7 Best Vacation Rentals With Private Pool In Ocean City, Maryland - Updated 2022


Ocean City, Maryland, is a year-round vacation spot less than three hours away from Baltimore. It is a beautiful place to enjoy the sun and sand. The vibrant resort community feels intimate with its coastal setting yet is filled with endless possibilities. Aside from boasting 10 miles (16 kilometers) of sparkling sand, it offers great destinations like Jolly Roger Amusement Park and museums like Ocean City Life-Saving Museum that are worth visiting. While you are here, you can also enjoy water sports, recreational parks, and fishing. If you want to enjoy your Ocean City vacation to the fullest, consider booking an oceanfront Vrbo or a pet-friendly vacation rental so your furry friends don’t miss out on all the fun. Another great option are vacation rentals with private pool in Ocean City, Maryland. Keep reading below.

1. Spacious ocean-inspired home with easy pool access (from USD 214)

If you’re looking for a vacation home with plenty of space for rest and relaxation, this ocean-inspired accommodation is for you. Spend the weekend in a charming two-story vacation property with street-view balconies. The living room is laid-back yet tastefully decorated in shades of khaki and white. The space opens up all the way to the dining area and the fully equipped kitchen. There is a second living room upstairs for guests who want more privacy. The community swimming pool is just a few steps away if you wish to enjoy some refreshing laps.

3 Bed/2 Bath Downtown Ocean City Home w/ a Pool
41 reviews Superhost  Wifi Available
Entire residential home 6 Beds 14 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 14

Top guest reviews
the second floor space is especially room and everything was clean and neat
the house was comfortable cute and clean — especially the kitchen and bathrooms
great place and clean too even better than the photos
the inside is very spacious nicely decorated and well furnished
the check in process was really easy and brittani is a great host
brittani was so nice and accommodating
great location easy to get to
great beach house with nice location
the location was amazing and couldn’t have been much closer to the boardwalk
beautiful home in a great location
close to beach and boardwalk with great living space and a nice little market near by
Read more reviews

2. Cheerful home with a poolside bar (from USD 181)

This bright and intimate vacation rental comes with three bedrooms and two bathrooms. The living spaces are vibrant, with furnishings in varying shades of ocean blue and sea green. In the open-plan kitchen and dining area, there is a colorful art mural of the beach. The color-themed bedrooms in sky blue, teal, and salmon pink are just as cheery. After a fun day outdoors, you can unwind in the backyard with a private swimming pool, deck chairs, bar, and barbecue grill.

Vacation Dream at this 3BR 2BA House w/ Amazing Backyard Patio & Private Pool
Ocean City, MD, US
16 reviews
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
pool and tiki bar are perfect additions and rare finds in the town
the other two beds were more comfortable
the king bed was very comfortable
reviewer comments:we loved this charming 3 bed 2 bath home for the week
there is ample room to cook relax sleep and celebrate in the pool
this property was incredibly clean when we checked in
very clean and efficient check in/out process
this property is spacious clean and comfortable in a quiet residential neighborhood
reviewer comments:this house is spacious clean cute and perfect for a small group/family stay
rating details:the property manager was very helpful
rating details:the property manager was very helpful
rating details:the property manager was very helpful
had a few minor issues but property manager was very responsive and easy to work with
the location was great
plenty of delicious food close by too we cannot wait to go back next year
great location- close to restaurants the beach mini golf
i was very happy with the location
i was very happy with the location
Read more reviews

3. Casa Marlin

You can’t go wrong with Casa Marlin, a two-story bayfront property within walking distance of the beach. The rental has five bedrooms and four bathrooms, perfect for a group of up to twelve guests. Casa Marlin’s interiors are subtle and elegant, with cream-colored walls and small touches of beach decor. The master bedroom upstairs is fitted with an opulent four-poster bed and a bathtub for a relaxing soak. Highlights include a private swimming pool in the backyard, where you can enjoy a refreshing swim, and a wooden pier for boats, water sports, and relaxing views.

November-April Special: Stay 3 nights get one Free
79 reviews
House 5 Bedrooms 4 Bathrooms
Top guest reviews
everything was clean and just as advertised online
beautiful and clean and peaceful
cleaning guy could have left some tp and the front door needs better instructions
house was great and owner/manager was quick to answer questions before our stay
the owner was awesome and checked in on us via text during our stay
the owner is very nice and helpful and you virtually have no issues to deal with
the property manger was very attentive and very easy to work with
homeowner was very attentive and made sure our stay was great
perfect location in a quiet neighborhood minutes from the ocean boardwalk and many other attractions
Read more reviews

Nearby vacation rentals with private pool

4. Unique rental with a patio (from USD 500)

This one-of-a-kind rental offers an amazing backyard swimming pool with a large patio and a stylish poolside bar. There is also a separate pool house with its own bedroom and bath. The interiors of this vacation home are just as lovely, featuring a modern living room and kitchen looking out onto a canal. The cozy bedrooms are adorned with charming beach-inspired decor and are equipped with comfortable beds for a restful sleep.

