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 491 properties available
The Robinson Family Beach House is now dog friendly with a $100 Pet Fee!There is no time to be bored in a world as beautiful as this….Welcome to The Robinson Family Beach House on our little slice of Heaven, Chincoteague Island. Located on ever-popular North Main, you'll enjoy the peace and quiet, yet still be close to everywhere you want to be. Th
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The Robinson Family Beach House
House Pet Friendly
$135 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to the unparalleled Oceanfront Luxury that is Plaza 1609! Sleeping a family of 8 in pure comfort with 2 Bedrooms, 2 Baths and a Den, it’s the perfect getaway!.The Plaza Condominium is located in the heart of Ocean City, and its amenities are unrivaled. Featuring a year round Heated Indoor Pool and Hot Tub - both open 24 hours, as well as a
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Plaza 1609
Condominium
$125 - $573 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Golden Sands 502 - Relax, Rejuvenate, and Reconnect with us in OCMD!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
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Golden Sands 502
Condominium
$250 - $805 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
You work hard all year long - isn't it time to relax, rejuvenate, and reconnect with those who matter most? There is no better place to do this than fabulous Sea Watch 110 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities are unrivaled. With 3 Swimming Pools, 3 Tennis Courts, a Basketball Co
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Sea Watch 110
Condominium
$150 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
“Life is a journey that is not measured in miles or years, but in Experiences.” ~ Jimmy BuffettClose your eyes and feel the salty, sweet bay breeze wash over you. Breathe in the smell of Coppertone - hear the Gulls cry above. This is the very essence of Lammers Largo in beautiful Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on
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Lammers Largo
House
$195 - $550 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to Casa Del Sol - “Live in the Sunshine, swim the Sea, drink the Wild Air….”When was the last time your Vacation took your breath away? If that is what you’ve been yearning for, clear your schedule - Paradise awaits you in beautiful Captain’s Cove Golf and Yacht Club!Casa Del Sol is Brand New Construction in 2024, and beyond stunning. Tucke
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Casa Del Sol
House
$200 - $625 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Life’s at ease with an Ocean Breeze……You know that feeling you get when you step onto the Beach for the first time each Summer? That first deep breath - the saltiness of the Sea, the scent of Coppertone, the sound of the Gulls - this is life at Barefoot Breeze on Chincoteague Island. It’s not just a Vacation Rental, it’s a Destination, an Experienc
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Barefoot Breeze
House
$150 - $550 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
May you always have a shell in your pocket, and sand in your shoes…..Sandy Bottoms - the name alone stirs up fond memories of family vacations from long ago. This wonderful 4 Bedroom Home is brand new to the Seaside Vacations’ Family, and we couldn’t be happier - and it’s ready to make your Vacation Dreams come true!With Classic Coastal Cape good l
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Sandy Bottoms
House
$128 - $450 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Just give me the Sea, and a little Cottage just to be…..One of Chincoteague’s most beloved Vacation Homes, Shackeau East, is now part of our Seaside Vacations’ Family! Resting by the water’s edge in ever-popular Piney Island, this adorable Cottage has quite the following! Piney Island is the closest community to Assateague National Seashore, where
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Shackeau East
Cottage
$125 - $325 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Marigot Beach 1105 is a lovely Oceanfront Condo, sleeping 4 in comfort and style. Serene and simple, this 1 Bedroom/1.5 Bath home with a Private Oceanfront Balcony has all you need for a quick couple retreat or an affordable family getaway, even an indoor Pool! The open Living Area is the perfect space to relax and reconnect with your family. Comfy
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Marigot Beach 1105
Condominium
$100 - $772 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests

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