Ocean City Bayside Rentals
Bay Views for your Next Vacation
Take in all that this city has to offer with one of our Ocean City Bayside Vacation Rentals. Stay near all the action and in luxury while vacationing in Ocean City, MD.
Search for a vacation rental in Wight Bay or Assateague House which sit near local restaurants, shops, and the famous Boardwalk. Select from Penthouse condos to cozy 1 bedroom units, all with picture-perfect views of the bay.
Don't see what you are looking for below? Check out all of Seaside Vacations & Sales' Ocean City Rentals.
Make your Ocean City vacation the best vacation ever!
59 properties available
We travel not to escape Life, but so Life doesn't escape us. Isn't it time to relax, rejuvenate, and reconnect with those who matter most? Make the time, because we've got the place! Welcome to Wight Bay 254 - a gorgeous Bay View Condo in the heart of Ocean City. Wight Bay is a fabulous family Complex that not only offers a Bay Front Pool, but ther
Wight Bay 254
Condominium
$115 - $365 / per night
2
bedrooms
2
baths
6
guests
Tucked in a quiet community in North Ocean City, just a few minutes from the Delaware State line, is Sonesta III 202! This beautiful and totally renovated Condo is located on the 2nd floor of the “III” building of the Sonesta community. Sonesta III 202 comfortably sleeps a family of 6. This lovely home is in an idyllic location for the family that
Sonesta III 202
Condominium
$95 - $443 / per night
2
bedrooms
1
bath
6
guests
We travel not to escape life, but so life doesn't escape us…. Isn't it time to relax, rejuvenate, and reconnect with those who matter most? Make the time, because we've got the place! Welcome to Jamaica Bay 201 - a gorgeous Condo with an Outdoor Seasonal Pool in the heart of Ocean City. Tucked away in a quiet location just off 32nd Street, you're s
Jamaica Bay 201A
Condominium
$99 - $403 / per night
1
bedroom
1
bath
4
guests
At the Beach, Life is different. A day moves not from hour to hour, but leaps from mood to moment. We go with the currents, plan around the tides, and follow the sun. We take the time to slow down, and take it in. We frolic on the Beach, laugh with our loved ones, and forget about schedules, just a little bit. Bradley on the Bay 317D is made for ju
Bradley on the Bay 317D
Condominium
$99 - $305 / per night
2
bedrooms
2
baths
6
guests
When was the last time that you had a Vacation that took your breath away? Clear the calendar, grab those that matter most, and head to Seaside Bliss in West Ocean City to make Memories that will without a doubt last a lifetime. Seaside Bliss is the perfect place to relax, rejuvenate, and reconnect with your special loved ones - the Sun, the Sea,
Seaside Bliss
House
$400 - $1,482 / per night
4
bedrooms
4
baths
15
guests
Wight Bay 443 - Seas the day!Have you been looking for the perfect beach getaway that won’t break the bank? Look no further than fabulous Wight Bay 443 in the heart of Ocean City. You can’t get much more central to it all than Wight Bay’s 47th Street location. Combine that with a gorgeous 2 Bedroom Condo that comfortably sleeps a family of 6, with
Wight Bay 443
Condominium
$119 - $383 / per night
2
bedrooms
2
baths
6
guests
You work hard all year long, right?!. 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! Bayside Blue is an absolutely charming 3 Bedroom/2 Bath Bayfront Home tucked back i
Bayside Blue
House
$175 - $812 / per night
3
bedrooms
2
baths
7
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
Our Place at The Beach 304D
Condominium
$125 - $400 / per night
2
bedrooms
2
baths
6
guests
Looking for just the perfect combination of luxury, comfort, and amenities for your dream vacation in Ocean City? Look no further - Mariner's Watch has you covered! This fabulous 3 Bedroom/2.5 Bath will sweep you away to the tropics. Located in a great location close to the Boardwalk, yet away from the hustle and bustle, you will find everything yo
Mariners Watch 104
Condominium
$180 - $1,125 / per night
3
bedrooms
2
baths
8
guests
Have you been yearning for a little sun and sand? Perhaps a getaway that won’t break the bank? If you can make the time, we certainly have the place! Yawl Drive 404 is a delightfully renovated single family home in the quiet neighborhood of Montego Bay. Montego Bay offers 2 pools, a kiddie pool, mini golf, and tennis courts. With a great location,
Yawl Drive 404
House
$125 - $443 / per night
3
bedrooms
2
baths
6
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
Driftwood
Town House
$125 - $591 / per night
3
bedrooms
2
baths
8
guests
Have you been yearning for a Family vacation that doesn’t break the bank? Look no further, we have the place for you! Maresol 503 is a classic condo directly on the Bay in mid-town Ocean City. Comfort, great location and one of the best Open Bay Views anyone could dream of, all of that and a Seasonal outdoor community pool! Even better, Maresol 503
Maresol 503
Condominium
$149 - $559 / per night
3
bedrooms
2
baths
8
guests
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Seaside Vacations & Sales
All Rights Reserved.