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 154 properties available
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
Belmont Tower 509 - Time wasted at the Beach is time well spent.Life is short and we understand that Vacation time with family is oh so precious! Make unforgettable memories year after year when you stay at the gorgeous Belmont 509, perfectly located on the Historic Ocean City Boardwalk in the Unparallelled Belmont Towers.Belmont Towers has so much
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Belmont Towers 509
Condominium
$190 - $1,890 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 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
$109 - $486 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
Sea Watch 1516 - Life is ALWAYS better at the Beach!Is your family ready for the ideal Ocean City Vacation Experience? Sea Watch 1516 is exactly what you’ve been looking for! Located in the heart of Ocean City, this home has everything you need to make fantastic family memories year after year! The Sea Watch is one of the largest Condominium Buildi
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Sea Watch 1516
Condominium
$300 - $650 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous and recently updated home on a quiet street that still offers all of the wonderful amenities and serenity that Ocean Pines has to offer. Ocean Pines boasts a plethora of dining and activities for all ages right within the communit
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36 Rabbit Run Lane
House Pet Friendly
$125 - $362 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
On a canal just off 32nd Street Bayside, sits the community of Runaway Bay, a breath of sweet-salty air! With Beach Access just a short stroll away and Canal Views from the Balcony, this awesome 2 level Townhome sleeps 8 adults and 1 child without anyone ever feeling crowded! Even better, Runaway Bay 525 allows you to avoid the weekend traffic by o
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Runaway Bay 525
Condominium
$175 - $468 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 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 - $543 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Welcome to Summer View 201 in family-friendly Ocean City, Maryland! Looking for the perfect place to spend your hard-earned vacation days? This lovely 2 Bedroom/2 Bath Ocean Block Condo has all the makings of a fabulous Beach Vacation!Located on 35th Street, Summer View 201 is near everywhere you want to be. Only steps from the water's edge, enjoy
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Summer View 201
Condominium
$125 - $474 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
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 810 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 810
Condominium
$159 - $650 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Our Place at the Beach 304D - 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! Our Place at the Beach 304D is a delightful 2 Bedroom, 2 Bath Condo in
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Our Place at The Beach 304D
Condominium
$125 - $400 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Is your family looking for the perfect place for a classic Ocean City Beach Vacation? Look no further, Harbor Breeze 53 is everything a small family could dream of and all with a family friendly price tag! Even better, Harbor Breeze 53 allows you to avoid the weekend traffic by offering mini week stays! Historic Downtown Ocean City is the ideal pla
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Harbor Breeze 53
Condominium
$89 - $450 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 5 guests
Welcome to Belmont Towers 806! This gorgeous Vacation Home is warm and welcoming, with many little extras to make your next Vacation an extra special experience! Conveniently located right on our famous OCMD Boardwalk, Belmont 806 is only steps from lasting family traditions such as Trimper Rides, Thrasher’s Fries and Jolly Rogers on the Boardwalk
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Belmont Towers 806
Condominium
$129 - $1,000 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests

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