Flexible arrival Rental Search

Ocean City, Maryland isn't just a summer vacation destination. It's a great place to visit during the spring and fall too when many of our best events are held. During April, May, August, September, and October, Shoreline Properties offers flexible reservations. Choose whatever check-in and check-out days work best for you and your family. The flexible and off-season condo rental selection offers great value for your money, beautiful weather, countless activities, and less crowded beaches. Select Flexible Check-in search on our home page and get the best deals Shoreline Properties has to offer in the summertime too.


This unit includes linens and towels. A welcome package will be provided at check-in. Spacious, comfy two-bedroom condo with free Wi-Fi and a wide balcony located midtown on the ocean block just a short walk to the beach! Sea Lodge 101 is two-bedroom, two-bathroom condo located in midtown. This sunny and spacious ocean block condo will ensure
SEA LODGE 101
CONDO
$866.00 - $1,629.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (4)
This unit includes linens and towels. A welcome package will be provided at check-in. Beautiful bayfront two-bedroom luxury condo with free Wi-Fi, an outdoor pool, and a FCFS kayak boat dock located in midtown Ocean City! Captiva Bay 104 is a luxury condominium located right by the bay. This two-bedroom, two-bathroom condo has a furnished bal
Captiva Bay 104
CONDO
$1,397.00 - $2,112.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
This unit includes linens and towels. A welcome package will be provided at check-in. Spacious, comfortable two-bedroom oceanfront condo with free Wi-Fi, an outdoor pool, and an enclosed balcony with a great ocean view located midtown only steps to the beach! Oceana II 407 is a homey beachfront condominium. This two-bedroom, two bathroom cond
OCEANA II 407
CONDO
$1,107.00 - $2,230.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (6)
A welcome package will be provided at check-in. Gorgeous oceanfront villa is located directly on the Boardwalk with three bedrooms, free Wi-Fi, and a gorgeous ocean view; this single-family home is great for large families! The Porch 709 is one of Ocean City's finest vacation rentals. This light, airy historic home has very nice furniture,
Porch 709
HOUSE
$3,500.00 - $4,200.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half bath
Guests 6 guests
This low-rise condo building offers convivence to the ocean being only half a block away and is located in the quieter side of North Ocean City. Skyhaven 203 is a cozy one-bedroom and one-bath with a side view of the ocean from the balcony. This property is perfect for a small family with assigned off-street parking behind the building, a washer a
Skyhaven 203
CONDO
$646.00 - $1,491.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
This unit includes linens and towels. A welcome package will be provided at check-in. Cozy, comfortable two-bedroom bayside condo with Wi-Fi, an outdoor pool, and a breathtaking view of the bay located midtown and just a few blocks from the beach! Oasis on the Bay 107 is one of Ocean City's finest vacation rentals and is housed among the gorg
OASIS ON THE BAY 107
CONDO
$812.00 - $1,698.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (4)
This unit includes linens and towels. A welcome package will be provided at check-in. Sunny and bright South facing and spacious three-bedroom, two-bath end unit condo is just a half block to the beach, and across the street from the Convention Center. Surf Watch 401 is a luxury condo with quality balcony furnishing on their wide balcony. T
SURF WATCH 401
CONDO
$1,341.00 - $3,168.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
This unit includes linens and towels. A welcome package will be provided at check-in. Spacious, stylish two bedroom condo with coastal decor, gorgeous hardwood and tile flooring, free WiFi, and an outdoor pool located midtown just a short walk to the beach! Tiffanie by the Sea 127 is one of Ocean City's finest vacation rentals. This two bedro
TIFFANIE BY THE SEA 127C
CONDO
$1,291.00 - $2,491.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
This unit includes linens and towels. A welcome package will be provided at check-in. Quaint, but pristine two-bedroom condo with free WiFi and an outdoor pool located uptown on the bayside in a peaceful, family-friendly neighborhood! Lost Colony III 221 is a quaint, bayside condominium. This two-bedroom, two bathroom, second-floor walk up con
Lost Colony III 221
CONDO
$564.00 - $1,141.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (5)
This unit includes linens and towels. A welcome package will be provided at check-in. Modern, Colorful Two-Bedroom Condo, an Outdoor Pool, and Gorgeous Suede Furniture Overlooking the Breathtaking Marshes and Bay a Block and a Half to Beach! Bay Princess 317 is a beautiful bayside condominium. This two-bedroom, two bathroom condo has a furnis
BAY PRINCESS 317
CONDO
$985.00 - $1,939.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A welcome package will be provided at check-in. Spacious, three-bedroom condo just a short walk to the beach! 110 Newport Bay A2, a first-floor condominium located on the bayside with a short walk to the beach. This beautiful total remodel three-bedroom, two-bathroom condo has a furnished balcony that is ideal for relaxing and spending time
110 Newport Bay Dr # A - Balmoral Cove
CONDO
$883.00 - $2,107.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Bayside, waterfront condo in the Cayman building in the Island of Hidden Harbour. Beautiful canal views from this 2 bedroom, 2 bath unit with sleeping for 6 guests. Enjoy the peaceful waterfront from your living room balcony. The master bedroom offers a king bed, the second bedroom has a queen along with a set of bunk beds. This property is situat
ISLAND OF HIDDEN HARBOUR CAYMAN 216
CONDO
$1,398.00 - $1,928.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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

I agree