Top 10 Airbnbs With Pool In Ocean City, Maryland - Updated 2024

| 5 min read

For your upcoming summer holiday, consider retreating to one of the best beach resorts in Maryland - Ocean City. This place is known for its 3-mile-long (4.8-kilometer-long) boardwalk that is lined with local seafood restaurants, pubs, and hotels. Whether you prefer to spend your time with family or friends, there are plenty of fun water activities to indulge in. Here, you can go swimming, fishing, or even kayaking to the much-sought-after Assateague Island. The resort is also children-friendly, where families can end up going on Ferris wheels or a roller coaster. As for food lovers, they can always indulge in local delicacies, such as Maryland crab cakes and fried chicken. Are you looking for the right accommodation for your upcoming vacation? There are plenty of 2-bedroom hotels and hotels with water park here. For a more homey stay, however, check out our list of top Airbnbs with a pool in Ocean City, Mayland.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on May 22, 2024.

1. Oceanfront condo with parking (from USD 356)

At the boardwalk with direct access to the beach, you can find this stylish ocean-front condo that offers two parking spaces. The condo has three spacious bedrooms with two common bathrooms and an open-concept living room fitted with a gorgeous fireplace and plush sofas. Some of the perks of staying here include easy access to the beach, an outdoor pool, a balcony offering an incredible ocean view, and an immaculate bathroom, where you can enjoy the hot tub.

Stayed at this property?
Ocean City, Maryland, United States
1.95 km (1.3 mi) from Trimper Rides of Ocean City
212 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 6 Beds 12 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the access directly from the boardwalk to your room is super convenient
we were very comfortable with a family of 6
great for large groups as it has a big open kitchen/dining/living room all connected
the table was fantastic for what we had planned
very clean and hospitable
very clean well furnished
the unit was clean and spacious
their space was very clean will definitely stay here again
the place was clean and was better in person rather than pictures
the host were amazing and very quick at responding to all my questions
the hosts were immediately responsive and helpful in every way
bob & samantha were absolutely wonderful hosts
check in was easy and the owners were a real pleasure
this was very helpful
amazing location and very spacious
amazing place and amazing location
great place locatio location location
you have quick access to food and shopping perfect location on the boardwalk
great location on the boardwalk steps from the beach
Read more reviews

2. Three-bedroom apartment with free parking (from USD 401)

This three-bedroom apartment is situated close to Belmont Towers and the boardwalk, and it is ideal for a family getaway. Wake up to the sound of the crashing waves and relax in the comfort of this spacious apartment. It boasts having a large balcony, where you can feast your eyes over the beautiful sea horizon. Here, there are three decadent bedrooms and two clean bathrooms equipped with bathing amenities. You can take advantage of the available facilities such as the free parking areas, an amazing rooftop pool, a gym, and a sauna. With all of these facilities, staying here becomes a pleasure.

Stayed at this property?
Ocean City, Maryland, United States
466 meters (0.3 ft) from Trimper Rides of Ocean City
129 reviews   Superhost Wifi Available
ENTIRE CONDO 5 Beds 10 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
and the space itself was extremely comfortable
it was so beautiful to see the sunrise from the comfort of the living room
we easily cooked our christmas dinner in their fully equipped kitchen
a roaring fireplace with the most comfortable swivel rockers we’re the cherry on the top
the condo was absolutely spotless and beautiful
the place itself is incredibly clean and so spacious
the condo was very clean and there was so much space
it is also so clean which is always important but especially now
place was huge and super clean
the host was amazing as well
the host was communicative and very responsive
great host thank you bob and samantha
i highly recommend this host and this stay
bob and samantha are wonderful hosts
the location is super ideal and convenient
great location close to everything you need
great location above fisher’s popcorn
this place is in an amazing location
close to all the best places in oc
Read more reviews

3. Luxury three-bedroom penthouse with incredible views (from USD 85)

If you’re looking for a luxurious place to bed down for the weekend with your family and thinking of sleek interior decor, an incredible sea view, and plenty of outdoor activities, then this place is one of the most recommended in the area. What makes this place unique is not only its swanky setting but also the top-floor balcony that offers a bird’s eye view seascape that brings a rejuvenating feeling. Some of the advantages of staying here are the direct access to the beach, access to a pool, local seafood restaurants, a nightclub, and a nearby marina, where you can indulge in some fun water activities. Some of the amenities include three parking spaces and some beach essentials such as umbrellas, chairs, and a beach wagon.

Stayed at this property?
Ocean City, Maryland, United States
2.86 km (1.8 mi) from Trimper Rides of Ocean City
160 reviews   Wifi Available
ENTIRE HOME 9 Beds 15 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 15

Top guest reviews
clean and well kept
very clean and comfortable
the place was sparkling clean and really pretty
the place is beautiful and very clean
i wish the pool would be cleaned at least
hosts were responsive and helpful
lovely place and great host
they were very responsive to anything we needed
thank you kim for hosting us
you definitely beat some of the other super hosts
the location was great
great place with convenient location
great location to points of interest
great location and extremely comfortable getaway
close to many great restaurants and activities
Read more reviews

4. Decent two-bedroom apartment with a bathtub (from USD 275)

If you are looking for a quiet neighborhood but close to the beach, then choose this decent two-bedroom apartment situated right in midtown Ocean City. The place is conveniently equipped with two snug bedrooms with its own ensuite bathroom. The master bedroom has a jetted tub and comes with bathing amenities. There is a large living room adorned with comfy ivory-colored sofas. Staying here, you can access two parking spaces, a pool and the bus stop, which is within close proximity.

