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 158 properties available
Royal Hawaiian 201 is a breathtaking Ocean Block Condo in much sought after North Ocean City, MD. This family-friendly Condo has great Views, an Indoor and Outdoor pool, and so much more!Is there anything quite like a family Vacation at the Beach?! From watching the Sunrise over the Ocean, to simply listening to the waves crash on the Beach, it's t
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Royal Hawaiian 201
Condominium
$119 - $524 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
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 - $250 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 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
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Oyster Lane 103
House Pet Friendly
$189 - $1,158 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Lazy Whale 12 is the place to be in OCMD! This beautifully updated, yet still timeless 1 Bedroom, 1 Bath Condo sleeps 4 adults and 1 child and has a great Central Ocean City Location. Just off of the Rt 90 bridge and steps away from the Beach! Even better, Lazy Whale 12 allows you to avoid the weekend traffic by offering mini week stays! You can st
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Lazy Whale 12
Condominium
$100 - $536 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 5 guests
Golden Sands 1212 - Let the waves hit your feet and the sand be your seat!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
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Golden Sands 1212
Condominium
$129 - $600 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Sea Time 603 - a beautiful, newly renovated Ocean View Condo in North OCMD - well-appointed, and with plenty of room for the whole family, a Seasonal Outdoor Pool, and a wonderfully quiet North OC location, this is the place to be in OCMD. This fabulous Vacation Home is THE perfect combination of location, comfort, and amenities for your
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Sea Time 603S
Condominium
$175 - $700 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Belmont Townhouse 8 - When the warm grains of sand touch our hearts, we know we are in the right place.Bask in Luxury and Style while making treasured Family Memories from the moment you walk in the door of gorgeous Belmont Townhouse 8. This 3 Level Belmont Townhouse, perfectly located in the upscale Belmont Towers, sits right on the Ocean City Boa
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Belmont Towers Townhouse 8
Town House
$415 - $1,350 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Beach House #4 has all the best elements of a classic beach condo, while still being updated to have all you need for a perfect Family vacation. With 2 Bedrooms and 1 Full Bathroom, this condo will comfortably sleep 6 adults and 1 child. When you walk into this 2nd floor Condo, you will love how updated it is, yet still has a timeless Ocean City Be
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The Beach House on 9th St #4
Condominium
$125 - $650 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 7 guests
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 about! New Quay Retreat is an absolutely stunning 4 Bedroom/2 Bath home tucked back on a canal in
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New Quay Retreat
House
$139 - $822 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Sea Horse 306 ~ The sights, the sun, and the sand - the only thing missing is you! This lovely Condo is nestled right in the heart of Ocean City on the Ocean Block of 53rd Street. The Balcony even has views of the beautiful Ocean City Beach! Pack your swimsuit and flip flops, and prepare to indulge in one of the best kept secrets Ocean City has to
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Sea Horse 306
Condominium
$115 - $389 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Tropical Escape of Westward Ho 410 in the heart of OCMD! This Efficiency Condo is both affordable and adorable for the couple or small family looking to sneak in a little getaway. Located just off 23rd Street, you’re close to the action of our Famous Ocean City Boardwalk, and a short stroll from Blu Crabhouse, Embers Restaurant, Mini Gol
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Westward Ho 410
Condominium
$99 - $350 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
If you are looking for the perfect place to spend your next family Vacation, look no further - we have the place for you! Wight Bay 559 is the perfect home base for your family getaway. This home was thoughtfully set up to relax, rejuvenate, and reconnect with those who matter most. Wight Bay 559 is a totally renovated fabulous Bay View Condo in th
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Wight Bay 559
Condominium
$115 - $860 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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