What can you find in between the Atlantic Ocean and Isle of Wright Bay in Maryland? A small resort town called Ocean City, which is popular for its theme parks and waters for outdoor activities. Boardwalk Beach and Ocean City Beach, for example, are great sites for boating, kayaking, and swimming. You can also enjoy a picnic by the beach. Don’t forget to take a look at the surrounding and marvel at the sweeping views of the beaches. The next day, you can have fun for the whole day by visiting Trimper’s Rides and Jolly Roger Amusement Park. The former is known for its classic rides such as the merry-go-round and water flume, whereas the latter features pay-as-you-go rides. The most popular ride in Jolly Roger is boarding its 1952 antique train. Keep on reading to learn more about the best vacation rentals in Ocean City. Book your favorite one right away and enjoy a great holiday!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 21, 2025.
1. A huge condo with pool (from USD 260)
Strategic location and fantastic facilities and amenities are what people looking for in accommodation. Book this huge condo and you can wake up to the view of the ocean every morning. With the ocean right in front of your doorstep, what else could you possibly ask for? Facilities are also awesome. You can enjoy three spacious bedrooms, two bathrooms, a hot tub, and a fully equipped kitchen. As a guest, you are also granted access to the swimming pool. Soak in whenever you want and come back refreshed.
Ocean City, Maryland, United States
1.9 km (1.2 mi) from Trimper Rides of Ocean City
Top guest reviews
Host:
The kids loved the pool and being so close to the beach and the boardwalkHouse was very cleanGreat locationPool right next to room and boardwalk 4 foot pool not huge but clean and never over fulled with too many peopleOwner answered any questions quickly Internet was gr...We will be returning next yearWe really enjoyed sitting back relaxing and enjoying the view and sounds of the ocean directly from our room and Bob the owner was awesome very responsive and available for any needsGreat great property and even better locationLocation:
so easy - just a few steps across the boardwalk and you are on the beachThis is a great property in a wonderful locationThis place is the perfect location being on the boardwalkGreat location Close to everythingBob was easy to get a hold of and very responsiveCleanliness:
The condo was extremely spacious clean and was centrally located within Ocean CityLinen closet is full of towels which was greatvery spacious clean and the best views directly from our room of which was right next toIt just needs a deep clean especially in the bedrooms as we had found dust and cobwebs in placesRead more reviewsAmenities & Room:
The master bedroom and bathroom was hugeAlso a full kitchen with everything possibleThe condo was very roomy and worked out perfect for our familyIt's very spacious and has a nice set of beach equipment in the storage closet for useThe place was larger than expected and the location to everything was wonderful
2. A top-rated condo with stunning views (from USD 150)
Do you prefer the bay view with a sunset or the pool view with sunrise? Good news is, you don’t have to choose and can enjoy both stunning views if you book this top rated condo as it features two private balconies. What is more, the condo also features facilities such as a kitchen with stainless steel appliances and granite counters, a living room with a super large sofa and windows, and bedrooms with large-screen TVs. It does not stop here as you can also enjoy the two swimming pools available on site.
Ocean City, Maryland, United States
10.59 km (6.6 mi) from Trimper Rides of Ocean City
Top guest reviews
Host:
The owner addressed any questions we had promptlyWe made new family memoriesRon and Laurie Ron was extremely responsive and the condo was greatThe owner was helpful and everything posted was very accurateNicely maintained condo and very friendly owner to work with Looking forward to our next stayLocation:
It was close to many different restaurants/bars/activitiesit was just far enough north to be quiet at night but still close enough to everythingWe have stayed in so many condos rentals in Ocean CityIt was all we hoped for in a more quiet section of the beach and convenient to groceries and restaurantsPool and beach were stellar Great place to stayCleanliness:
Everything was so clean and the Zimmermans thought of everything to make our time restful and enjoyableproperty was well kept and clean and the condo was perfectas described view was fantastic and condo was very cleanRead more reviewsAmenities & Room:
Not only were the beds comfortableI especially loved the cushioned dining room chairsThe place was beautiful - great viewsWe wanted a comfortable place on the beach to enjoy the views of the sunrise over the ocean and sunset over the bayI just hate to leave
3. A waterfront house
A perfect vacation house can be yours and the best way to enjoy this dream house is with your loved ones. So, tell all your family members or friends right away that they are coming with you to Ocean City. Providing three bedrooms, the house can comfortably accommodate up to nine people. This private oasis also features other facilities, such as two modern bathrooms, satellite TV, heater and internet. An equipped kitchen is also available for use. In the evening, relax in the outdoor patio and enjoy some grilled meats. There is an outdoor grill is at your disposal. And, from every room in the house, you can marvel at the breathtaking view of the ocean.
2.11 km (1.4 mi) from Trimper Rides of Ocean CityAccommodates: 9
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
We used the kitchen to prepare delicious meals and relaxed on the back deck to watch the osprey nest and the great white egret land by the bay Bring your binocularsLocation:
the bay and Assateague Island just minutes away from this propertyThis property is minutes from the boardwalk near all the good shopping and also close to AssateagueIt's all very retro and in great location by hoopers Crab shack and a lot of fun activities can be a little hard finding parking on the beach if you don't want to payRead more reviewsAmenities & Room:
We really enjoyed the view off the back porch
4. A downtown condo
Situated in the downtown area, this condominium provides easy and convenient access to both amenities and attractions. So, don’t worry about restaurants, cafes, and shops as they are all around you. You will also be close to Ocean City Boardwalk and the bay, among others. The condo itself is equipped with a private bedroom and a private bathroom. Other facilities offered include a cable TV and wireless internet connection. The best place to enjoy the view of the bay without having to leave your condo is from the front porch.
