Rentals


Properties Available 544 properties available
Golden Sands 1617 - Life’s always better at the Beach!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 and even somet
Hot HOT 172
Golden Sands 1617
Condominium
$150 - $500 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
‘By the Bay’ - Is there anywhere you’d rather be?!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
Hot HOT 29
Sunset Bay Villa 313 - By the Bay
Condominium
$150 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Have you ever asked yourself what the purpose of life is? Here at Seaside, we believe it’s all about spending time with those that matter most, and making memories you’ll cherish forever. And if you can make the time, we’ve got the most amazing home to tell you about…..Welcome to The Porpoise of Life in the very heart of Chincoteague Island. This
Hot HOT 19
The Porpoise of Life
House
$155 - $550 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Isn't it time for a new romance.....with Life?! A visit to fabulous Bay Pony is certainly the place to begin. This phenomenal End-Unit Townhome is located in a wonderful little community, Silver Sails. One of the most unique and wonderful features of this Neighborhood is that it has a spectacular seasonal Community Swimming Pool for you to enjoy af
Hot HOT 15
Bay Pony
Town House
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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 - $431 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Pony Swim Crossing - Chincoteague Island is calling…..“To sit in silence at the shore, watch the waves and hear the surf, is to appreciate the very breath and heartbeat of the earth.” ~ UnknownIsn’t it time to break away from the daily grind? The stress, the traffic, and oh, “schedules” - aren’t we all just a little too “scheduled” in life? Grab th
Hot HOT 234
Pony Swim Crossing
Town House
$99 - $417 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 5 guests
Welcome to Chris' Cottage 1!Tucked away in a peaceful setting just a short stroll from the Sea Shell Motel and the beach, Chris’ Cottages offer the perfect blend of comfort, convenience, and classic Eastern Shore charm. This property features three identical cottage-style units, thoughtfully updated and designed for a relaxing coastal getaway. All
Hot HOT 16
Chris' Cottage 1
Cottage
$125 - $215 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Welcome to Bradford House - proof that great things can indeed come in small packages! Y’all, a stay at Bradford House feels like a stay with old friends. There’s a warmth and coziness about it that hits you as soon as you walk in - it just feels like home. Tucked in a great location on School Street, you’ll feel a million miles away from the real
Hot HOT 40
Bradford House
House
$99 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
Whispering Pines, salty breezes, and chirping Tree Frogs - ahhhh. Can't you just picture yourself here right now? Beach Pines is a delightful Vacation Home located on Piney Island, which the is the closest community to Assateague National Seashore on Chincoteague Island. Wild Ponies, Beach Combing, and one of the most gorgeous beaches in our countr
Hot HOT 20
Beach Pines
House
$115 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Let the waves kiss your feet, and the sand be your seat!Have you been yearning for a little sun and sand? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Siesta Villa 101N is a delightful, and Newly Remodeled Condo in the very heart of OCMD. With a great Midtown Location, you are close to ever
Hot HOT 31
Siesta Villa 101N
Condominium
$119 - $320 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Were you dazzled by your last Vacation Experience? If not, you clearly were not staying at fabulous Meridian 1004 West. This breathtaking Penthouse with stunning Views of the Ocean, Bay, and OC Skyline is in the perfect Mid-Town Location. Close to everywhere you want to be, yet you will feel luxuriously secluded and pampered. With 3 spacious Bedroo
Hot HOT 23
Meridian 1004 West
Condominium
$299 - $1,292 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the whole family together can be such a challenge in today's world, but nothing is more important than doing just that. Clear the calendar, grab those you love, and head to Chincoteague Island to make Memories that you'll treasure forever
Hot HOT 20
Island Haven
Town House
$120 - $399 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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

I agree