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
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
Hot HOT 16
Sea Watch 1205
Condominium
$159 - $1,183 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
Hot HOT 8
Sun Mark 154
Condominium
$109 - $325 / per night
Bathrooms 1 bath
Guests 4 guests
Are you looking for a dream location for your family to spend your next well deserved Beach Vacation? Look no further - Golden Sands 1003 has everything you need to make fantastic family memories year after year! *This Property is Available for any 3-night minimum stays in season.* The family-friendly Golden Sands Building is located in the heart o
Hot HOT 16
Golden Sands 1003
Condominium
$129 - $494 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Life is busy - it seems to be more and more difficult to break away from the daily grind to spend precious time with those that matter most. Isn't it time you grab those you love, and make those memories NOW? If you can make the time, we've certainly got the place - welcome to Wight Bay 543 in the heart of Ocean City, Maryland! Wight Bay is a fabul
Hot HOT 23
Wight Bay 543
Condominium
$125 - $324 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Assateague House 207 ~ The sights, the sun and the sand - the only thing missing is you! This beautiful condo is nestled right in the heart of downtown Ocean City with a balcony overlooking the beautiful Ocean City Inlet! Pack your swimsuit and flip flops and prepare to indulge in one of the best kept secrets Ocean City has to offer! This 2nd floo
Hot HOT 16
Assateague House 207
Condominium
$155 - $858 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
Hot HOT 22
Marigot Beach 1105
Condominium
$100 - $641 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Tucked back in the quiet North Ocean City neighborhood of Caine Woods is a simply decadent home we call Sea Captain. This much loved 5 Bedroom, 4.5 Bath home with a garage is exactly the perfect space for the family, or families, looking to experience Ocean City, the beach and all our great town has to offer, while still being able to settle in and
Hot HOT 39
Sea Captain
House
$300 - $2,034 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
In a prime location in North Ocean City with a private Balcony, overlooking Northside Park and the Assawoman Bay, is a fantastic Family Vacation Destination called Lorelei I. With an open living space and comfortable sleeping for up to 6, this wonderfully re-decorated home truly has something for everyone. This home offers 2 Bedrooms, 2 Full Baths,
Hot HOT 27
Lorelei I 303
Condominium
$129 - $658 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Maresol 503 and the best family Vacation you've ever had! This Condo is located on 56th Street, right in the heart of Ocean City. Situated directly on the Bay, you are in for some of the finest Sunsets you have ever seen - right from your own Balcony! With 3 Bedrooms and 2 Bathrooms, this Bayfront Beauty has everything you need to make
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Maresol 503
Condominium
$149 - $928 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
Hot HOT 14
Surf Crest 101
Condominium Pet Friendly
$100 - $303 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Have you been yearning for a dream location for your family to spend your next hard earned Beach Vacation? Look no further - Golden Sands 1903 has everything you need to make fantastic family memories year after year! The family-friendly Golden Sands Building is located in the heart of Ocean City, and its Amenities are nothing short of amazing! Fea
Hot HOT 9
Golden Sands 1903
Condominium
$109 - $802 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests

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