Rentals
535 properties available
Ninety-five feet of private Chincoteague Bay shoreline. That's what's waiting in your backyard at Lookout on Main — along with a dock, a ladder, two kayaks, a canoe, crab pots, and front-row seats to the most spectacular sunsets on the island.Set on South Main Street in one of Chincoteague's most coveted locations, this beautifully renovated 5-bedr
Lookout on Main
House
$250 - $885 / per night
5
bedrooms
3
baths
10
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 810 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
Sea Watch 810
Condominium
$159 - $650 / per night
2
bedrooms
2
baths
8
guests
Summer Beach 403 - Let the waves hit your feet and the sand be your seat!Are you longing for a relaxing beach getaway - that perfect location - for your next family getaway? Look no further than fabulous Summer Beach 403 - a wonderful, secure, and timeless family community right on the beach, yet still close to everything Ocean City has to offer! T
Summer Beach 403
Condominium
$200 - $515 / per night
2
bedrooms
2
baths
6
guests
The sun, the sand, and family - what more could you need, right? How about a beautifully renovated 2 Bedroom/ 2 Bath 3rd Floor Walk-Up, Ocean Block Condo that comfortably sleeps 6 adults and 2 children. Not to mention the prime location just steps from the Beach, and some of the best dining OC has to offer! You will find it all at the fabulous Silv
Silver Shores 302
Condominium
$105 - $350 / per night
2
bedrooms
2
baths
8
guests
Take a Vacation that makes you forget to check your cell phone….Looking to leave the real world behind - just for a few days? Grab those who matter most, and clear your calendar - Caribbean Ketch is waiting for you! This charming home is located in the ever-popular Piney Island, which happens to be the closest community to Assateague National Seash
Caribbean Ketch
House
$125 - $350 / per night
3
bedrooms
2
baths
8
guests
Capri 1907 - Let the sand be your seat as the waves hit your feet! This gorgeous condo will sleep a family of up to 5 in pure comfort with awesome amenities such as Building Security and a refreshing Indoor pool, and close proximity to dining and amusements!Savor the views, along with the magnificent sunsets from the spacious, private balcony in t
Capri 1907
Condominium
$126 - $425 / per night
2
bedrooms
2
baths
5
guests
Sea Watch 716 - Life takes you down many paths, but the best ones lead to the Beach!Have you been dreaming of a Vacation in just the perfect location for your next beach family getaway? Your search is over - say hello to Sea Watch 716 - in a wonderful, secure, and timeless family community right on the beach, yet still close to everything Ocean Cit
Sea Watch 716
Condominium
$159 - $550 / per night
2
bedrooms
2
baths
8
guests
Peace. Love. Beach.Have you been yearning for a break from the hectic day to day? An affordable getaway that will bring those together who matter most - and without breaking the bank? We’ve got you covered - take a look at One Peace Cottage on beautiful Chincoteague Island - where our Wild Ponies roam free, and there’s not a high-rise building to b
One Peace Cottage
House
$85 - $227 / per night
3
bedrooms
2
baths
8
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
Bay Pony
Town House
$125 - $400 / per night
3
bedrooms
2
baths
6
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
The Ocean stirs the heart, inspires the imagination, and brings eternal joy to the soul. Life is so busy.... Isn't it time to rediscover, relax, and rejuvenate with your family? There is no better place to do this than fabulous Sea Watch 702 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities
Sea Watch 702
Condominium
$159 - $650 / per night
2
bedrooms
2
baths
8
guests
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