Ocean City Rentals - Flexible Vacation 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!
141 properties available
Welcome to an amazing Beach Vacation! Ocean Terrace 209 is an absolutely stunning 1 Bedroom/1 Bath home Ocean Block on 69th Street. Just a short stroll to dining, entertainment, and amusements, you can’t beat the location! Even better, you can avoid the traffic with this home offering checkin and checkout any day of the week with a 3 night minimum.
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
Belmont 504 - There’s no place like home - except the Beach! Vacation - that magical word that puts a smile on your face every time. You work hard all year to take your family on that special Beach Vacation that will leave you with memories you’ll treasure forever. We have THE perfect place to make this happen - Belmont 504 right on our famous OCMD
Century One 1411 in fun-filled OCMD is what vacation dreams are made of! This lovely renovated condo is located in a quiet part of Ocean City on 99th Street, but still convenient to everywhere you want to be. With 2 Levels, Century One 1411 has breathtaking Views of both the Ocean and the Bay from 2 relaxing Balconies. Relax in the wide open 2nd fl
Has the hustle and bustle of everyday life gotten you into a boring routine? Are you spending that ever important quality time with the ones that matter most? If you’re like the rest of us it’s easy to fall into those routines and forget to take the time to appreciate what is truly important. Take time to enjoy what you work so hard for each year.
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
You work hard all year long. Now is the time 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! 116 Pine Forest Drive is an absolutely stunning, newly constructed 5 Bedroom, 4 Bath home tucked back in Ocean Pines South community, wit
Belmont 204 - Life takes you down many paths, the best ones always lead to the Beach!Isn’t it time to relax, rejuvenate, and reconnect with those who matter most? You work hard for your Vacation - we’re here to help you Beach More, and Worry Less! Make unforgettable memories when you stay at the fabulous Belmont 204, perfectly located right over t
Summer Beach 407 - Life is better in Flip Flops!A hidden gem in a wonderful and timeless family Community right on the Beach in Ocean City, Maryland, Summer Beach 407 is Newly Renovated and the perfect destination for your next fun family getaway! This beautifully renovated Home offers great Amenities such as a refreshing Outdoor Pool, Secure Build
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
Golden Sands 1907 - Sky above, Sand below, Peace within! Golden Sands 1907 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 City, and its Amenities are nothing short of amazing! Featuring
Give me the Sun and the Sea, and a little spot to be…….Welcome to Cab”ANNA Bay at Tiburon 5C - isn’t it time to pull yourself away from the daily grind for a little Beach Break? Make the time, because we’ve got the place! Welcome to family-friendly and affordable Tiburon 5C in OCMD! This adorable condo is located in quiet North Ocean City - away fr
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