Rentals


Properties Available 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
Hot HOT 42
Lookout on Main
House
$250 - $885 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rented!
Hot HOT 6
Z-2283 Brigantine
House
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
Hot HOT 29
Sea Watch 810
Condominium
$159 - $650 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 25
Summer Beach 403
Condominium
$200 - $515 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 18
Silver Shores 302
Condominium
$105 - $350 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 17
Caribbean Ketch
House
$125 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 35
Capri 1907
Condominium
$126 - $425 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 43
Sea Watch 716
Condominium
$159 - $550 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 40
One Peace Cottage
House
$85 - $227 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 15
Bay Pony
Town House
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 16
Maresol 503
Condominium
$149 - $559 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 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
Hot HOT 20
Sea Watch 702
Condominium
$159 - $650 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests

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

I agree