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
Hawaiian Village 108 - 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! Hawaiian Village 108 is a delightful Condo in quiet North OCMD. With a great uptown, Ocean Block Location, you are cl
Hot HOT 27
Hawaiian Village 108
Condominium
$109 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 2 baths
Guests 4 guests
You work hard all year long. When the time is right, you’re looking for just the right place 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! 700 Gulf Stream is an absolutely beautiful 3 Bedroom/2 Bath home tucked back in Ocean City
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700 Gulf Stream
House Pet Friendly
$168 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 28, a charming 3 Bedroom/2.5 Bath Beach Home comfortably sleeping up to 10. Upon entering, it will instantly bring back memories of Ocean City days long ago. You will love the bright, Beachy Decor and layout of the 1st floor Living Room, Dining Area, and Kitchen - make the most of qual
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Parrot Bay Townhouse 28
Town House Pet Friendly
$217 - $600 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Marigot Beach 1105 is a lovely Oceanfront Condo, sleeping 4 in comfort and style. Serene and simple, this 1 Bedroom/1.5 Bath home with a Private Oceanfront Balcony has all you need for a quick couple retreat or an affordable family getaway, even an indoor Pool! The open Living Area is the perfect space to relax and reconnect with your family. Comfy
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Marigot Beach 1105
Condominium
$100 - $571 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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 - $730 / per night
Bathrooms 1 bath
Guests 4 guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 30, a charming 3 Bedroom/2.5 Bath Beach Home comfortably sleeping up to 10. Upon entering, it will instantly bring back memories of Ocean City days long ago. You will love the bright, Beachy Decor and layout of the 1st floor Living Room, Dining Area, and Kitchen - make the most of qual
Hot HOT 34
Parrot Bay Townhouse 30
Condominium Pet Friendly
$193 - $1,060 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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
Looking for incredible Views without breaking the bank? Pintail Point 102 is sure to please with all of the luxuries you could possibly dream about. This amazing home is located directly on the Bay and off the beaten path in a quiet community - away from traffic and noise, yet in an awesome location just off 94th Street, and there is even a Seasona
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Pintail Point 102
Condominium
$99 - $300 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to the beautifully renovated Sun Mark 154 in the heart of OCMD, just steps from the beach! This efficiency condo is both affordable and adorable. Located on the ocean block of 34th Street, you’re close to the action of our famous Ocean City boardwalk, and a short stroll from Jolly Rogers, Fish Tales, and many more dining and entertainment o
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Sun Mark 154
Condominium
$109 - $400 / per night
Bathrooms 1 bath
Guests 4 guests
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 - $710 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
You work hard all year long. When the time is right, you’re looking for just the right place 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 of! 400 Bayshore is an absolutely stunning, 2 Bedroom, 2 Bath home tucked back off Ocean City’s
Hot HOT 21
400 Bayshore
House
$150 - $550 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests

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