
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!

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.

Updated Mid- Town Condo at Ocean City Beach!
Choose your own adventure at this updated bayside space. Short walk to multiple restaurants, mini golf, stores and of course the beach! This comes with 2 free parking spots, pool/hot tub access (for the building) fitness room and a bay view from the balcony. We have a cleaning service between guests to ensure things will be fresh and tidy! We've provided some welcome kit items listed below so you don't have to bring much as well as appliances for your every need. Superhost 6x running.

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

*Ocfrt Bldg w/ Views, Pool, Elevator and upgrades*
Memorial to Labor Day- Monday or Friday check in and/or out only. Come stay at a 2bed/2bath condo with tons of appeal. Fantastic ocean views from large balcony, LR and master suite. Sleeps 6 in style. 1 private king, 1 regular queen bed, 1 twin bunk bed and one queen pull out couch. All regular beds upgraded mattresses. Unit has 3 tv’s with Blu-ray and streaming capabilities. We have free and upgraded WIFI. All the amenities needed for the perfect beach vacation! Email required

Love Above the Waves-OceanView/Rooftop Heated Pool
🥂 Complimentary bottle of champagne on arrival, endless ocean views, private balcony, golden sunrises, rooftop heated pool, and direct beach access await at this romantic retreat. Celebrate your love from the 15th floor of Love Above the Waves - a romantic retreat for anniversaries, engagements, birthdays and peaceful escapes for two. Inside, a warm, inviting interior sets the mood—dine out nearby or enjoy a candlelit dinner on the balcony, often with dolphins playing in the waves.

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!

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

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.

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.

Oceanfront Bldg.| 2 pools | Tennis | Game Room
Welcome to our beautifully renovated two-bedroom, two-bathroom ocean-view unit at the Quay in North OC. Located on the 5th floor, this condo offers stunning views of both the ocean and the bay. Step outside, and you will find yourself just moments away from the beach! The kitchen is fully equipped and has a fantastic ocean view from the countertop. This unit does not include sheets, towels, or toiletries. $100 registration fee from April to Nov.

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi
Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Cozy beach home away from home!

Coastal Oasis w/ Outdoor Shower + 2 Pools

Welcome to the Pearl of the Oyster!

Right behind Alley Oops & Crab Bag. Walk to beach

Welcome to our beach retreat!

Ocean Palms II - Renovated, Ocean Block, Midtown

2 Bdrm, 2 Bath Bayfront Makai Condo w Ocean Views

Mosaic Life Escapes -Bayfront Million Dollar Views
Apartment rentals with a pool

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park

Spacious Direct Oceanfront 1BR Condo w/Balconies

Downtown Family Value - Sleeps 6 - with Pool

1st Floor 3 BR Condo close to Beach with Pool!

🌊Oceanfront studio w/ amazing views & amenities🏖

Direct Oceanfront with a View and Amenities Galore

Beautiful Bayside Condo with Pool & Parking

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Other holiday rentals with a pool

Welcome to Splash Pad-pools, beach + private patio

Oceanfront Condo | 2BR 2BA | Direct Beach Access

New Waterfront House, Bay & Boardwalk!

Little Paradise

The Cottage - Waterfront

Heron's Nest OC: Bayside, Balcony, King Bed

UNIQUE Bay Front Sanctuary Condo

Assateague Views! Top Floor -Assateague House #505
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 SGD | $209 SGD | $205 SGD | $219 SGD | $281 SGD | $361 SGD | $422 SGD | $409 SGD | $290 SGD | $244 SGD | $221 SGD | $206 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
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Bear Trap Dunes
- Northside Park
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Roland E Powell Convention Center
- Mariner's Arcade
- Wildwoods Convention Center
- Trimper Rides of Ocean City
- Hawk Haven Vineyard & Winery
- Ocean City Boardwalk




