
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 3,570 vacation rentals in Ocean City

Nightly prices starting at
Ocean City vacation rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 62,620 verified reviews to help you choose

Family-friendly vacation rentals
2,630 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
1,780 properties have a dedicated workspace

Wi-Fi availability
3,270 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!

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!

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

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.

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi
Ocean Block / Convention Center, One bedroom, recently remodeled, with view of the beach. 1/2 Block to the beach. Across the street from the Convention Center. 12 blocks to the boardwalk. 10 Blocks to Jolly Roger Amusement Park. Ocean View from living room balcony. Quiet complex, great for romantic getaway. THIS COMPLEX DOES NOT ALLOW SMOKING, VAPING OR MARIJUANA. THE NEIGHBORS WILL SMELL IF EVEN WHEN YOU ARE INDOORS. ONCE WE GET A COMPLAINT, YOU WILL HAVE TO LEAVE WITHOUT A REFUND.

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!

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**

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

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.

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.

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.

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

Upscale Family Home in OC, Community Pool, Grill

Cozy beach home away from home!

Sunshine Retreat and Free Mini Golf /Huge Pool

Mi Casa at Bay Knolls

Cabin in the Pines I Luxury Touches + EV Charging

Beachy Sunset Island Townhouse!

Peaceful place to escape.

Ocean Palms II - Renovated, Ocean Block, Midtown
Condo rentals with a pool

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

New Updated Direct Oceanfront Condo - Pool & Wifi!

Ocean Front Condo

Downtown Condo, Parking, Walk to Beach & Boardwalk

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

Beautiful 2BR 2BA oceanfront condo at the Atlantis

Modern Coastal Calm 2 BR Retreat + Pool

Nice 2 BR Oceanfront, Year Round Fun & Amenities!
Other vacation rentals with a pool

Golden Sands Direct Beachfront/Oceanfront!

Bayside Bungalow - Waterfront

Amazing! - Ocean Front Beach Retreat Condo

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

Oceanfront Retreat | Pool | Deck | 2 Balconies

The Capri

Beach Paradise 214-New Townhouse with Pool, Garage

Oceanfront Efficiency
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €140 | €130 | €130 | €142 | €169 | €239 | €283 | €274 | €195 | €164 | €148 | €138 |
| 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 |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Pittsburgh Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Richmond Vacation rentals
- Outer Banks Vacation rentals
- Atlantic City Vacation rentals
- Condo rentals Ocean City
- Rentals with breakfast Ocean City
- Rentals with a sauna Ocean City
- Villa rentals Ocean City
- Pet-friendly rentals Ocean City
- Waterfront rentals Ocean City
- Beachfront rentals Ocean City
- Rentals with a hot tub Ocean City
- Family-friendly rentals Ocean City
- Beach house rentals Ocean City
- Apartment rentals Ocean City
- Rentals with lake access Ocean City
- Rentals with an accessible height bed Ocean City
- Townhouse rentals Ocean City
- Rentals with beach access Ocean City
- Hotel rooms Ocean City
- Rentals with an accessible height toilet Ocean City
- Mansion rentals Ocean City
- House rentals Ocean City
- Beach condo rentals Ocean City
- Rentals with a kayak Ocean City
- Rentals with pools Worcester County
- Rentals with pools Maryland
- Rentals with pools United States
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Delaware Seashore State Park
- Wildwood Boardwalk
- Fenwick Island State Park Beach
- Jolly Roger Amusement Park
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Ocean City Boardwalk
- Funland
- Dewey Beach Access
- Hawk Haven Vineyard & Winery
- Cape May Point State Park





