Vacation rentals with a pool in Ocean City Beach

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Top-rated rentals with a pool in Ocean City Beach

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Guest favourite

Condo in Ocean City

4.91 out of 5 average rating, 259 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun set view out the front door and fall asleep to the waves.

Jan. 22 – 29

$285 CAD per night

Guest favourite

Condo in Ocean City

4.89 out of 5 average rating, 152 reviews

Prime Condo North OC 2 Blocks to Beach w/ Pool

Pristine condo in North Ocean City with every amenity you can imagine welcomes guests over 21. Rare end unit offers more space than similar units. Two blocks from beach/park makes this the best location in town - fabulous sunset views and pool (Memorial thru Labor Day). 2 bedrooms and 2 stories offers spacious options for 6 guests to spread out. Full kitchen with everything, washer/dryer, central heat/air, Smart TV’s to access your streaming channels High Speed Internet and starter items

Dec. 14 – 21

$122 CAD per night

Guest favourite

Condo in Ocean Pines

4.96 out of 5 average rating, 110 reviews

Waterview Retreat

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Dec. 18 – 25

$209 CAD per night

Superhost

Condo in Ocean City

4.79 out of 5 average rating, 351 reviews

Ocean-Front Beach Condo with Ocean and Bay views

Wake up each morning to a stunning view of the beach and the sound of the ocean. Our two-floor condo is on the top floor of the tallest building in Ocean City! Three rooms have floor-to-ceiling windows with unobstructed views of both the beach and bay. There are two spacious balconies: one faces the ocean and the other the bay. We are just steps from the sand with direct beach access. *We rent to families, married couples, and responsible adults over the age of 25. Our rental includes linens.

Nov. 9 – 16

$316 CAD per night

Guest favourite

Townhouse in Ocean City

4.95 out of 5 average rating, 103 reviews

IslandCoveParadise: Luxury-NewlyBuilt/Brdwalk/Pool

We welcome you, your family and friends to stay at our luxury, Newly Built, beautifully furnished, & decorated 3 BA 3.5 BR w/ 2 parking garage spaces plus free street parking, and an outdoor pool on 25th street. Relax and enjoy the AMAZING VIEW on the water front from our triple balconies, just 2 blocks (3-4 minutes walk) from the boardwalk & the beach. Steps from Jolly Rogers Amusement Park and many miniature golf courses. Within walking distance are restaurants/, shopping, & nightlife.

Jan. 10 – 17

$213 CAD per night

Guest favourite

Condo in Ocean City

4.9 out of 5 average rating, 114 reviews

A Serene Beachfront Getaway - 2 BR St. Tropez OC!

St. Tropez is a seaside resort with all rooms featuring private balconies with varying ocean vistas, from partial side views to full oceanfront panoramas. This 2 bedroom condo features 2 bathrooms, a full kitchen, living room, a dining area, and an in-unit washer/dryer. Onsite amenities combine the conveniences of home with the excitement of a beach vacation, with beachfront access, free Wi-Fi and a seasonal pool to enjoy. This oceanfront resort is located in the heart of Ocean City, MD.

Dec. 1 – 8

$222 CAD per night

Guest favourite

Condo in Ocean City

4.97 out of 5 average rating, 227 reviews

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.

Nov. 8 – 15

$198 CAD per night

Guest favourite

Condo in Ocean City

4.85 out of 5 average rating, 99 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

May 8 – 15

$201 CAD per night

Superhost

Condo in Ocean City

4.89 out of 5 average rating, 164 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

Efficiency/studio condo oceanfront. Queen size Murphy bed, couch, loveseat, full kitchen, bathroom, washer & dryer, ac/heat, parking, awesome amenities. This building is beautiful with amazing views. We clean & stock this condo ourselves so you'll get the owners personal touch without the crazy extra fees that rental companies charge. I love to make everyone's stay as wonderful as possible. Please read entire listing.

Oct. 8 – 15

$256 CAD per night

Guest favourite

Apartment in Ocean City

5.0 out of 5 average rating, 14 reviews

2BR Close to Jolly Rodgers|Fully Stocked

Welcome to our Ocean City retreat! This inviting and refreshed 3rd floor 2-bedroom, 1-bathroom condo offers an ideal blend of comfort, entertainment, and convenience. Situated close to Jolly Roger's Amusement Park and the iconic Ocean City Boardwalk, this vacation rental is the perfect home base for your beach vacation. Easy parking up front or 1 reserved parking spots behind the building.

Mar. 5 – 12

$132 CAD per night

Guest favourite

Condo in Ocean City

4.99 out of 5 average rating, 182 reviews

Cozy oceanfront condo with stunning ocean views

Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. ***Summer Season: Memorial Day - Labor Day *** -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri ***Off Season: Labor Day - Memorial Day*** -Any 2 Nights

Sep. 17 – 24

$275 CAD per night

Superhost

Condo in Ocean City

4.83 out of 5 average rating, 139 reviews

Romantic Beach Inscape-Best Ocean View+Heated Pool

Breathtaking Oceanfront View from the 15th-floor balcony and a complimentary bottle of wine await you in a year-round picture-perfect romantic getaway! A perfect treat for a special person in your life -- a gift of a romantic inscape for a birthday, anniversary, or any special occasion.

Mar. 25 – Apr. 1

$230 CAD per night