Chincoteague Island & Ocean City Vacation Rentals
So much to do and explore with a vacation in Chincoteague Island, VA or Ocean City, MD. Start your vacation off right with a vacation rental from Seaside Vacations. No matter what you are looking for, we have the perfect rental for you and your family.
Looking for something off the beaten path? Browse through our Chincoteague Island Vacation Rentals. Select from home rentals on the water, with pool access, or even our Pet Friendly Rentals. All located close to the beautiful nature of Chincoteague and the local shops, dining, and attractions.
Maybe a day on the boardwalk and close to a variety of attractions is more what you are looking for? Check out Seaside Vacations selection of Ocean City Vacation Rentals. Choose from oceanfront condos and luxury resort condos for rent. Stay on the bay and relax knowing that each morning you will have the ocean air to rejuvenate your senses. Take a stroll on the famous boardwalk and dine at the local restaurants in OCMD.
A vacation starts with the perfect vacation rental. Our beach homes and condos provide an abundance of amenities, perfect location to all your interests, and the best rates in the area. Start your vacation off right...start your vacation off with Seaside Vacations!
142 properties listed.
# A B C D E F G H I J K L M N O P Q R S T U V W X Y Z
Swipe to see Table contents
| Property | Sleeps | Bedrooms | Bathrooms | Location | Price Range |
|---|---|---|---|---|---|
| A Boaters Dream | 5 | 2 | 1 | Chincoteague | $99.00 - $201.00 /Night |
| Albion | 10 | 4 | 2 | Chincoteague Island | $110.00 - $392.00 /Night |
| All Decked Out | 8 | 4 | 3 | Chincoteague Island | $375.00 - $870.00 /Night |
| Angels View | 8 | 3 | 2 | Chincoteague Island | $90.00 - $308.00 /Night |
| Ariels Grotto | 8 | 3 | 2 | Chincoteague Island | $90.00 - $319.00 /Night |
| Assateague Inn 102-S | 4 | 1 | 1 | Chincoteague | $42.00 - $154.00 /Night |
| Assateague Inn 103-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 104-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 105-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 106-S | 4 | 1 | 1 | Chincoteague Island | $41.00 - $149.00 /Night |
| Assateague Inn 107-A | 4 | 1 | 1 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 108-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 109-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 110-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 111-2R | 4 | 2 | 1 | Chincoteague Island | $40.00 - $141.00 /Night |
| Assateague Inn 200-2R | 4 | 2 | 2 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 202-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 203-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 204-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 205-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $135.00 /Night |
| Assateague Inn 206-S | 4 | 1 | 1 | Chincoteague | $45.00 - $164.00 /Night |
| Assateague Inn 207-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $144.00 /Night |
| Assateague Inn 208-S | 4 | 1 | 1 | Chincoteague Island | $41.00 - $149.00 /Night |