Stayed at this property?
Ocean City, Maryland, United States
6.12 km (3.9 mi) from Trimper Rides of Ocean City
70 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
very clean and comfortable home
very clean and nice place to stay
the condo was very clean and nicole answers very quickly very good area
check in/out was easy place was clean upon arrival
clean comfortable good location and nicole was able to respond quickly when we had questions
the host was very responsive and helpful when we needed to contact them
nicole was very responsive when i had questions
great host quick responses to questions and awesome location to walk to many great restaurants and beach
nice condo in a great location
amazing location and comfy space
great place in mid town ocmd close to everything
i would highly recommend this location
the condo is in a very convenient location just walking distance from a lot of fun restaurants/bars/activities
Read more reviews

5. Upscale two-bedroom apartment with an outdoor pool (from USD 216)

Not far from the boardwalk and amusement park, this upscale two-bedroom apartment comes with an inviting swimming pool, where you can unwind with your family. Staying here, you will experience the modern setting of the apartment which exudes comfort and relaxation. Chic and modern, every little part of this accommodation radiates opulence. Just from the front door, you can bask in the marvelous sunset view and appreciate the serenity that prevails over here. Nearby facilities include local seafood restaurants and free parking areas.

Stayed at this property?
Ocean City, Maryland, United States
3.66 km (2.3 mi) from Trimper Rides of Ocean City
261 reviews   Superhost Wifi Available
ENTIRE CONDO 4 Beds 8 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the balcony has comfortable furniture for enjoying the view
the view is breathtaking and the balcony was comfortable and spacious
super comfortable beds amazing view of sunrise/sunset
amazing view and very comfortable king bed
three huge smart tvs made our relaxing nights-in even better
exceptionally clean and comfortable
super clean and beautiful space
very clean updated condo
very clean and comfortable place
it was clean and beautiful
the host was very responsive to all of my questions
kathryne was a great host - responsive
the host was very honest and helpful
she is a super host in my eyes
kathryne was a gracious host and we hope to return to her place soon
great location close to the boardwalk
beautiful comfortable and great location
perfect location will be staying again
great location on the beach and right by the boardwalk without being too crazy
best location possible and a superhost
Read more reviews

6. Affordable studio-apartment with private beach

One way of enjoying affordable accommodation is by booking this studio-apartment, which comes with its own private beach. It also features an indoor and outdoor swimming pool. With its recent facelift, this place now has sleek and modern furniture, with a large living room equipped with a smart TV featuring Netflix. There is a common bathroom and two decent bedrooms. You’ll be saved from the hassle of looking for places to eat breakfast as well since the place offers a fully equipped kitchen with a large refrigerator.

Stayed at this property?
Ocean City, Maryland, United States
10.42 km (6.5 mi) from Trimper Rides of Ocean City
46 reviews  
Entire condominium 2 Beds 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
we loved the room decor and space
the entire space has been upgraded with a beautiful kitchen and bathroom
we had everything we needed for a comfortable stay
the unit was clean upon entering
everything was super clean functional and comfortable
very clean and right on the beach
the unit also seemed very clean
very nice place and very clean
she was/is super responsive
check in was very easy and the front desk people were helpful
kind welcoming host and it was a wonderful get-away
the location is really amazing right on the beach and only 45 minutes to assateague island
we greatly enjoyed our stay the location the unit being beachfront and will definitely be back
would definitely recommend to anyone looking for a quiet vacation with a spot right on the beach
when we walked off the elevator we were greeted with a cute anchor at the door
the condo is in a great location with nice amenities
Read more reviews

7. Spacious condo with balcony

Another spacious accommodation to bed down with a bunch of friends for a weekend getaway in this spacious condo. It is kitted out with a large bedroom with a bath and a living room that has ample space to sleep. Wake up with the soothing sound of the waves when staying here. Some of the facilities include a balcony, a fully equipped kitchen, a smart TV, a nearby park, and an indoor heated pool.

