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 156 properties available
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.
Hot HOT 12
Golden Sands 111
Condominium
$200 - $438 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
If you are looking for a home for the ENTIRE family, in the heart of downtown Ocean City, look no further!! This home will sleep 26 people!! Check out the listings for units 5, 7, and 8 at The Beach House on 10th Street. Even better, The Beach House on 10th St allows you to avoid the weekend traffic by offering mini week stays! *This home is avail
Hot HOT 18
The Beach House on 10th Street
House
$325 - $5,000 / per night
Bedrooms 8 bedrooms
Bathrooms 6 baths
Guests 32 guests
Have you been looking for just the right place to spend your well deserved Vacation in Ocean City, Maryland? Look no further - Ocean Hideaway 405 has everything you need to make fabulous family memories year after year!Located directly on the famous Ocean City Boardwalk, this gorgeous, renovated 2 Bedroom/2 Bath Condo surrounds you with the sights
Hot HOT 23
Ocean Hideaway 405
Condominium
$68 - $1,013 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Is your family looking for the perfect place for a classic Ocean City Vacation that won’t break the bank? Look no further, Harbor Breeze 46 is everything a small family could dream of and all with a family friendly price tag! Even better, Harbor Breeze 46 allows you to avoid the weekend traffic by offering mini week stays! Historic Downtown Ocean C
Hot HOT 16
Harbor Breeze 46
Condominium
$45 - $350 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous and recently updated home on a quiet street that still offers all of the wonderful amenities and serenity that Ocean Pines has to offer. Ocean Pines boasts a plethora of dining and activities for all ages right within the communit
Hot HOT 11
36 Rabbit Run Lane
House Pet Friendly
$125 - $362 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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
Hot HOT 10
Harbor Breeze 53
Condominium
$89 - $350 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 5 guests
Bahia Vista 504 - A little slice of Heaven right on the Open Bay in Ocean City, MD! No detail has been overlooked in the Gorgeous condo, directly on the Bay and 10th Street. This home comfortably sleeps up to 12 with 3 Bedrooms and 2 Full Baths, plus a Sleeper Sofa. Even better, Bahia Vista I 504 allows you to avoid the weekend traffic by offering
Hot HOT 17
Bahia Vista I 504
Condominium
$175 - $850 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 12 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 - $907 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Marigot Beach 905 - A little slice of heaven right in Ocean City! Have you been yearning for a little sun, a little sand, and some breathtaking Ocean Views? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Marigot Beach 905 is a delightful Condo in the very heart of OCMD. With a grea
Hot HOT 22
Marigot Beach 905
Condominium
$100 - $697 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Golden Sands 1617 - Life’s always better at the Beach!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 somet
Hot HOT 43
Golden Sands 1617
Condominium
$150 - $500 / 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
Hot HOT 17
Golden Sands 211
Condominium
$110 - $459 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
At the Beach, Life is different. A day moves not from hour to hour, but leaps from mood to moment. We go with the currents, plan around the tides, and follow the sun. We take the time to slow down, and take it in. We frolic on the Beach, laugh with our loved ones, and forget about schedules, just a little bit. Bradley on the Bay 317D is made for ju
Hot HOT 19
Bradley on the Bay 317D
Condominium
$99 - $305 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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