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
On a peaceful Canal on 116th Street sits Portside Landing 151A, a breath of Sweet-Salty air! With Beach Access just a short stroll away and Beautiful Open Bay Views from the Balcony, this awesome 2 level Townhome sleeps 6 adults and 2 children without anyone ever feeling crowded! You will love the classic feel of this beachy home as soon as you wal
Hot HOT 25
Portside Landing 151A
Town House
$109 - $536 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Have you been longing for a beach break? The sun, the sand, the memories…..Nestled in a wonderful and timeless family Community right on the Beach in Ocean City, Maryland, Golden Sands 615 is the perfect place to let all your worries melt away and just enjoy life! A fantastic 2 Bedroom/ 2 Bath home sleeping 6, in one of Ocean City’s most sought aft
Hot HOT 29
Golden Sands 615
Condominium
$129 - $472 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Tucked back in the quiet North Ocean City neighborhood of Caine Woods is a simply decadent home we call Twin Tree. This much loved 4 Bedroom, 3 Bath home with a Loft and Garage is exactly the perfect space for the family, or families, looking to experience Ocean City, the Beach and all our great town has to offer, while still being able to settle i
Hot HOT 41
Twin Tree
House Pet Friendly
$200 - $1,100 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 14 guests
Old Port Cove 10 has everything you need to make precious family memories year after year!*This Property is available for a 3-night minimum stay year-round*Welcome to Old Port Cove 10 - a classic Ocean City beach Condo located off of 28th Street in Ocean City. This Beach Loft with a Full Bath has everything you need for a perfect family getaway per
Hot HOT 19
Old Port Cove 10
Condominium
$100 - $702 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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 8 adults and 2 children. 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 -
Hot HOT 71
Parrot Bay Townhouse 30
Condominium Pet Friendly
$150 - $1,582 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 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
Hot HOT 45
Lazy Whale 12
Condominium
$100 - $598 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 5 guests
Tucked back in a quiet development on Sparrow Lane in Ocean City is an absolutely stunning renovated Townhome, lovingly named Driftwood. An end home situated back off the main street, this beautiful 3 Bedroom, 2.5 Bath home has been completely re-done with no detail overlooked. This is the perfect home for the family looking for a beach getaway th
Hot HOT 32
Driftwood
Town House
$125 - $1,392 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Sunset Bay 515 - Of all the paths you take in life, may all the best ones be sandy.Have you been looking for just the right place - the perfect location - for your next Beach Getaway? Look no further than wonderful Sunset Bay 515 in the very heart of Ocean City. You can’t get much more “midtown” than Sunset Bay’s 54th Street location. Combine that
Hot HOT 17
Sunset Bay 515
Condominium
$139 - $806 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Maresol 502 - In the Heart of Ocean City with a private bayfront balcony, open living space and comfortable sleeping for 8. Comfort, style and one of the best locations with Bayfront Views, a community pool, and a short 10 minute walk to the beach! Even better, Maresol 502 allows you to avoid the weekend traffic by offering mini week sta
Hot HOT 21
Maresol 502
Condominium
$150 - $1,120 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 1310 - Great Things can come in small packages….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
Hot HOT 17
Golden Sands 1310
Condominium
$99 - $349 / per night
Bathrooms 1 bath
Guests 2 guests
Welcome to lovely Westward Ho 510 in the heart of OCMD! This Efficiency Condo is both affordable and adorable. Located just off 23rd Street, you’re close to the action of our Famous Ocean City Boardwalk, and a short stroll from Bahia Marina, Fish Tales, and many more Dining and Entertainment options. Park the car, hop on the Elevator, kick off your
Hot HOT 29
Westward Ho 510
Condominium
$125 - $1,056 / per night
Bathrooms 1 bath
Guests 4 guests
Welcome to Alexander Mini Mansion C in family-friendly Ocean City, Maryland - THE perfect Escape for your next OCMD Vacation. This fabulous 3 Bedroom/3.5 Bath Luxury Townhome is sure to take your breath away. Sleeping only 8 adults and 1 child, it is located on the Bayside on St. Louis Ave.in downtown OC, you're just a short stroll from our famous
Hot HOT 46
Alexander Mini Mansion 203C
Town House Pet Friendly
$175 - $1,744 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests

Tell us what you're looking for and someone will contact you with available options.

I agree