Stayed at this property?
Ocean City, Maryland, United States
12.1 km (7.6 mi) from Trimper Rides of Ocean City
76 reviews  
Entire condominium 4 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
nice touch of water bottles and candy (gummy bears and thin mints) in the kitchen
the beds were comfortable everything exceeded our expectations
we had plenty of room for 2 and what impressed me most was the attention to detail
the condo was larger than expected with spaces that allow for easy comfortable movements
the bathroom is spacious and the living room is nicely decorated
very clean comfy beds
place was super clean and cozy
the condo was very clean
such a great space place was extremely clean and cozy
very nice clean condo a block from the beach
the hosts were very responsive and attentive
theodore was highly responsive and ensured that our stay was as welcoming and comfortable as possible
when we had questions he got back to us promptly and was extremely helpful
very relaxing and if anything comes up and you need something he is very responsive
host interaction and communication was great as well
perfect location yet tucked away enough
and the location was perfect
excellent location the condo is beautiful and loved being that close to the beach
amazing place right next to beach
cute place right off the beach great location
Read more reviews

8. Two-bedroom apartment for couples

This two-bedroom apartment is ideal for young couples who wish to enjoy a getaway close to the beach and bayside pool. Styled in a decent interior with pastel-colored walls and outfitted with modern furniture, this place is convenient and immaculate for a short stay. Another reason for staying here is its hipster lifestyle-think electrifying nightlife and a thriving young community nearby. The best part is watching the spectacular sunset from the balcony.

Stayed at this property?

5.5 km (3.5 mi) from Trimper Rides of Ocean City
115 reviews   Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
having beach chairs was great saved us room in packing
(we were offseason so can’t say for sure)otherwise great tv/internet set up
perfect location- well stocked kitchen games and books thoughtful touches included beach chairs highly recommend
also we needed to bring hand soap for the bathrooms and paper products as well
condo was clean nicely decorated and comfortable
amazing stay very clean easy communication
clean spacious and nicely decorated
very clean and comfortable plenty of room
everything was super clean and very nice
terrific host
anthony is a great host and was quick to answer any questions that i had
anthony is very quick to communicate if you have any questions very thoughtful host with all provided
wonderful host and place recommend to anyone
host was amazing to work with and very understanding
the location was great
i loved the location
great place right in the middle of everything
very good location and a comfortable place
perfect place for a weekend away at the beach great location and super cute place
Read more reviews

9. Two-bedroom apartment close to the park

With its recent facelift, this two-bedroom apartment has some sleek furniture, including black sofas, plush beds with fresh linens, and smooth pillows, and a modern kitchen fitted with cupboards and kitchenware. Located close to Jolly Roger Amusement Park and some minutes away from the boardwalk and beach, the apartment makes for a perfect place to retreat from the typical beach crowds while staying close to establishments such as local restaurants, and shops. It also has access to a pool, where you can relax.

Stayed at this property?
Ocean City, Maryland, United States
3.57 km (2.3 mi) from Trimper Rides of Ocean City
142 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
beds and furniture were comfortable and able to utilize the kitchen for meals
overall great interior finishes comfortable furniture with modern appliances and bill was a great host who responded promptly
beds were very comfortable
it was great having a kitchen with all we needed to cook
the accommodations are perfect for two couples but could be comfortable for three couples as well
very clean and newly updated
super clean and cozy
very clean and very beautiful
the condo was clean and nicely furnished
very clean and up to date
the host was quick with responses to any questions we had and did his best to accommodate
bill was a fabulous host
bill was a great host
thanks for being our host bill
bill was a great host and i would definitely stay again
loved the location
solid location and in a calm area
very well situated for location value and comfort
great location close to everything you would want to visit
the location was with in walking distance of plenty of food and fun
Read more reviews

10. Luxury one-bedroom apartment with balcony

Close to the boardwalk and bay, this luxury one-bedroom apartment is styled in a contemporary-chic look. It has upholstered black sofas that blend with the beautiful pastel-colored walls and the vibrant floor mats. There is a large balcony that overlooks the shimmering swimming pool. One good reason for staying here is the access to a boatload of parking areas. For a fee, you can also bring your furry friends to stay with you in this pet-friendly vacation rental.

Stayed at this property?
Ocean City, Maryland, United States
1.26 km (0.8 mi) from Trimper Rides of Ocean City
98 reviews   Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the condo is very nice great balcony overlooking the pool
the pool was one of the best amenities this place has to offer
the pool was nice hardly anyone in it at all
the pool was nice as well we would return
very clean and cozy
clean & quietbasic cozy beach place in old ocean city
the place was clean and there was plenty of space
her home was a great ocean city retreat clean and convenient
the apartment was convenient and clean
good value and nice host
excellent location very quick response from the host regarding any questions
the stay was nice and cozy the host is very responsive and helpful
mauree was super helpful with a last minute request i had
great location easy walk to beach
fantastic location - worth 6 stars
great location and easy check in
great location the condo is a quick walk to the beach/boardwalk
great location perfect for what we needed
Read more reviews

Enjoy the laid-back Ocean City in Maryland

Take a well-deserving break with your family or partner in Ocean City, a place to unwind and chilled over mojito cocktail drinks. Looking for a place to stay for your holiday? Check out our list of top Airbnbs with pool in this area. For more accommodation options, there are also pet-friendly hotels and oceanfront Vrbo vacation rentals that provide a great stay.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Heyleena is a passionate travel writer who enjoys writing travel articles for people who seek to explore new places in a more conscious way. From travel guides to recommended vacation rentals, get...Read more

 Want to contribute as a Local Expert?
Explore Ocean City
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.