| Assateague Inn 209-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 211-S | 4 | 1 | 1 | Chincoteague Island | $40.00 - $142.00 /Night |
| Assateague Inn 213-2R | 4 | 2 | 1 | Chincoteague Island | $41.00 - $149.00 /Night |
| At the Waters Edge | 8 | 3 | 3 | Chincoteague Island | $135.00 - $460.00 /Night |
| Atlantis 1310 | 10 | 3 | 2 | Ocean City | $163.00 - $416.00 /Night |
| Avalon 304 | 9 | 3 | 3 | Ocean City | $105.00 - $475.00 /Night |
| Baywatch II 102A at Heron Harbour | 6 | 2 | 2 | Ocean City | $125.00 - $306.00 /Night |
| Beach Blessing | 8 | 3 | 2 | Chincoteague Island | $98.00 - $356.00 /Night |
| Beach Hill 305 | 6 | 2 | 2 | Ocean City | $180.00 - $326.00 /Night |
| Beach Pines | 8 | 3 | 2 | Chincoteague Island | $90.00 - $284.00 /Night |
| Bertie Street Cottage | 5 | 2 | 1 | Chincoteague | $65.00 - $200.00 /Night |
| Black Skimmer | 10 | 4 | 3 | Chincoteague | $146.00 - $523.00 /Night |
| Blue Heron | 8 | 4 | 3 | Atlantic | $175.00 - $344.00 /Night |
| Bradley on the Bay 317D | 6 | 2 | 2 | Ocean City | $85.00 - $251.00 /Night |
| Breezy Corner | 7 | 3 | 1 | Chincoteague | $85.00 - $261.00 /Night |
| Calypso | 10 | 4 | 3 | Greenbackville | $115.00 - $384.00 /Night |
| Captain Freeland | 8 | 3 | 2 | Chincoteague Island | $110.00 - $377.00 /Night |
| Captains Rest | 8 | 3 | 3 | Chincoteague Island | $150.00 - $472.00 /Night |
| Captiva Bay 101 | 8 | 3 | 2 | Ocean City | $105.00 - $349.00 /Night |
| Casa Del Canal | 8 | 3 | 2 | Greenbackville | $100.00 - $296.00 /Night |
| Century One 1611 | 6 | 2 | 2 | Ocean City | $100.00 - $265.00 /Night |
| Channel View Cottage | 6 | 3 | 1 | Chincoteague Island | $110.00 - $356.00 /Night |
| Cool Shack | 4 | 1 | 1 | Chincoteague Island | $70.00 - $166.00 /Night |
| Coves Point | 10 | 3 | 2 | Greenbackville | $135.00 - $462.00 /Night |
| Crepe Myrtle Cottage | 8 | 3 | 2 | Chincoteague | $96.00 - $350.00 /Night |
| Dancing Plover | 6 | 3 | 2 | Chincoteague | $90.00 - $298.00 /Night |
| Eastwinds 18 | 6 | 2 | 2 | Chincoteague Island | $70.00 - $189.00 /Night |
| Egrets Landing | 6 | 3 | 2 | Chincoteague | $125.00 - $437.00 /Night |
| Endless Summer | 8 | 3 | 2 | Chincoteague Island | $99.00 - $361.00 /Night |
| Epiphany | 7 | 3 | 3 | Chincoteague Island | $125.00 - $409.00 /Night |
| Escape Point A-1 | 8 | 3 | 3 | Ocean City | $250.00 - $500.00 /Night |
| Family Tides | 8 | 3 | 2 | Chincoteague Island | $96.00 - $350.00 /Night |
| Gallops Point | 8 | 3 | 2 | Greenbackville | $160.00 - $535.00 /Night |
| Georges Retreat | 6 | 3 | 2 | Chincoteague | $65.00 - $177.00 /Night |
| Great White | 12 | 5 | 2 | Chincoteague Island | $145.00 - $509.00 /Night |
| Hakuna Matata | 10 | 4 | 2 | Chincoteague Island | $110.00 - $353.00 /Night |
| Happy Pines | 8 | 3 | 2 | Chincoteague Island | $100.00 - $279.00 /Night |
| Hudson House | 10 | 4 | 3 | Chincoteague Island | $135.00 - $409.00 /Night |
| Island Haven | 8 | 3 | 2 | Chincoteague | $106.00 - $389.00 /Night |
| Island Retreat | 7 | 3 | 2 | Chincoteague Island | $70.00 - $227.00 /Night |
| Island Sage | 8 | 3 | 2 | Chincoteague Island | $90.00 - $261.00 /Night |
| Island Temenos | 8 | 4 | 2 | Chincoteague Island | $90.00 - $281.00 /Night |
| Island View | 8 | 3 | 2 | Chincoteague Island | $100.00 - $356.00 /Night |
