
Holiday rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Ocean City

Total holiday rentals
Explore 3,570 holiday rentals in Ocean City

Nightly prices starting at
Ocean City holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 62,620 verified reviews to help you choose

Family-friendly holiday rentals
2,630 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
1,780 properties have a dedicated workspace

Wifi availability
3,270 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
Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!
5.0 out of 5 average rating, 123 reviews
Direct Oceanfront Newly Renovated W/ Pool 2 Bd
A slice of paradise on the 18th floor! This fully renovated beachfront condo boasts breathtaking views of the glistening ocean. With two bedrooms and two modern baths, this haven offers the perfect blend of luxury and comfort. Imagine waking up to the sound of waves crashing and sipping your morning coffee overlooking the endless horizon. Whether you're lounging by the shimmering pool or strolling along the pristine shoreline, every moment here is infused with the tranquility of coastal living.
4.99 out of 5 average rating, 107 reviews
3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.
4.93 out of 5 average rating, 152 reviews
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.
4.78 out of 5 average rating, 243 reviews
Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck
Wake up to breathtaking beach and ocean views from this beautifully renovated 3rd-floor oceanfront 1BR condo in North Ocean City. Enjoy direct beach access, one reserved parking space, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this stylish coastal retreat sleeps 4 with a king bedroom, queen sleeper sofa, 1.5 bathrooms, a renovated kitchen, private oceanfront balcony, and comfortable lounge space.
4.82 out of 5 average rating, 130 reviews
Luxury Oceanfront Getaway!
Welcome to Marigot Beach, one of the most coveted buildings in OC. This newly renovated condo features a spacious one-bedroom with its own private 1/2 bath. Full bathroom located in the hallway. Sleeping arrangements can comfortably accommodate up to 4 guests, 2 can rest in the bedroom while 2 can enjoy the queen-size sofa in the living room. Included: free WiFi, smart TVs, fully equipped kitchen, washer/dryer, elevator. PLUS, a designated parking spot! Pool/hot tub closed are now OPEN!
4.96 out of 5 average rating, 104 reviews
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
4.98 out of 5 average rating, 271 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
4.95 out of 5 average rating, 190 reviews
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.
4.94 out of 5 average rating, 339 reviews
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
4.88 out of 5 average rating, 146 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!
4.89 out of 5 average rating, 187 reviews
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.
4.9 out of 5 average rating, 366 reviewsPopular amenities for Ocean City rentals with a pool
House rentals with a pool

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
4.93 out of 5 average rating, 290 reviews
Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
4.97 out of 5 average rating, 162 reviews
Stunning Bayview Home with Own Private Pool
4.98 out of 5 average rating, 162 reviews
Ocean Pines Retreat with Beach Club
4.99 out of 5 average rating, 140 reviews
Beachy Sunset Island Townhouse!
4.91 out of 5 average rating, 102 reviews
Camelot
4.97 out of 5 average rating, 153 reviews
The Big Chill at Bethany Beach
4.98 out of 5 average rating, 105 reviews
Spacious waterfront home & boat access!
4.95 out of 5 average rating, 108 reviewsApartment rentals with a pool

Nice 2 BR Oceanfront, Year Round Fun & Amenities!
4.91 out of 5 average rating, 330 reviews
Oceanview Oasis with 2 private balconies
4.86 out of 5 average rating, 127 reviews
1st Floor Canal Front POOL 2 Blocks 2 Beach/Park
4.97 out of 5 average rating, 116 reviews
Love Above the Waves-OceanView/Rooftop Heated Pool
4.85 out of 5 average rating, 194 reviews
Gone Coastal | Bay Views, Pool | Top Floor
4.97 out of 5 average rating, 124 reviews
Renovated Oceanside Modern Boho Beach Retreat
4.93 out of 5 average rating, 113 reviews
Oceanfront•Pool • Private Balcony w/Sunrise Views
4.85 out of 5 average rating, 39 reviews
Amenity Rich Carousel Buillding
4.9 out of 5 average rating, 68 reviewsOther holiday rentals with a pool

Bayfront Cottage w/ Amazing Views
4.98 out of 5 average rating, 222 reviews
NEW: Oceanfront End-Unit Condo w/ 100ft Balcony
5.0 out of 5 average rating, 10 reviews
2 Bedroom Private Condo Central Location OCMD
4.88 out of 5 average rating, 24 reviews
NEW! Oceanview Pool Sundeck Theater Game Room
4.82 out of 5 average rating, 33 reviews
Oceanfront 4 Bedroom Penthouse With Pool! FH1706
5.0 out of 5 average rating, 6 reviews
2BR OCMD Condo | Pool | Linens Included
4.96 out of 5 average rating, 56 reviews
SeaGate Serenity | Oceanfront Condo with Balcony
5.0 out of 5 average rating, 50 reviews
Large Oceanfront Condo w/Pool - Steps To The Beach
5.0 out of 5 average rating, 12 reviewsWhen is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $191 SGD | $191 SGD | $209 SGD | $249 SGD | $352 SGD | $417 SGD | $405 SGD | $287 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 |
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Ocean City Boardwalk
- Funland
- Bear Trap Dunes
- Hawk Haven Vineyard & Winery





