
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.

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! 🌊☀️

Spacious waterfront home & boat access!
Waterfront getaway with easy access to the beach (0.3 mile walk), pool, restaurants, and more. Linens & towels included! Bring your boat! Pier tie up available. Spacious 4 bedroom home with sleeping arrangements for 10. This well-maintained home is close to dining, shopping, NorthsidePark & all the fun activities Ocean City has to offer. Beach chairs, toys, kayaks & paddleboard available. A fireworks show at Northside Park can be viewed every Sunday summer night - right from the driveway!

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

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.

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

Boutique Moments OC • Pool • Walk to Boardwalk
Absolutely no parties! Stylish, spotless boutique getaway just 2 blocks from the beach and minutes from the Boardwalk, downtown restaurants, and local attractions. Enjoy a beautiful pool, fast WiFi, cable TV, and a thoughtfully designed modern stay made for comfort and relaxation. Primary guest must be at least 21 to book. Adults-only stay, no parties, and no pets allowed. 🚪🚪 I’m here to help anytime—I live just 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

2 BR Ocean Front Condo w/Pool, Expansive Views

Cozy beach home away from home!

Coastal Home - Outdoor Shower & 2 Pools

Low Tide Hideaway

Bayside Oasis *In-Ground Pool*Hot Tub*Huge Yard*

Bayside Family Oasis - Perfect for Large Families

Ocean Palms II - Renovated, Ocean Block, Midtown

Ocean Pines Retreat + Beach Club
Apartment rentals with a pool

Entire Downtown Bayfront Condo

Gorgeous oceanfront Capri Beach and Bay Views!!!!

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Spacious Direct Oceanfront 1BR Condo w/Balconies

Enjoy water view, 2 blocks from beach.

Beach condo next to Seacrets

New Updated Direct Oceanfront Condo - Pool & Wifi!

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

Upscale Family Home for 10, Community Pool, Grill

Your Comfortable Beach Get-A-Way

Perfect Cozy Condo Retreat in OC

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

Charming Northside Park Condo w Pool, Walk 2 Beach

Bayside View | 3BR | Pool | Deck |Waterfront

Completely Renovated Luxury Bay Front Condo

Highly rated OC Condo 2 Bed/2 Bath Retreat w/ Pool
When 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 | $192 SGD | $192 SGD | $217 SGD | $278 SGD | $358 SGD | $418 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 |
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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