Ocean City Rentals - Flex Stay Homes

Ocean City Flex Stay Rentals

OCMD Weekend & Short Stay Vacations

Here at Seaside Vacations, we understand how busy life is and that you can't always get away for a full week. That's what we LOVE about our Flex Stay Program ~ Arrive when you want, depart when you want, the world is your Oyster!

The homes in our Flex Stay Program have either a 2 or 3 night minimum all year long, not just the Off-Season! Take a weekend getaway to OCMD or stay a few days longer. Whatever your needs or requirements, we have the OCMD rental for you. As always, we're standing by ready to help you find just the right home for your next Beach Break!

Browse these amazing Ocean City Rentals with Flexible Stays so you can check-in on your schedule and not by a schedule set for you. Search and book online today!


Properties Available 157 properties available
Is there anything quite like a family Vacation at the Beach?! From watching the Sunrise over the Ocean, to simply listening to the waves crash on the Beach, it's truly what we call paradise. If this is what you're yearning for, Camelot B 603 is the place for you. This beautiful 2 Bedroom/2 Bath Condo is located in the heart of North OCMD on 133rd S
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Camelot B 603
Condominium
$125 - $672 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous and recently updated home on a quiet street that still offers all of the wonderful amenities and serenity that Ocean Pines has to offer. Ocean Pines boasts a plethora of dining and activities for all ages right within the communit
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36 Rabbit Run Lane
House Pet Friendly
$125 - $360 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Capri 1907 - Let the sand be your seat as the waves hit your feet! This gorgeous condo will sleep a family of up to 5 in pure comfort with awesome amenities such as Building Security and a refreshing Indoor pool, and close proximity to dining and amusements!Savor the views, along with the magnificent sunsets from the spacious, private balcony in t
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Capri 1907
Condominium
$125 - $450 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Surf Crest 101 - Let the waves kiss your feet, and the sand be your seat!Have you been yearning for a little sun and sand? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Surf Crest 101 is a delightful Newly Remodeled Condo in the very heart of OCMD. With a great Downtown Location, you are clo
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Surf Crest 101
Condominium Pet Friendly
$100 - $650 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
You work hard all year long - isn't it time to relax, rejuvenate, and reconnect with those who matter most? There is no better place to do this than fabulous Sea Watch 110 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities are unrivaled. With 3 Swimming Pools, 3 Tennis Courts, a Basketball Co
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Sea Watch 110
Condominium
$150 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
At the Beach, Life is different. A day moves not from hour to hour, but leaps from mood to moment. We go with the currents, plan around the tides, and follow the sun. We take the time to slow down, and take it in. We frolic on the Beach, laugh with our loved ones, and forget about schedules, just a little bit. Bradley on the Bay 317D is made for ju
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Bradley on the Bay 317D
Condominium
$99 - $305 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Alexander Mini Mansion C in family-friendly Ocean City, Maryland - THE perfect Escape for your next OCMD Vacation. This fabulous 3 Bedroom/3.5 Bath Luxury Townhome is sure to take your breath away. Located on the Bayside on St. Louis Ave.in downtown OC, you're just a short stroll from our famous Boardwalk, yet still in a quiet, peaceful
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Alexander Mini Mansion 203C
Town House Pet Friendly
$175 - $1,666 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Is there anything quite like a family Vacation at the Beach?! From watching the Sunrise over the Ocean, to simply listening to the waves crash on the Beach, it's truly what we call paradise. If this is what you're yearning for, Royal Hawaiian 414 is the place for you. This stunning 2 Bedroom/2 Bath Condo is located in the heart of North OCMD on 142
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Royal Hawaiian 414
Condominium
$110 - $582 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Sunset Bay 415 - Tans may fade, but memories made last forever.Have you been looking for just the right place - the perfect location - for your next beach getaway? Look no further than fabulous Sunset Bay 415 in the very heart of Ocean City. You can’t get much more “mid-town” than Sunset Bay’s 54th Street location. Combine that with a gorgeous 2 Be
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Sunset Bay 415
Condominium
$129 - $400 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to Maresol 502 - In the Heart of Ocean City with a private bayfront balcony, open living space and comfortable sleeping for 8. Comfort, style and one of the best locations with Bayfront Views, a community pool, and a short 10 minute walk to the beach! Even better, Maresol 502 allows you to avoid the weekend traffic by offering mini week sta
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Maresol 502
Condominium
$150 - $980 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Have you been yearning for a Family vacation that doesn’t break the bank? Look no further, we have the place for you! Maresol 503 is a classic condo directly on the Bay in mid-town Ocean City. Comfort, great location and one of the best Open Bay Views anyone could dream of, all of that and a Seasonal outdoor community pool! Even better, Maresol 503
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Maresol 503
Condominium
$149 - $991 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 1812 - The best memories are made in Flip-Flops!The family-friendly Golden Sands Building is located in the heart of Ocean City, and its Amenities are nothing short of amazing! Featuring a Penthouse Level Indoor Pool and Fitness Center, as well as a seasonal Recreation Deck with Outdoor Pool, Children’s Pool, Tiki Bar and Grill and eve
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Golden Sands 1812
Condominium
$125 - $840 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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