Peaceful and private one of a kind beach treasure with private pool and deck.
Ocean City, MD, US
28 reviews  Wifi Available
House 7 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 7
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the deck and pool overlooking the canal was simply divine
open rooms make the house seem larger and back deck is amazing
the house is beautiful the deck/pool was perfect and access for kayaking was ideal
we felt comfortable with our family of 5 and the pool in the back was delightful
we were looking for a clean & comfortable home with a pool
house and property were beautiful and sparkling clean the pictures don’t do it justice
owners were super responsive
the owner was responsive and helpful
the owners were very accommodating and went out of their way to make sure we enjoyed our stay
we had a wonderful time the owners were great we would love to visit again
ginny was communicative and answered all my questions thanks for having us
a great place great location
great location- close to everything without the hassle or noise
Read more reviews

5. Golden Quarter Farm (from USD 381)

Golden Quarter Farm is a premier vacation rental tucked away in the historic town of Berlin, Maryland. The farmhouse property boasts a pier and nature trails you can explore. The heart of the estate is a four-bedroom, three-bathroom country house that can accommodate up to ten guests. The home features a stately living room, a fully equipped kitchen, a laid-back breakfast nook, and themed bedrooms.

Just steps away from the house is a private swimming pool with a basketball hoop and wooden lounge chairs. You can also enjoy access to an outdoor dining area, grill, and fire pit for chilly evenings. Laundry facilities, table tennis, kayaks, and bicycles are available for guests’ use.

Private pool, waterfront, kayaks, bikes, firepits!
54 reviews Superhost  Wifi Available
Entire residential home 6 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the bedrooms and bedding comfy living room couches kitchen amenities and bikes were all much appreciated as well
the house was very nice beds were comfy and it had everything we needed for a weekend away
we absolutely loved the place it was a very comfortable space with a lot of outdoor areas for relaxing
everything was clean comfortable and spacious
house was comfortable and clean and a few minor issues at check in were quickly resolved
the host evelyn and property manager mary were very responsive
mary one of the property managers is very helpful and provides prompt service
the hosts are very friendly and responsive
you and your property manager we’re both so quick and helpful in your responses
we booked last minute and had great response from owner and property manager
beautiful spot that close to it all
this house is absolutely amazing the location is perfect
located super close to assateague we went there several times too for beach walks and swimming
the perfect place to get away with your family
absolutely loved the place would recommend to anybody great location and lots of things to do
Read more reviews

6. Bright vacation home for 22 guests

Do you prefer a vacation rental with more legroom for your large group? If so, you may want to consider this bright and airy 6-bedroom, 4-bathroom house that accommodates up to 22. Ocean City Boardwalk and some family-friendly resorts are just a few steps away from this property. On the first floor, you can find a spacious living room, a kitchen, and a separate dining room.

On the second floor, there are three bedrooms that can ensure a good night’s rest. The large private swimming pool in the backyard completes the experience.

Large House near the Ocean w/Free WiFi, Private W/D, Outdoor Pool, & Central A/C
25 reviews
House 22 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 22
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
both houses were perfect for our need with 6 adults we had room to spare
property was clean and had enough towels lots of room space nice for large family
the main house was clean and well kept
the main house was clean and well kept
clean bright house right by the beach
clean bright house right by the beach
the host was responsive and the house served its purpose perfectly
Read more reviews

7. Casual A-frame vacation rental in a quiet location (from USD 350)

Are you looking for a unique home base for your Ocean City vacation? This casual two-bedroom A-frame rental is ideal for a party of six. On the ground floor, you can find a warm and relaxing living room, a fully stocked kitchen, and a bedroom equipped with bunk beds. A spiral staircase leads to the upper bedroom loft.

The two balconies offer plenty of space for lounging with a cup of coffee. The centerpiece of this property is an elevated bean-shaped pool with a slide and a separate hot tub. It’s a great place to come home to after an exhausting trip to the city, visiting wonderful attractions and perhaps attending one of the city’s popular festivals.

Recovery Room offers a Private Pool and Hot Tub !! Rental License # 1993
Berlin, MD, US
118 reviews  Wifi Available
House 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 7
Refund Policy :

Top guest reviews
Amenities & Room:
the beds were comfortable and there were plenty of extra pillow and blankets
the bed up stairs was so comfortable to sleep in
the recovery room has it all and we had a fabulous staycation
the pool and hot tub was wonderful to relax by in the evening time
the home was very clean and cozy
the outdoor areas were spacious and made for easy relaxing even with 3 daughters
the house was very clean and the owner was great to work with
the owner tim was great to communicate with
owner was awesome to work with and responded very quickly to inquiries
the host is the best i've ever come across very responsive and detailed
wonderful house great location everything we wanted and more
perfect location with little reason to leave
the house is in the perfect location easy drive to beach
i loved the house location on a quiet cul de sac yet it so close to everything
very comfortable and well furnished and in a great location
Read more reviews

Enjoy a relaxing stay in Ocean City

Offering plenty of attractions, this resort town is a wonderful place to visit, whether you are traveling alone or with your loved ones. Dine in a kid-friendly restaurant or a local breakfast place, or head to Ocean City Boardwalk where you can also find some culinary delights. For a relaxing stay, consider booking any of these best vacation rentals in Ocean City, Maryland.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Carla is a freelance travel writer who enjoys planning itineraries, visiting art museums, and reading ebooks. Before jumping into freelancing at the height of the COVID-19 pandemic, she was a...Read more

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