
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!

Beautiful waterview 2B condo w/Dock&Close to Beach
Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!

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.

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.

Steps to Beach, Pool, Family Friendly with Linens
Welcome to Surf House at Island Cabana, a spacious 3-bedroom, 2-bath condo just steps from the beach in North Ocean City. This elevator building offers a pool, secure lobby, and easy beach access just steps away. Perfect for families, the condo includes beach gear, a fully stocked kitchen, organic bedding, and kid-friendly amenities—plus parking and in-unit laundry for a comfortable, stress-free stay.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Coastal Oasis w/ Outdoor Shower + 2 Pools

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

Blue Horizon at Old Port

Bayside Family Oasis - Perfect for Large Families

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

OC Gateway: Modern 4BR/2.5BA home (dog friendly)

Mosaic Life Escapes -Bayfront Million Dollar Views

Camelot
Condo rentals with a pool

9400 Building #1506| Great Location | Outdoor Pool

Best Beach, Bay and OC views!

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Spacious Direct Oceanfront 1BR Condo w/Balconies

The Beach Life: Ocean front & direct beach access!

5 Min Walk to Beach, Pool, King Bed 3BR/2B

Oceanview Oasis with 2 private balconies

UNIQUE Bay Front Sanctuary Condo
Other holiday rentals with a pool

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

Little Paradise

The Cottage - Waterfront

2BR OCMD Condo | Pool | Linens Included

Fenwick Island Sunset Retreat

Sunset Pearl

Beach Paradise 1204 - New Luxury Townhouse w/Pool

Oceanside Dream 2 BR midtown condo, steps to beach
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $232 AUD | $228 AUD | $224 AUD | $239 AUD | $307 AUD | $394 AUD | $461 AUD | $447 AUD | $317 AUD | $266 AUD | $241 AUD | $225 AUD |
| 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 $14 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 180 rentals that welcome pets

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

Wi-Fi availability
3,170 of Ocean City holiday rentals include Wi-Fi 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 Beach
- Ocean City Boardwalk
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