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 160 properties available
The Sea, the Sun, and the Sand - what more could you want, right? How about a beautifully renovated 2 Bedroom/2 Bath Ocean Block Condo that comfortably sleeps your family of 6? Not to mention the prime location just steps from the beach, and some of the best dining OC has to offer! You will find it all at fabulous Sea Lure 102 in uptown Ocean City,
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Sea Lure 102
Condominium
$125 - $656 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
You work hard all year long. Now is the time to slow down, and spend some hard earned, quality time with the ones who matter most in your life. Well, look no further, we have the place you’ve been dreaming about! 116 Pine Forest Drive is an absolutely stunning, newly constructed 5 Bedroom, 4 Bath home tucked back in Ocean Pines South community, wit
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116 Pine Forest Drive
House Pet Friendly
$175 - $783 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Stone Harbour 104 is an absolutely charming Beach Condo in the Heart of Downtown Ocean City with 2 Bedrooms and 2 Bathrooms, comfortably sleeping a family of 6. This home is available for any 3-night minimum stays in-season!Upon entering this 1st floor Condo, you’ll love the classic Ocean City cottage feel. You’ll fall in love with the thoughtful b
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Stone Harbour 104
Condominium
$100 - $698 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The Sea, once it casts its spell, holds one in its net of wonder forever. Isn't it time to rediscover, relax, and rejuvenate with your family? There is no better place to do this than fabulous Sea Watch 1205 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities are unrivaled. With 3 Swimming Poo
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Sea Watch 1205
Condominium
$209 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to the Oceanfront Oasis that is the Quay 2401 in the very heart of OCMD. You say you want it ALL on your next family Vacation? Well, you’ve come to the right place! This very family-friendly Condo is nothing short of spectacular. Located on 107th Street, everywhere you want to be is only a short stroll or ride away. And oh, the Amenities he
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The Quay 2401
Condominium
$129 - $554 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 - $750 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 9 guests
Has the hustle and bustle of everyday life gotten you into a boring routine? Are you 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 year.
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Golden Sands 208
Condominium
$114 - $575 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to the phenomenal Adagio 206 - A truly luxurious Vacation Experience in the heart of famous OCMD. Just a short stroll to the Beach, Dining, and with a Beautiful Indoor Pool, everyone in the family is sure to find something to love about this gorgeous home! As you enter through the spacious Foyer with Custom Tile, you will just love how ope
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Adagio 206
Condominium
$179 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the whole family together can be such a challenge in today's world, but nothing is more important than doing just that. Clear the calendar, grab those you love, and head to West Ocean City to make Memories that are sure to last a lifetime
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The Plantations 6
Town House
$600 - $1,246 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Golden Sands 912 - A fabulous 2 Bedroom/ 2 Bath home, set in one of Ocean City’s most sought after buildings with unrivaled Amenities and everything you need to make Family memories for years to come! *This home is available for any 3-night minimum stays.*The family-friendly Golden Sands Building is located in the heart of Ocean City, and its Ameni
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Golden Sands 912
Condominium
$129 - $525 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Sea Watch 119 - Life is Always Better at the Beach!Have you been dreaming of a beach getaway in a location that won't break the budget? Your search is over - say hello to Sea Watch 119 - in a wonderful, secure, and timeless family community right on the beach, yet still close to everything Ocean City has to offer! The Sea Watch is one of the larges
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Sea Watch 119
Condominium
$150 - $636 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Is your family looking for the perfect place for a classic Ocean City Beach Vacation? Look no further, Harbor Breeze 53 is everything a small family could dream of and all with a family friendly price tag! Even better, Harbor Breeze 53 allows you to avoid the weekend traffic by offering mini week stays! Historic Downtown Ocean City is the ideal pla
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Harbor Breeze 53
Condominium
$89 - $575 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 5 guests

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