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 158 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 that’s what you're yearning for, Four Seasons 503 is the place for you. This beautiful 2 Bedroom/2 Bath Condo is located in the heart of North OCMD on 133rd
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Four Seasons 503
Condominium
$129 - $516 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Has the hustle and bustle of everyday life gotten to be a boring routine? Are you missing spending that ever important quality time with the ones that matter most? If you’re like the rest of us, it’s easy to fall into those routines and forget to take the time to appreciate what is truly important. Take time to enjoy what you work so hard for each
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Golden Sands 211
Condominium
$112 - $652 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Golden Sands 207 - The Sand will wash away and the Tans will fade but the Memories made at the Beach will last forever! Golden Sands 207 has everything you need to make precious family memories year after year! *This Property is available for 3 Night minimum during Season*The family-friendly Golden Sands Building is located in the heart of Ocean C
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Golden Sands 207
Condominium
$146 - $525 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 8 adults and 2 children. 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,
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Stone Harbour 304
Condominium
$250 - $1,250 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Sunset Bay 514 - The Ocean’s roar is music to the soul…..Have you been looking for just the right place - the perfect location - for your next OCMD getaway? Look no further than fabulous Sunset Bay 514 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 Bedroom C
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Sunset Bay 514
Condominium
$110 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Belmont Towers 806! This gorgeous Vacation Home is warm and welcoming, with many little extras to make your next Vacation an extra special experience! Conveniently located right on our famous OCMD Boardwalk, Belmont 806 is only steps from lasting family traditions such as Trimper Rides, Thrasher’s Fries and Jolly Rogers on the Boardwalk
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Belmont Towers 806
Condominium
$125 - $780 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 910 - Big Things can come in small packages….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 even s
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Golden Sands 910
Condominium
$65 - $362 / per night
Bathrooms 1 bath
Guests 3 guests
Welcome to the Wonderful Waterfront Condo, Baywatch II 301B, in super popular and Family-friendly Heron Harbour! This gorgeous Bayfront Community has it all - a short stroll to the Beach, 3 Outdoor Pools, and amazing Water Views. Everything you need for the perfect Ocean City, Maryland getaway! Located just off 120th Street in OCMD, Heron Harbour i
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Baywatch II 301B at Heron Harbour
Condominium
$175 - $521 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 1504 - Sky above, Sand below, Peace within!The Family-friendly Golden Sands Building is located in the heart of Ocean City, and its Amenities are nothing short of fabulous! 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 even so
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Golden Sands 1504
Condominium
$170 - $525 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Tropical Escape of Westward Ho 410 in the heart of OCMD! This Efficiency Condo is both affordable and adorable for the couple or small family looking to sneak in a little getaway. Located just off 23rd Street, you’re close to the action of our Famous Ocean City Boardwalk, and a short stroll from Blu Crabhouse, Embers Restaurant, Mini Gol
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Westward Ho 410
Condominium
$99 - $350 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Sea Horse 306 ~ The sights, the sun, and the sand - the only thing missing is you! This lovely Condo is nestled right in the heart of Ocean City on the Ocean Block of 53rd Street. The Balcony even has views of the beautiful Ocean City Beach! Pack your swimsuit and flip flops, and prepare to indulge in one of the best kept secrets Ocean City has to
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Sea Horse 306
Condominium
$115 - $389 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Beach House #5 is an absolutely charming beach condo comfortably sleeping 10 adults and 4 children. Upon entering, it will instantly bring back memories of Ocean City days long ago. You will enter the home and fall in love with the thoughtful beach decor and open layout of the Living Room, Dining Area and Kitchen - make the most of quality time wh
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The Beach House on 10th St #5
Condominium
$175 - $772 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests

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