
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.

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!
LocationFamilyWalkability

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!
LocationValuePool

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.
FamilyValueParking

Luxury Oceanfront Oasis!
Welcome to Marigot Beach, one of the most coveted building in OC. This stunning condo boasts 2 spacious bedrooms and 2 bathrooms, ideal for a large family or a large group up to 8 guests. The master bedroom features an en-suite bathroom, while the second bedroom offers two full-size beds. Included: free WiFi, smart TVs in every room, fully equipped kitchen, large-capacity washer/dryer, and elevator. PLUS, take advantage of TWO designated parking spots! Pool/hot tub are now OPEN!
LocationFamilyOutdoor spaces

DownByTheBay 214-Sleeps 15/Downtown/Boardwalk/Pool
Come and enjoy this oasis, accommodates 15, this 3 BR 3.5 BA home is in the heart of Ocean City MD, minutes from the beach & located steps away from Ocean City most popular attraction, The BOARDWALK. There is everything you will need for a large group to retreat (fully equipped kitchen), 2 large balconies, 2 car parking plus community & street parking, outdoor pool *This property DOES NOT provide linens/towels* ***Please FIND us @ Down by the Bay OCMD For current Promotion**
FamilyLocationCondition

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
ValueLocationBeach

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.
ValueLocationLayout

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.
LocationFamilyLong stay

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).
ValueFamilyWifi

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!
FamilyValueAir conditioning

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.
LocationFamilyAir conditioning

Steps from Seacrets Beach House Getaway
Fresh, breezy bay-side condo with lapping bay-side water on the rear terrace and a view of one of the most popular locations in Ocean City from the front balcony. 1 parking pass available. Only one short block to the ocean, on-site pool and a bay-side dock to enjoy the most beautiful sunsets Ocean City has to offer. Pillows on beds, pillows and beds all have protective covers.
LocationFamilyHospitality
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Waterfront OC Home w/ Rear Yard!
LocationFamilyView

Upscale Family Home in OC, Community Pool, Grill
ValueLocationLayout

Cozy beach home away from home!
LocationFamilySleep quality

Sunshine Retreat and Free Mini Golf /Huge Pool
FamilyLocationGetting around

Mi Casa at Bay Knolls
FamilyLocationAccuracy

Ocean Breeze at Lighthouse Bay
FamilyLocationComfort

Oceanfront Penthouse - Ocean & Bay Views with Pool
ValueFamilyAccess

Beachy Sunset Island Townhouse!
ValueLocationHospitality
Apartment rentals with a pool

Luxury Waterfront Beach Condo @ Coconut Malorie OC
LocationFamilyHospitality

Golden Sands Direct Beachfront/Oceanfront!
FamilyValueView

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi
FamilyValueCondition

Oceanfront•Pool•Private Balcony w/Sunrise Views
FamilyLocationComfort

Serene Bayfront Bliss 3 Bedroom Condo
FamilyLocationPool

The Capri
FamilyLocationParking

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach
FamilyLocationHospitality

BIKINIS & MARTINIS! 3 bedrooms, 2 baths, bayfront
LocationFamilyCondition
Other holiday rentals with a pool

Spacious, newly renovated
FamilyLocationCleanliness

120th street - Heron Harbour - 2BR sleeps 6, pool
ValueFamilyTV

2 BR 2BA North Ocean City Condo
LocationFamilyAir conditioning

Bayside Bungalow - Waterfront
FamilyLocationParking

Enjoy water view, 2 blocks from beach.
FamilyLocationCleanliness

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony
FamilyLocationPool

Bayside Family Oasis - Perfect for Large Families
FamilyLocationGrill

EB Beach
FamilyValueParking
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 | $210 SGD | $249 SGD | $353 SGD | $418 SGD | $405 SGD | $288 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 |
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
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- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Assateague State Park
- Willow Creek Winery & Farm
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
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- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Hawk Haven Vineyard & Winery
- Bear Trap Dunes
- Dewey Beach Access





