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 153 properties available
You work hard all year long - isn't it time to relax, rejuvenate, and reconnect with those who matter most? There is no better place to do this than fabulous Sea Watch 110 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities are unrivaled. With 3 Swimming Pools, 3 Tennis Courts, a Basketball Co
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Sea Watch 110
Condominium
$150 - $869 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
The Beach House on 10th Street
House
$325 - $1,600 / per night
Bedrooms 8 bedrooms
Bathrooms 6 baths
Guests 32 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 - $647 / 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 - $598 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to the Wonderful Waterfront Condo, Baywatch II 301B, in super popular and Family-friendly Heron Harbour! This gorgeous Bayfront Community has it all - a short stroll to the Beach, 3 Outdoor Pools, and amazing Water Views. Everything you need for the perfect Ocean City, Maryland getaway! Located just off 120th Street in OCMD, Heron Harbour i
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Baywatch II 301B at Heron Harbour
Condominium
$175 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Sunset East 202 is an absolutely charming Beach Condo comfortably sleeping 8 in quiet North OC. You’re sure to love the location of this building allowing for your Family Vacation. Upon entering this 2nd Floor Condo, you will fall in love with the thoughtful beach decor and open layout of the Living Room and Dining Area, with seating at the dining
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Sunset East 202
Condominium
$149 - $859 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 1004 - Beach more, Worry less!The Family-friendly Golden Sands Building is located in the heart of Ocean City, and its Amenities are nothing short of fabulous! 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 sometimes Live
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Golden Sands 1004
Condominium
$85 - $727 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Beach House #7 is an absolutely charming beach condo comfortably sleeping 10. Upon entering this Second floor condo, 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 and Dining Area - make the most of quality time while rel
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The Beach House on 10th St #7
Condominium
$125 - $900 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 12 guests
Is there anything quite like staying by the Ocean?! From walking out to watch the Sunrise over the Ocean, to simply listening to the waves crash on the Beach, it's truly what we call paradise. If this is what you're yearning for, Sandpiper Dunes 312 is the place for you. This fabulously renovated 2 Bedroom/2 Bath Condo is located in the heart of OC
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Sandpiper Dunes 312
Condominium
$149 - $754 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Stone Harbour 104 is an absolutely charming Beach Condo in the Heart of Downtown Ocean City with 2 Bedrooms and 2 Bathrooms, comfortably sleeping a family of 6. This home is available for any 3-night minimum stays in-season!Upon entering this 1st floor Condo, you’ll love the classic Ocean City cottage feel. You’ll fall in love with the thoughtful b
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Stone Harbour 104
Condominium
$100 - $654 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
When was the last time that you had a Vacation that took your breath away? Clear the calendar, grab those that matter most, and head to Seaside Bliss in West Ocean City to make Memories that will without a doubt last a lifetime. Seaside Bliss is the perfect place to relax, rejuvenate, and reconnect with your special loved ones - the Sun, the Sea,
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Seaside Bliss
House Pet Friendly
$400 - $1,296 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 15 guests
Beach House #2 is an absolutely charming beach condo with 3 Bedrooms and 2 Bathrooms, comfortably sleeping 8. When you walk into this second floor condo, it welcomes you right in with the updated, yet still classic Ocean City Beach House feel. You will enter the home and fall in love with the thoughtful beach decor and open layout of the Living Roo
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The Beach House on 9th St #2
Condominium
$125 - $650 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 11 guests

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