Ocean City, Maryland, United States
1.44 km (0.9 mi) from Trimper Rides of Ocean CityTop guest reviews
Host:
easily correctable by owner/staffshannon is a great host and responds quickly and politely every time she’s contactedshannon is very responsivewas very happy with our stay shannon was a great hostshannon was very responsive and easy to contact during our stayLocation:
excellent location and very comfortablegreat location at a great priceok for the money good locationawesome place close to everythinggreat location close to everything nice little placeRead more reviewsCleanliness:
shannon's place was very clean upon arrivalother than the cleanliness issue the place was cute location was great and appeared exactly as advertised
5. A spacious condo with partial bay view
Have a relaxed and amazing stay at this spacious condo from where you can get the view of the bay, although only partially. To enjoy the whole view, you can simply walk a few steps and marvel at the spectacular sunset over the bay. The condo features two bedrooms and two bathrooms and up to six people can comfortably rest here. You will love the living room because of the sunlight and colorful decoration. The balcony will be the perfect spot to enjoy the view of the surrounding. Don’t just go to the beach and bay when staying here because there are numerous other attractions to visit, such as Sunset Park and Jolly Roger at the Pier.
319 meters (0.2 ft) from Trimper Rides of Ocean City
6. A family cottage
Situated close to many major attractions, this family cottage provides five comfortable beds and other facilities such as a modern bathroom, a stocked kitchen, three smart TVs with cable and free wireless internet connection. What is more, there are spaces where you can sit back and relax, such as the front and side porches and stone patio. When staying here, make sure to visit Ocean City Boardwalk, Jolly Roger at the Pier and Trimper’s Rides to have fun.
Ocean City, Maryland, United States
587 meters (0.4 ft) from Trimper Rides of Ocean CityAccommodates: 6
Top guest reviews
Host:
host was a good communicatorgerald was a great hostgerald is an amazing hostthe host was equally as impressive as the housegerald is an amazing hostLocation:
super close to the boardwalkgreat location to the beach easy access to the bus easily accessiblegreat location as it is in walking distance to the boardwalk and a great restaurantlocal stores and restaurants very close and easy to findgreat location and nice cabin all togetherCleanliness:
everything was clean and set up nicelyhouse was great - super clean and stylishgreat place super clean and comfy bedit was clean with an elegant taste of decorit was as nice and clean as i expected it to beRead more reviewsAmenities & Room:
the cottage was fashionably designed but the furniture/beds were quite comfortablegerald has a very classy yet cozy air b&b conveniently located exactly 2 blocks from the board walksuper comfy the low ceiling in the living room is charming - adds lots of character
7. A comfortable condominium
Experience comfort as you stay at this condominium that can accommodate four people as it features two bedrooms and two bathrooms. Inside your condo, you can also enjoy premium facilities such as two televisions and a DVD player to keep you entertained, board games and card games so you can have fun, a collection of books to read before going to sleep and more. A welcome basket is waiting for you in the room. Moreover, the condo is close to Jolly Roger Amusement Park.
Ocean City, Maryland, United States
3.6 km (2.3 mi) from Trimper Rides of Ocean CityAccommodates: 6
Top guest reviews
Host:
lovely place and hostvery accommodating and thoughtful hostvery nice place and a great host who was fast to respond to questionsthe host was very responsive with quick repliesi spoke to the host about it and i'm sure it will be addressLocation:
great location just a few minutes from the boardwalkgood place and location for a nice tripsuper affordable and right downtown with all stores & restaurants within walking distanceperfect spot everything close in areanice place and great locationCleanliness:
everything was very cleanplace was very huge and cleanchris was friendly and helpful and the place was very cleanthe place was extremely clean the beds were comfortable and the living area was very spaciousthe condo was clean and also had snacks and drinks in the fridge when we arrivedRead more reviewsAmenities & Room:
there are nice amenities all over the apartmentchris was also very responsive beds are not the most comfortable but definitely didn’t deter from the staybeds were alittle hard but overall amazing stay
8. A fully equipped apartment close to the beach (from USD 89)
Do you love the beach and wish to live close to it? That is very possible if you book this fully equipped apartment. Presenting the view of the ocean, the apartment comes with three comfortable beds for five people. In addition, you are also granted access to the bathroom, a modern kitchen, a spacious living area with an oversized sofa and wireless internet. Other than the beach that is only a few steps away, you should also visit nearest attractions including Jolly Roger Amusement Park.
Ocean City, Maryland, United States
4.41 km (2.8 mi) from Trimper Rides of Ocean CitySuperhost
Accommodates: 5
Top guest reviews
Host:
excellent recommendations by the host and immediate responses to questionsthe host made us feel extremely welcomehost anita was amazinggreat host and great propertyshe was a great host and we loved the placeLocation:
location was greatgreat condo in a absolutely perfect locationcute place located in a great areaclose to the beach close to the funloved the location close to everything and very close to the beachCleanliness:
nice clean place right by the oceanlocation clean and as describedand very cleanvery nice condo clean and nicely decoratedthe place was very clean and comfortableRead more reviewsAmenities & Room:
the place was cozy furniture was comfy lots of amenities and great locationthe condo was comfortable and well kept; we had an extremely easy stayreally appreciated having a full kitchen
Every day is a beautiful day in Ocean City
With abundant attractions the city offers, it is a guarantee that you will enjoy memorable moments every single day. There is no boring day when you are in Ocean City. Every day brings something new if you are willing to explore as many places as possible, not just the ones mentioned above.
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