
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.

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!

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

Love Above the Waves-OceanView/Rooftop Heated Pool
🥂 Complimentary bottle of champagne on arrival, endless ocean views, private balcony, golden sunrises, rooftop heated pool, and direct beach access set the stage for a dream vacation. Celebrate your love from the 15th floor of Love Above the Waves - a romantic heaven for birthdays, anniversaries, engagements, and special escapes for two. Inside, the open layout allows the Atlantic to become the centerpiece of your stay, whether you're relaxing indoors or stepping out onto the balcony.

Cozy oceanfront condo with stunning ocean views
Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. We are happy to accommodate the dates and timeframes that meet the needs of our guests. If possible, please consider these recommended timeframes for your booking: Memorial Day - Labor Day -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri Labor Day - Memorial Day -Any 2 Nights

Lovely beach-front condo with pool and views
Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+
Absolutely stunning studio condo in the iconic Golden Sands! Private balcony offers amazing direct ocean views, and overlooks the building's sun deck. Updated kitchen with stainless steel appliances. Murphy bed & sofa bed allows the unit to sleep 4 comfortably. Includes HBOMAX, Disney+, and electric fireplace. Stylish bathroom with toilet and shower conveniently separated from sink. Building offers restaurants, pools, game rooms, and more! Golden Sands has a $75 registration fee.

Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

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.

Boutique Moments OC • Pool • Walk to Boardwalk
Stylish, spotless getaway in an unbeatable location, just 2 blocks from the beach and minutes from the Boardwalk and downtown restaurants. Enjoy a beautiful pool, cable TV, and a fully equipped, modern space. I personally care for the home to ensure exceptional cleanliness and comfort for every stay. The primary guest must be at least 21 years old to book and please note that no parties and no pets are allowed. 🚪🚪I am here to help any time as I live 2 doors down.

Oceanfront Family Oasis: Pool, Beach & Parking!
Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Beach House on the MD-DE Border of Ocean City!

West OC Bayside Getaway w/ pool

Coastal Oasis w/ Outdoor Shower + 2 Pools

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

Bayside community for OCMD trip great rates

Little house in Berlin, Md.

Mosaic Life Escapes -Bayfront Million Dollar Views

Ocean Pines Retreat + Beach Club
Apartment rentals with a pool

Best Beach, Bay and OC views!

9400 Building #1506| Great Location | Outdoor Pool

Spacious Direct Oceanfront 1BR Condo w/Balconies

Beach condo next to Seacrets

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Beautiful waterview 2B condo w/Dock&Close to Beach

Oceanview Oasis with 2 private balconies

Oceanfront Bldg.| 2 pools | Tennis | Game Room
Other holiday rentals with a pool

Perfect Cozy Condo Retreat in OC

3BR/Den/3.5B/boat dock/2 blocks to beach/boardwalk

Oceanfront*Sea Terrace 88th St, Pool *FREE Linens

The Salty Tail @ Jamaica Bay 33rd Street - Midtown

Highly rated OC Condo 2 Bed/2 Bath Retreat w/ Pool

The Cottage - Waterfront

UNIQUE Bay Front Sanctuary Condo

Fenwick Island Sunset Retreat
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 SGD | $206 SGD | $202 SGD | $216 SGD | $278 SGD | $356 SGD | $416 SGD | $404 SGD | $286 SGD | $241 SGD | $218 SGD | $204 SGD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
Quick stats about holiday rentals with a pool in Ocean City

Total holiday rentals
Explore 3,230 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 59,350 verified reviews to help you choose

Family-friendly holiday rentals
2,460 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
1,650 properties have a dedicated workspace

Wifi availability
3,170 of Ocean City holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ocean City rentals

4.7 Average rating
Ocean City stays receive an average rating of 4.7 out of 5 from guests
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- Ocean City Boardwalk
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