Book Direct Day 2024

Don't waste your time and money booking your next Chincoteague or Ocean City vacation with those other guys. Save on hidden and unnecessary fees with a rental provided by Seaside Vacations and Sales. Our wide range of properties will offer you and your family comfort and quality that our guest come to expect from us.

Memories are waiting to be created with a Chincoteague Island Rental or an Ocean City Rental. Book Direct with Seaside Vacations & Sales, and get ready for a vacation of a lifetime!


Properties Available 519 properties available
Welcome to the beautifully renovated Sun Mark 154 in the heart of OCMD, just steps from the beach! This efficiency condo is both affordable and adorable. Located on the ocean block of 34th Street, you’re close to the action of our famous Ocean City boardwalk, and a short stroll from Jolly Rogers, Fish Tales, and many more dining and entertainment o
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Sun Mark 154
Condominium
$109 - $325 / per night
Bathrooms 1 bath
Guests 4 guests
Welcome to Albion and the best Chincoteague Island Vacation you have ever had! This phenomenal, one-of-a-kind dream home is located on Willow Street, right in the heart of the island, and near everywhere you want to be. Lush, tropical landscaping will welcome you as you pull into the custom circular driveway, with parking for 3 cars. This spectacul
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Albion
House
$126 - $500 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Memories made together last a lifetime…..Welcome to Oyster Bay Oasis in ever-popular Oyster Bay I on Chincoteague Island - the perfect home base for your family’s next adventure! Only 5 minutes from Assateague National Seashore, where our Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, plus the mod
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Oyster Bay Oasis
House Pet Friendly
$99 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
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
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116 Pine Forest Drive
House Pet Friendly
$175 - $920 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Looking for a dream vacation home that can accommodate the whole gang? This spectacular 4-BD, 3.5-BA  condo has the perfect layout for a large family or 2 families to share with both a Master Suite and Jr. Master, and is loaded with all the bells and whistles - with more than enough room to give everyone their space!  Upon entering Meridian 601 Wes
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Meridian 601 West
Condominium
$280 - $2,176 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community Dock - or w
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Sunset Bay Villa 220 - Vista Costiera
Condominium
$150 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Is there anything quite like a family Vacation at the Beach?! From watching the Sunrise over the Ocean, to simply listening to the waves crash on the Beach, it's truly what we call paradise. If that’s what you're yearning for, Four Seasons 503 is the place for you. This beautiful 2 Bedroom/2 Bath Condo is located in the heart of North OCMD on 133rd
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Four Seasons 503
Condominium
$129 - $617 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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.
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Golden Sands 111
Condominium
$200 - $499 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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
Ahhh, Chincoteague Island—where the salty marsh air fills your lungs, and wild ponies casually stroll Assateague like they own the place (because, let’s be honest, they kind of do). One visit, and you’re hooked for life. But we get it! Life moves fast, and sneaking away for a full week every year isn’t always in the cards. Maybe you’re more of a W
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Assateague Inn 202-S
Condominium
$45 - $725 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Coral Seas 412 - The tans may fade, but the memories last forever…..This breathtaking Luxury Condo located on 76th Street, right in the heart of Ocean City, has all the makings of an awesome family Vacation. With 3 Bedrooms and 2.5 Bathrooms, it sleeps up to 8 in absolute comfort and style! As you enter through the Open Air Atrium, you will love ho
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Coral Seas 412
Condominium
$207 - $1,290 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 28, 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 -
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Parrot Bay Townhouse 28
Town House Pet Friendly
$150 - $867 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests

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