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467 properties available
Expanded Deck and Boardwalk!You know that favorite song that just stays with you - the one you long to hear again and again? This is the feeling you will get while staying at Rhythm and Blues on beautiful Chincoteague Island. Tucked away on the East Side, this Charming Chalet will steal your heart. Located only steps from the Public Boat Launch and
Sunny Shack - The Best Days are Beach Days..…..Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This stunning Waterfront Dream Home is brand new to the Seaside Vacations’ Family, but has been a fan-favorite Vacation Rental for years!Ahhhh, South Main Street - if you aren’t familiar, South Main is home to some of THE most amazing Su
You will feel swept away into Paradise as you relax and take in the views from this expansive, luxury Oceanfront vacation home, Sea Watch 1800. Enjoy sunrises and sunsets from the extraordinary wrap around balcony, which is accessible from every room, and includes panoramic views of the Direct Oceanfront, the North, South, and even the Sunsets.Afte
Is there anything quite like staying by the Ocean? Walking out to watch the Sunrise over the Ocean, listening to the waves crash on the Beach, it's truly what we call paradise. If this is what you're yearning for, Sandpiper Dunes 112 is the place for you.This fabulously renovated 2 Bedroom/2 Bath Condo is located in the heart of OCMD on 58th Street
When you walk into this first floor condo, it welcomes you right in with its clean and updated, yet still timeless Ocean City Beach House feel. You will enter the home and fall in love with the thoughtful beach decor and open layout of the Living Room, Kitchen and Dining Area - make the most of quality time while relaxing in the Air Conditioning t
Ahhh, Chincoteague Island—where the salty marsh breeze greets you, and wild ponies roam Assateague as if they’re welcoming you home. One trip here, and it’s love at first sight—it’s the kind of place that sticks with you forever. But let’s face it, life’s a whirlwind, and carving out a whole week to escape isn’t always in the cards. Maybe you’re mo
Casa Playa - Peace, Love, and Sandy Feet……Life is busy - too busy at times, it seems. When was the last time you grabbed those who matter most and just broke away from the daily grind? We’ve had quite a bit of “togetherness” this year, but isn’t it time for “experiences” together once again?! This is what Casa Playa is all about - kicking back, tak
You and your family work hard all year long. Don’t you think you all deserve some time to relax and rejuvenate with some fun in the sun? There’s no better place to connect than Ocean City, and no better place to stay than the fabulous Sea Watch 410 on 115th St.! The Sea Watch is one of the largest condominium buildings in Ocean City, and its amenit
Golden Sands 1212 - Let the waves hit your feet and the sand be your seat!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
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed…..At the Beach, Life is different - Time doesn’t move hour to hour, but mood to moment. We live by the currents, plan by the tides, and follow the sun til it sets…..And there is no better place to do this than at beautiful Sunset Breeze right here on Chincoteague Island! Sitting W
You work hard all year long - isn't it time to rediscover, relax, and rejuvenate with the ones who matter most? There is no better place to reconnect than the fabulous Sea Watch 201 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 Ba
Wind Rose has some great updates including a New Outdoor Shower and Arcade1Up Pac-Man Legacy Machine with 12 different games! Now Dog Friendly with a $100 Pet Fee each!Wanderlust - "a strong desire or urge to wander or travel and explore the world." Have YOU experienced the beauty and wonder of Chincoteague Island yet? Beautiful Wind Rose is the p
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