
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!

Love Above the Waves-Best Ocean View & Heated Pool
🥂 Complimentary champagne on arrival, endless ocean views, private balcony, breathtaking sunrises, swimming pool and beach strolls await you at this romantic retreat. From the 15th-floor balcony Love Above the Waves offers sweeping Atlantic views and the perfect setting for birthdays, anniversaries, engagements, or quiet escapes for two. Let the ocean be your witness, the champagne your spark, and the sunrise your reminder that some moments are meant to stay with you forever above the waves.

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

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.

Beautiful Light & Airy Bay View 1 Bedroom Condo
Beautiful Bayside 3rd floor one-bedroom condo located in Bradley on the Bay. Centrally located on 37th street our condo is conveniently one street from the Convention Center, a number of great restaurants, shopping and the boardwalk. Catch the amazing sunset from the front deck while you relax at your own picnic table or Adirondack chair. The beach is only a short walk across Coastal Highway or enjoy the community pool just steps away. Free parking spot right in front of the condo building.

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

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

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.

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.

Dockside Retreat - Waterfront
First floor apartment on the bay with pool access. Located next door to Fish Tales Bar and Grill. 5 minute walk to the beach! One boat slip also comes with the rental. Please just let me know in advance if you will be using it so I can reserve the slip. This apartment is located on the first floor of the building with another apartment above it. Please note being the downstairs neighbor does come with some noise from the apartment above. Must be 21+ to rent.

Beautiful 2BR 2BA oceanfront condo at the Atlantis
Beautiful ocean views from this 2BR, 2BA oceanfront condo. One of the few units in the Atlantis with an OPEN BALCONY. Located on the 14th floor in the Atlantis Building within midtown Ocean City. Equipped with elevator, wifi, outdoor pool, Direct TV streaming, washer/dryer, onsite Security, and much more. 1 parking spot for $60 registration fee paid at check-in. Food shopping, coffee shop, and restaurants are located across the street (walking distance).

🌊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!!!
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Private pool, waterfront, kayaks, bikes, firepits!

Right behind Alley Oops & Crab Bag. Walk to beach

Welcome to our beach retreat!

Beautiful Cottage W/ shared pool & close 2 beach

Ocean Palms II - Renovated, Ocean Block, Midtown

Mosaic Life Escapes -Bayfront Million Dollar Views

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Apartment rentals with a pool

Sun, Swim & Serenity

Steps to the Ocean & boardwalk/3bedroom/2bath

Bayside Condo in Midtown Ocean City MD

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

Oceanview Oasis with 2 private balconies

Oceanfront Bldg.| 2 pools | Tennis | Game Room

🌴Indoor/Outdoor Pools, Balcony w/Fenced Yard 🎾 & 🏀

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Other holiday rentals with a pool

4 Level Townhome w/ In-law Suite~Pool & Oceanview

Oceanfront Condo | 2BR 2BA | Direct Beach Access

West OC Bayside Getaway w/ pool

Updated condo with pool & only two blocks to beach

UNIQUE Bay Front Sanctuary Condo

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

Sunset Pearl

Coastal 2 Bedroom Apartment w/pool
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 SGD | $208 SGD | $204 SGD | $218 SGD | $280 SGD | $359 SGD | $419 SGD | $407 SGD | $289 SGD | $242 SGD | $219 SGD | $205 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 3,110 holiday rentals in Ocean City

Nightly prices starting at
Ocean City holiday rentals start at $13Â 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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- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Cape May Beach NJ
- Chincoteague Island
- Wildwood Crest Beach New Jersey
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Bear Trap Dunes
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Mariner's Arcade
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Trimper Rides of Ocean City
- Funland
- Hawk Haven Vineyard & Winery




