
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!

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.

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! 🌊☀️

DownByTheBay 4601-Midtown/Oversize Sleep 15 w/Pool
On the Bay, Beautifully Furnished 3BR/3BA located in the heart of Ocean City, MD Walking distance to everything you need for a fantastic vacation.. *1 block to beach- 2 min walk *Seacrets - 7 min walk *Dumser's Diaryland, Red Win Bar, 45th st House Bar and Grill- 5 min walk *OC Board walk-10-15 min walk *Jolly Roger Amusement Park- 10 min walk *Mini Market- 10 min walk *Mini golf- 2 min walk *This property DOES NOT provide linens/towels* ***Please contact host For current Promotion**

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

Love Above the Waves-Best Ocean View & Heated Pool
🥂 Complimentary champagne, endless ocean views, private balcony, breathtaking sunrises, warm swimming pool and beach strolls await you at this romantic retreat. Love Above the Waves is more than a stay—it’s an unforgettable celebration of love and romance, perfect 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.

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.

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.

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).

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Book 2 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

Oceanfront & Amazing views! Time to book for 2026!
Great Mid-Town location! Direct Ocean front, 3 bedroom 2 full bath condo. Breathtaking views from very room. Natural light flows in from sliding glass doors and new windows, brightening the entire condo. When the surf gets too rough, go for a swim in the outdoor pool. 3 elevators and 2 assigned parking spaces. Make our home your home for vacation. Come stay at the Sandpiper Dunes and make wonderful memories that will last a lifetime!
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Quiet 3BR Coastal Home Minutes to Bethany Beach

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

Bayside Townhome with Ample Parking

Right behind Alley Oops & Crab Bag. Walk to beach

Beachy Sunset Island Townhouse!

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Ocean Pines Chalet
Apartment rentals with a pool

Your Comfortable Beach Get-A-Way

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

Bayside Condo in Midtown Ocean City MD

Updated Mid- Town Condo at Ocean City Beach!

Updated 2-Bedroom Oceanview Condo

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

🌊Oceanfront studio w/ amazing views & amenities🏖

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

Best Beach, Bay and OC views!

The One with Panoramic Inlet Views—Couple's Corner

Direct Oceanfront • Sunrise Views • Steps to Sand

Luxury Oceanfront Getaway!

The Salty Tail @ Jamaica Bay 33rd Street - Midtown

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!

North OC- short walk 2 beaches and park

Atlantic Haven
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 SGD | $205 SGD | $201 SGD | $215 SGD | $276 SGD | $355 SGD | $414 SGD | $402 SGD | $285 SGD | $239 SGD | $217 SGD | $203 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 $13 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
- Broadkill Beach
- Ocean City Boardwalk
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Chincoteague Island
- 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
- Trimper Rides of Ocean City
- Funland
- Hawk Haven Vineyard & Winery
- Roland E Powell Convention Center
- Wildwood Boardwalk




