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 57 properties available
We travel not to escape Life, but so Life doesn't escape YOU. Isn't it time to relax, rejuvenate, and reconnect with those who matter most? Make the time, because we've got the place! Welcome to Wight Bay 441 - a gorgeous Bay View Condo in the heart of Ocean City. Wight Bay is a fabulous Complex that not only offers a Bay Front Pool, but there is a
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Wight Bay 441
Condominium
$125 - $462 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Golden Sands 1812 - The best memories are made in Flip-Flops!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 eve
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Golden Sands 1812
Condominium
$125 - $708 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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 - $739 / 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
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The Quay 1201
Condominium
$119 - $619 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Is your small family looking for the perfect place for a classic Ocean City Beach Vacation? Look no further, Beach House 8 is everything a family of 4 could ever dream of and all with a family friendly price tag! Even better, The Beach House on 10th St #8 allows you to avoid the weekend traffic by offering mini week stays! *This home is available a
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The Beach House on 10th St #8
Condominium
$99 - $341 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 6 guests
Tucked in a quiet neighborhood in North Ocean City, just a few minutes from the Delaware State line, is Lost Colony 313A! This beautiful and totally renovated Condo is located on the 3rd floor in the “A” building of the Lost Colony community. Lost Colony 313A comfortably sleeps up to 6 and offers a beautiful *seasonal* Outdoor Pool area, complete w
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Lost Colony 313A
Condominium
$118 - $345 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Harbour Sails 502 - A little slice of heaven right in Ocean City! Have you been yearning for a little sun, a little sand, and some breathtaking bay views? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Harbour Sails 502 is a delightful Condo in the very heart of OCMD. With a great
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Harbour Sails 502
Condominium
$99 - $249 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Beach House #5 is an absolutely charming beach condo comfortably sleeping 10. 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 while relaxing in the Ai
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The Beach House on 10th St #5
Condominium
$175 - $836 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Welcome to Raffles 306 - Beach Days are the Best Days.Welcome to Raffles, a classic Ocean City beach condo located in the heart of Northside Park. This 1 Bedroom, 1 Bath Condo located on the third floor of this walk-up building, has everything you need for a perfect family getaway whether it be in the summer for the beach or in the winter to enjoy
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Raffles 306
Condominium
$119 - $200 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Time with family is what it’s all about - creating special moments with those that mean the most is what keeps us going and rejuvenates us, right?! Club Ocean Villa II 131B is the perfect place to slow down, bring the family together, and create memories that will last a lifetime. This adorable 2 Bedroom/2 Bath home comfortably sleeps a family of
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Club Ocean Villa II 131B
Condominium
$110 - $286 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 9 guests
You work hard all year long, right?!. 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! Bayside Blue is an absolutely charming 3 Bedroom/2 Bath Bayfront Home tucked back i
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Bayside Blue
House Pet Friendly
$175 - $989 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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
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Parrot Bay Townhouse 30
Condominium Pet Friendly
$172 - $1,000 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests

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