
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!
ValueLocationParks

Designer Oceanfront Condo | Pool, Hot Tub & Deck
Wake up to breathtaking panoramic ocean views from this beautifully renovated 8th-floor oceanfront condo in North Ocean City. Enjoy direct beach access, two reserved parking spaces, 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 designer coastal retreat sleeps 8 with luxury finishes, spa-inspired bathrooms, a gourmet kitchen, private oceanfront balcony, stylish furnishings, and blackout bedroom shad
ValueLocationBathroom

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!
FamilyLocationBeach

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!
LocationValueWalkability

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**
FamilyLocationPool

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.
ValueLocationShared spaces

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
ValueFamilyNearby

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).
FamilyValueIndoor spaces

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge
Wake up to breathtaking ocean views at Driftwood, a beautifully remodeled 2BR/1.5BA oceanfront condo in the amenity-rich Golden Sands Resort! Sleeps 6 with 2 queen beds + queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, volleyball, huge sun deck, and seasonal tiki bar. Steps to the sand and close to Northside Park, top restaurants, and the iconic Ocean City Boardwalk!
ValueLocationLaundry

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.
FamilyValueCondition

21st Floor Carousel - 2 BR Oceanfront & Bay View
NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!
FamilyLocationAmenities

Boutique Style 2 Bedroom Apartment w/pool
Enjoy a stylish experience at our two bedroom apartment located in a heart of Ocean City, only a few blocks away from the beach, Ocean City boardwalk and within a walking distance to many amazing restaurants and bars, convenience stores, amusement park, mini-golf, boutiques, playground.
LocationFamilyCondition
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Beachy Sunset Island Townhouse!
FamilyValueWalkability

3 BR Waterfront Home, Minutes to the Beach
LocationValueBiking

Ocean Pines Retreat with Beach Club
FamilyValueBack garden

Camelot
ValueLocationParks

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
ValueFamilyHeating

Ocean Breeze at Lighthouse Bay
ValueLocationBathroom

4 Bd/3 Ba - 1 mi from beach, pool, linens included
LocationFamilyCheckout

Cozy beach home away from home!
LocationFamilyBeach
Apartment rentals with a pool

Entire beautifully updated Condo with Ocean Views!
LocationFamilyAccess

2BRCapri: Indoor Pool, Game Room, Massage Chair
FamilyValueGetting around

3BR/3BA Ocean Side Condo- midtown location w/ pool
LocationValueLayout

Steps to Beach, Pool, Family Friendly with Linens
LocationFamilyLaundry

Lovely beach-front condo with pool and views
FamilyValueParking

Direct Ocean Front 1BR Condo indoor/outdoor pools
ValueLocationAmenities

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

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach
LocationFamilyHospitality
Other holiday rentals with a pool

SeaGate Serenity | Oceanfront Condo with Balcony
LocationFamilyNearby

Oceanfront Retreat | Pool | Deck | 2 Balconies
FamilyLocationKitchen

Bayside Bungalow - Waterfront
LocationFamilyHospitality

Beach Paradise 214-New Townhouse with Pool, Garage
LocationFamilyParking

Perfect Cozy Condo Retreat in OC
LocationValueQuiet

Golden Sands Direct Beachfront/Oceanfront!
ValueLocationAir conditioning

Sunset Pearl
LocationFamilyNearby

Sea Terrace 801
FamilyLocationView
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 | $250 SGD | $353 SGD | $419 SGD | $406 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
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Ocean City Boardwalk
- 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
- Funland
- Dewey Beach Access





