
Vacation 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.

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.

Bayfront Family Friendly Beach Condo w/BoatSlip
Come enjoy our Cozy Bay/Canal Water Front Beach Condo. 1 bedroom, 1 bath condo with a Boat Slip & Pool and just a few blocks from the Beach and Northside Park, in the desired Hidden Harbor Community. Also just a short walk to the Beach Bus Stop. ** For July and August we try to rent Saturday to Saturday, 7 night stays! ** Contact me if you're interested in shorter stays. Pool Open Memorial Day to Labor Day Xfinity WiFi and Smart TV for your streaming needs. New Mattress and TV added 2024!

BEST SPOT IN OCEAN CITY
Beautiful spacious 3 bedroom 2.5 bath penthouse condo that offers it all. Tall ceilings, open floor plan, spectacular ocean view and gorgeous sunrise and sunsets. Rooftop pool, full kitchen access with a large bar and new appliances. Steps away from the beach. Enjoy great food from one of the many restaurants ocean city has to offer. Great for family vacation. Many activities to choose from including clubs, boardwalk, water park, mini golf, amusement park, indoor ice skating rink, and shopping,

Love Above the Waves-Best Ocean View & Heated Pool
🥂 Complimentary champagne, endless ocean views, radiant sunrises, and warm swims or barefoot beach strolls awaits you at this romantic retreat. From birthdays and anniversaries to engagements or quiet escapes for two, Love Above the Waves offers more than a stay — it creates a lasting experience, crafted for connection, celebration, and romance. Let the ocean be your witness, the champagne your spark, and the sunrise your reminder: some escapes aren’t just romantic—they’re unforgettable.

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.

Right behind Alley Oops & Crab Bag. Walk to beach
Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

Beautiful Cottage W/ shared pool & close 2 beach
"Beautifully decorated & completely renovated 3 BR/2 BA/ plus den. The home is 2 blocks from the bay and a 20 min. walk to the beach! Enjoy this entire home in the quiet neighborhood of Montego Bay which boasts 2 pools, tennis courts, a fishing pier, a walking pond, mini golf and Northside Park. The kitchen is fully stocked and the house is kid-friendly. There are 2 parking spaces & off-street parking. Finally, enjoy the sunset on the large deck complete with an area for al fresco dining.

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.

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).

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities
Welcome to our 2 bedroom 2 bath oceanfront condo at the Carousel. We take care of this condo ourselves to ensure you have a comfortable, clean & well stocked place to stay. This unit sleeps 6, 1 king bed, 1 queen bed & 1 queen sofa bed with washer/dryer. Ocean front balcony & a bay view balcony, an ice skating rink, indoor pool, outdoor pool, kiddie pool, 2 game rooms, restaurant & bar, fire pits, playground, hot tub, gift shop, gym & sauna & more!!!

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.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Beach Paradise 2101-Downtown Luxury Condo Bay View

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Ocean View Paradise w/Hot Tub & Free Massages!

Luxury OC Beach House w/ Deluxe Game Room & Pool!

Welcome to our beach retreat!

Ocean Palms II - Renovated, Ocean Block, Midtown

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Waterfront Wonder | Private Dock, Ocean Pines
Condo rentals with a pool

Sea Watch Oasis

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

Updated 2-Bedroom Oceanview Condo

Extraordinary Oceanfront Penthouse - Unit 1209

Sunset Pearl

Fully renovated 3BR 2 Pools, beach, W/D, balcony

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Water Front Condo w/Pool Short Walk to Beach
Other vacation rentals with a pool

Bayside Bliss

Ocean City Beach Retreat with Linens Included

Beachfront-Panoramic Ocean Views-Newly Renovated

Little Paradise

Our Cottage By the Sea

Upscale New Home | Pool | 2600 sq.ft|Baby Friendly

Amazing 3BR Oceanfront Condo with Loft

SuperHost! Amazing OceanFront View with 2 Pools!
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 141 | € 138 | € 136 | € 145 | € 186 | € 239 | € 279 | € 270 | € 192 | € 154 | € 143 | € 142 |
| 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 vacation rentals with a pool in Ocean City

Total vacation rentals
Explore 3,120 vacation rentals in Ocean City

Nightly prices starting at
Ocean City vacation rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 62,280 verified reviews to help you choose

Family-friendly vacation rentals
2,440 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
1,460 properties have a dedicated workspace

Wi-Fi availability
2,940 of Ocean City vacation rentals include wi-fi 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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