Ocean City Rentals - Flexible Vacation Rentals

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 151 properties available
When was the last time you had a Vacation that truly took your breath away? An OCMD Vacation where you could bring the whole family together - even the family dog! We’d like to introduce you to ‘Harbor View’ ~ an absolutely stunning home in West Ocean City, close to the Beach, the Bay, the Boardwalk and all that West OC has to offer! Comfortably sl
Hot HOT 26
Harbor View
House Pet Friendly
$200 - $1,033 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Golden Sands 1907 - Sky above, Sand below, Peace within! Golden Sands 1907 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 City, and its Amenities are nothing short of amazing! Featuring
Hot HOT 22
Golden Sands 1907
Condominium
$129 - $525 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Coral Seas 412 - The tans may fade, but the memories last forever…..This breathtaking Luxury Condo located on 76th Street, right in the heart of Ocean City, has all the makings of an awesome family Vacation. With 3 Bedrooms and 2.5 Bathrooms, it sleeps up to 8 in absolute comfort and style! As you enter through the Open Air Atrium, you will love ho
Hot HOT 33
Coral Seas 412
Condominium
$148 - $1,025 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 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 5 or 2 Couples? 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 Salty Sands 306 in th
Hot HOT 32
Salty Sands 306
Condominium
$119 - $374 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 27, a charming 3 Bedroom/2.5 Bath Beach Home comfortably sleeping up to 8 adults and 2 children. 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 -
Hot HOT 42
Parrot Bay Townhouse 27
Town House
$150 - $750 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 10 guests
Oyster Lane 103 - Let our world be your Oyster!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, and you can even bring the family Dog!! Oyster
Hot HOT 20
Oyster Lane 103
House Pet Friendly
$189 - $1,018 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 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 23
Bradley on the Bay 317D
Condominium
$99 - $305 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
Hot HOT 17
Golden Sands 912
Condominium
$129 - $500 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Golden Sands 1810 - Sky above, Sand below, Peace within! Golden Sands 1810 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 City, and its Amenities are nothing short of amazing! Featuring
Hot HOT 19
Golden Sands 1810
Condominium
$129 - $883 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Sunset Bay 415 - Tans may fade, but memories made last forever.Have you been looking for just the right place - the perfect location - for your next beach getaway? Look no further than fabulous Sunset Bay 415 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 Be
Hot HOT 13
Sunset Bay 415
Condominium
$129 - $368 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to Bayside Retreat 3, a wonderfully fresh, yet nostalgic, beach condo located in the popular 28th Street neighborhood of Ocean City! This home is close to all of the fun and excitement that Ocean City has to offer, while still offering a great place to relax and unwind after a fun-filled day in the sun! Bayside Retreat 3 is a lovely 2nd flo
Hot HOT 20
Bayside Retreat 3
Condominium
$120 - $416 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The Quay 1201 - Life is just better at the Beach!Welcome to stunning Quay 1201 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 amazing. Located on quiet 107th Street, everywhere you want to be is only a short stroll or ride awa
Hot HOT 15
The Quay 1201
Condominium
$119 - $400 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree