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 55 properties available
We travel not to escape Life, but so Life doesn't escape YOU. Isn't it time to relax, rejuvenate, and reconnect with those who matter most? Make the time, because we've got the place! Welcome to Wight Bay 441 - a gorgeous Bay View Condo in the heart of Ocean City. Wight Bay is a fabulous Complex that not only offers a Bay Front Pool, but there is a
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Wight Bay 441
Condominium
$125 - $461 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 - $720 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Harbour Sails 502 - A little slice of heaven right in Ocean City! Have you been yearning for a little sun, a little sand, and some breathtaking bay views? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Harbour Sails 502 is a delightful Condo in the very heart of OCMD. With a great
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Harbour Sails 502
Condominium
$99 - $249 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Stone Harbour 304 is a stunning, fully renovated, 3rd floor Beach Condo in the heart of Downtown Ocean City with 3 Bedrooms and 2 Full Baths, it comfortably sleeps a family of 10. Even better, this home allows you to avoid the traffic with an open 3 day booking window!After you climb the steps to this 3rd floor home, you’ll love the clean, crisp de
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Stone Harbour 304
Condominium
$300 - $1,371 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Welcome to lovely Westward Ho 510 in the heart of OCMD! This Efficiency Condo is both affordable and adorable. Located just off 23rd Street, you’re close to the action of our Famous Ocean City Boardwalk, and a short stroll from Bahia Marina, Fish Tales, and many more Dining and Entertainment options. Park the car, hop on the Elevator, kick off your
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Westward Ho 510
Condominium
$125 - $731 / per night
Bathrooms 1 bath
Guests 4 guests
Tiburon 5A - Life is just better barefoot……Isn’t it time to break away from the day to day and plan a beach getaway? Make the time, because we’ve got the place! Welcome to family-friendly and affordable Tiburon 5A in OCMD! This adorable condo is located in quiet North Ocean City - away from the noise of Coastal Highway, but still close to everywher
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Tiburon 5A
Condominium
$90 - $246 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 - $692 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to Raffles 306 - Beach Days are the Best Days.Welcome to Raffles, a classic Ocean City beach condo located in the heart of Northside Park. This 1 Bedroom, 1 Bath Condo located on the third floor of this walk-up building, has everything you need for a perfect family getaway whether it be in the summer for the beach or in the winter to enjoy
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Raffles 306
Condominium
$119 - $200 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to Summer Winds D204! This beautiful Condo is located on the 2nd floor in the D building of the Summer Winds community. Comfortably sleeping up to 6 and offering a beautiful *seasonal* outdoor pool area, complete with picnic area and community grills! This condo is in an ideal location for the family that wants to be close to all the action
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Summer Winds D204
Condominium
$99 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Tiburon 2B - Life is just better at the beach……Isn’t it time to break away from the day to day and plan a beach getaway? Make the time, because we’ve got the place! Welcome to family-friendly and affordable Tiburon 2B in OCMD! This adorable Condo is located in quiet North Ocean City - away from the noise of Coastal Highway, but still close to every
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Tiburon 2B
Condominium
$125 - $415 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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