcony, an ice skating rink, indoor pool, outdoor pool, kiddie pool, 2 game rooms, restaurant & bar, fire pits, playground, hot tub, gift shop, gym & sauna & more!!!

Top guest favourite
The living room features a comfortable seating area with gray sofas and a round coffee table. A flat-screen TV is mounted on the wall. Large sliding glass doors provide expansive views of the ocean, complemented by a blue area rug on the tiled floor.
Apartment in Ocean City
4.9 out of 5 average rating, 157 reviews

Oceanfront & Amazing views! Time to book for 2026!

Great Mid-Town location! Direct Ocean front, 3 bedroom 2 full bath condo. Breathtaking views from very room. Natural light flows in from sliding glass doors and new windows, brightening the entire condo. When the surf gets too rough, go for a swim in the outdoor pool. 3 elevators and 2 assigned parking spaces. Make our home your home for vacation. Come stay at the Sandpiper Dunes and make wonderful memories that will last a lifetime!

Guest favourite
An open-plan kitchen and living area feature a light wooden counter with three stools. A fully equipped kitchen is visible, including a refrigerator, while a comfortable seating area with a cream-colored armchair and a coffee table is also present. Natural light enhances the inviting space.
Apartment in Ocean City
4.88 out of 5 average rating, 163 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

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Avg. price$211 SGD$207 SGD$203 SGD$217 SGD$278 SGD$358 SGD$418 SGD$405 SGD$287 SGD$241 SGD$218 SGD$204 SGD
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Quick stats about holiday rentals with a pool in Ocean City

  • Total holiday rentals

    Explore 3,110 holiday rentals in Ocean City

  • Nightly prices starting at

    Ocean City holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 61,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,580 properties have a dedicated workspace

  • Wifi availability

    3,080 of Ocean City holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ocean City rentals

  • 4.6 Average rating

    Ocean City stays receive an average rating of 4.6 out of 5 from guests

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