
Vacation rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Ocean City

Total vacation rentals
Explore 3,670 vacation rentals in Ocean City

Nightly prices starting at
Ocean City vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 74,590 verified reviews to help you choose

Family-friendly vacation rentals
2,680 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,830 properties have a dedicated workspace

Wi-Fi availability
3,420 of Ocean City vacation rentals include wi-fi 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!
FamilyValueAccuracy
4.93 out of 5 average rating, 292 reviews
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!
ValueFamilyView
5.0 out of 5 average rating, 126 reviews
3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.
LocationFamilyHospitality
4.93 out of 5 average rating, 153 reviews
Direct Oceanfront Newly Renovated W/ Pool 2 Bd
A slice of paradise on the 18th floor! This fully renovated beachfront condo boasts breathtaking views of the glistening ocean. With two bedrooms and two modern baths, this haven offers the perfect blend of luxury and comfort. Imagine waking up to the sound of waves crashing and sipping your morning coffee overlooking the endless horizon. Whether you're lounging by the shimmering pool or strolling along the pristine shoreline, every moment here is infused with the tranquility of coastal living.
LocationFamilyBathroom
4.99 out of 5 average rating, 110 reviews
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.
LocationValueBathroom
4.78 out of 5 average rating, 246 reviews
No Cleaning Fee • Indoor Pool • 2BR/2BA • Sleeps 6
🎉 WINTER SPECIAL — LIMITED TIME! No Cleaning Fee! Enjoy a 2BR/2BA condo sleeping up to 6, an easy walk to the beach, with an indoor pool, tennis, free parking & private balcony. Winterfest of Lights is just 6 blocks away! Condo decorated for Christmas during the holiday season. Enjoy a peaceful winter getaway, or cozy up around a beach bonfire at night with an Ocean City permit. A perfect time to enjoy Ocean City without the summer crowds! Enjoy OC’s special events this winter. Age 25+
LocationFamilyIndoor spaces
4.92 out of 5 average rating, 104 reviews
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.
FamilyLocationBeach
4.94 out of 5 average rating, 342 reviews
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
ValueFamilyAccuracy
4.89 out of 5 average rating, 148 reviews
Nice 2 BR Oceanfront, Year Round Fun & Amenities!
Gorgeous kitchen & main areas renovated March ‘22. 2 bedroom, 1.5 bath, direct oceanfront condo on 7th floor of Golden Sands building in OC. It’s clean, comfy, stylish, full of amenities & in a great location. Great WiFi, 3 TVs with cable, DVD, well stocked kitchen & stunning ocean view with large balcony. Top floor has indoor pool, fitness room, sauna & game room. Outdoor pool, tiki bar, gift shop, market & deli open weather permitting in May, then daily by Memorial Day.
ValueLocationParks
4.91 out of 5 average rating, 335 reviews
Oceanview Oasis with 2 private balconies
Relax with your closest friends & family in a serene 14th floor oceanfront condo with updated appliances, dining furniture, and floors! Watch the sun rise/set from 2 private balconies. Enjoy the pool/deck Memorial Day to September 30. Break a sweat on the private tennis & pickleball courts! Explore local restaurants, mini golf, amusement parks, & tax-free shopping in DE! Week long stays preferred during summer months but not mandatory. Minimum age 25.
ValueLocationHospitality
4.86 out of 5 average rating, 129 reviews
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.
ValueLocationGetting around
4.9 out of 5 average rating, 370 reviews
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!
LocationFamilyBathroom
4.96 out of 5 average rating, 122 reviewsPopular amenities for Ocean City rentals with a pool
House rentals with a pool

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
ValueLocationBeach
4.97 out of 5 average rating, 166 reviews
Camelot
ValueLocationParking
4.96 out of 5 average rating, 156 reviews
Ocean Pines Retreat with Beach Club
FamilyLocationSleep quality
4.99 out of 5 average rating, 141 reviews
Beachy Sunset Island Townhouse!
ValueLocationAccuracy
4.91 out of 5 average rating, 104 reviews
Stunning Bayview Home with Own Private Pool
LocationFamilyBathroom
4.98 out of 5 average rating, 163 reviews
Tortuga Cottage: Your All- Season Getaway
LocationValueAccess
4.88 out of 5 average rating, 174 reviews
Family-Friendly Coastal Cottage, Ocean Pines, Md.
FamilyValueWalkability
4.95 out of 5 average rating, 151 reviews
Point Break - 4BR Beach House Private Heated Pool
ValueFamilyCondition
4.85 out of 5 average rating, 53 reviewsCondo rentals with a pool

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park
FamilyLocationLaundry
4.97 out of 5 average rating, 117 reviews
Love Above the Waves-OceanView/Rooftop Heated Pool
ValueFamilyParking
4.85 out of 5 average rating, 195 reviews
Luxury Oceanfront Getaway!
FamilyLocationParking
4.96 out of 5 average rating, 108 reviews
Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
LocationFamilyParking
4.94 out of 5 average rating, 193 reviews
Ocean Front Condo
LocationValueCheckout
4.97 out of 5 average rating, 102 reviews
Beach Paradise 202-Downtown Luxury Condo Bay View
ValueFamilyLong stay
4.91 out of 5 average rating, 201 reviews
Double Decker by de Bay
ValueFamilyBiking
4.91 out of 5 average rating, 112 reviews
Cozy oceanfront condo with stunning ocean views
FamilyLocationCondition
4.98 out of 5 average rating, 274 reviewsOther vacation rentals with a pool

Seas the Bay OCMD
LocationFamilyCleanliness
4.88 out of 5 average rating, 120 reviews
Oceanfront Escape, Steps from the Sand
LocationValueCleanliness
5.0 out of 5 average rating, 18 reviews
Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach
LocationFamilyAccess
5.0 out of 5 average rating, 16 reviews
4 BR/2.2 BA, Oceanblock w/pool & fantastic view!
ValueLocationNearby
4.89 out of 5 average rating, 76 reviews
1 Block from Beach! New OCMD Townhome!
FamilyLocationNearby
5.0 out of 5 average rating, 6 reviews
Entire Unit-Bay View Breezes-Midtown-ConventionCtr
LocationFamilyHospitality
4.83 out of 5 average rating, 12 reviews
New Updated Direct Oceanfront Condo - Pool & Wifi!
LocationFamilyPool
4.9 out of 5 average rating, 48 reviews
BIKINIS & MARTINIS! 3 bedrooms, 2 baths, bayfront
LocationValueNearby
4.93 out of 5 average rating, 61 reviewsWhen is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 595 | ﺩ.ﺇ 551 | ﺩ.ﺇ 551 | ﺩ.ﺇ 602 | ﺩ.ﺇ 716 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 1,201 | ﺩ.ﺇ 1,164 | ﺩ.ﺇ 826 | ﺩ.ﺇ 694 | ﺩ.ﺇ 628 | ﺩ.ﺇ 588 |
| 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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