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 153 properties available
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
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Bradley on the Bay 317D
Condominium
$99 - $305 / 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, comfortably sleeping 6 Adults and 2 Kids. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Am
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Sea Watch 1205
Condominium
$159 - $650 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 207 - The Sand will wash away and the Tans will fade but the Memories made at the Beach will last forever! Golden Sands 207 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 C
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Golden Sands 207
Condominium
$129 - $525 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Stone Harbour 304 is a stunning, fully renovated, 3rd floor Beach Condo in the heart of Downtown Ocean City with 3 Bedrooms and 2 Full Baths, it comfortably sleeps 8 adults and 2 children. Even better, this home allows you to avoid the traffic with an open 3 day booking window!After you climb the steps to this 3rd floor home, you’ll love the clean,
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Stone Harbour 304
Condominium
$250 - $1,013 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Isn't it time to rediscover, relax, and rejuvenate with your family? There is no better place to do this than the fabulous Sea Watch 509 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities are truly unrivaled. With 3 Swimming Pools, 3 Tennis Courts, a Basketball Court, a Game Room, a Playgroun
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Sea Watch 509
Condominium
$159 - $550 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Isn’t it time to regroup and getaway for a beach break? The sun, the sand, the memories…..Golden Sands 614 - Big things can come in small packages….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
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Golden Sands 614
Condominium
$99 - $409 / per night
Bathrooms 1 bath
Guests 2 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
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Coral Seas 412
Condominium
$163 - $946 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to Our Place at the Beach 102H - A timeless Family Retreat at the Beach! Welcome to Our Place at the Beach 102H! This classic Beach Condo is located on the 1st Floor in the H Building of the Our Place at the Beach Community. Comfortably sleeping up to 6 and offering a beautiful *seasonal* Outdoor Pool area, Picnic area, and courtyard, it’s
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Our Place at the Beach 102H
Condominium
$110 - $331 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Old Wharf 42 - Tans may fade, but the Memories made will last a lifetime!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! Old Wharf 42 is a delightfully Renovated Condo in the very heart of OCMD. With a great Central Location, you are close to e
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Old Wharf 42
Condominium
$99 - $322 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Beach House #5 is an absolutely charming beach condo comfortably sleeping 10 adults and 4 children. Upon entering, it will instantly bring back memories of Ocean City days long ago. You will enter the home and fall in love with the thoughtful beach decor and open layout of the Living Room, Dining Area and Kitchen - make the most of quality time wh
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The Beach House on 10th St #5
Condominium
$175 - $937 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 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 - $500 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests

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