| Junes Cottage | 8 | 3 | 2 | Chincoteague | $75.00 - $249.00 /Night |
| Kellys Cottage | 5 | 3 | 1 | Chincoteague Island | $70.00 - $213.00 /Night |
| Les Bon Temps | 6 | 3 | 2 | Chincoteague Island | $81.00 - $296.00 /Night |
| Lily Pad | 6 | 3 | 1 | Chincoteague | $85.00 - $243.00 /Night |
| Lookout on Main | 10 | 5 | 3 | Chincoteague Island | $200.00 - $682.00 /Night |
| Lovers Lane | 2 | 1 | 1 | Chincoteague Island | $46.00 - $166.00 /Night |
| Mariners Watch 104 | 8 | 3 | 2 | Ocean City | $110.00 - $400.00 /Night |
| Meridian 1001 West | 16 | 4 | 2 | Ocean City | $325.00 - $950.00 /Night |
| Meridian 1002 West | 12 | 4 | 3 | Ocean City | $258.00 - $755.00 /Night |
| Meridian 1003 West | 12 | 4 | 3 | Ocean City | $250.00 - $744.00 /Night |
| Meridian 101 West | 12 | 4 | 2 | Ocean City | $225.00 - $750.00 /Night |
| Meridian 102 East | 10 | 3 | 2 | Ocean City | $260.00 - $885.00 /Night |
| Meridian 206 East | 13 | 4 | 3 | Ocean City | $277.00 - $918.00 /Night |
| Meridian 501 East | 0 | 0 | 0 | Ocean City | $950.00 /Night |
| Meridian 601 West | 12 | 4 | 3 | Ocean City | $280.00 - $860.00 /Night |
| Ocean Colony 8 | 10 | 4 | 3 | Ocean City | $302.00 - $1,020.00 /Night |
| Ocean East 1 | 8 | 3 | 2 | Chincoteague Island | $92.00 - $333.00 /Night |
| Ocean Hideaway 110 | 6 | 2 | 2 | Ocean City | $140.00 - $433.00 /Night |
| Oystercatcher | 6 | 2 | 2 | Chincoteague | $85.00 - $242.00 /Night |
| Painted Pony Cottage | 6 | 2 | 1 | Chincoteague Island | $70.00 - $176.00 /Night |
| Paradise | 6 | 3 | 2 | Chincoteague | $145.00 - $428.00 /Night |
| Pier Pressure | 9 | 3 | 2 | Greenbackville | $107.00 - $428.00 /Night |
| Pinewood 1A | 6 | 2 | 2 | Chincoteague Island | $75.00 - $161.00 /Night |
| Ponte Vista 410 | 4 | 1 | 1 | Ocean City | $85.00 - $200.00 /Night |
| Porthole | 8 | 2 | 1 | Chincoteague Island | $105.00 - $380.00 /Night |
| Rhythm & Blues | 7 | 3 | 2 | Chincoteague Island | $105.00 - $299.00 /Night |
| Safe Harbor | 6 | 2 | 1 | Chincoteague Island | $70.00 - $173.00 /Night |
| Saltwater Cottage | 6 | 3 | 2 | Chincoteague | $85.00 - $249.00 /Night |
| Sand Dollar | 8 | 4 | 3 | Chincoteague | $135.00 - $392.00 /Night |
| Sandpiper Dunes 406 | 8 | 2 | 2 | Ocean City | $150.00 - $449.00 /Night |
| Sandy Feet Retreat | 4 | 1 | 2 | Chincoteague Island | $75.00 - $201.00 /Night |
| Sea 'Scape | 6 | 2 | 1 | Chincoteague Island | $85.00 - $261.00 /Night |
| Sea Mist | 6 | 2 | 1 | Chincoteague | $75.00 - $201.00 /Night |
| Sea Robin 207 | 6 | 2 | 2 | Ocean City | $100.00 - $306.00 /Night |
| Sea Salt | 9 | 3 | 2 | Ocean City | $282.00 - $917.00 /Night |
| Sea Treasure | 6 | 2 | 1 | Chincoteague | $85.00 - $213.00 /Night |
| Sea Watch 1314 | 8 | 3 | 2 | Ocean City | $138.00 - $459.00 /Night |
| Sea Watch 1909 | 10 | 4 | 3 | Ocean City | $250.00 - $806.00 /Night |
| Sea Watch 702 | 8 | 3 | 2 | Ocean City | $140.00 - $408.00 /Night |
| Seabattical | 4 | 1 | 1 | Chincoteague Island | $65.00 - $177.00 /Night |
| Seaside Rendezvous | 7 | 3 | 2 | Chincoteague Island | $105.00 - $367.00 /Night |
| Seaside Serendipity | 8 | 3 | 1 | Chincoteague | $90.00 - $319.00 /Night |
| Serenity Now | 8 | 3 | 2 | Greenbackville | $130.00 - $392.00 /Night |
| Simplify | 8 | 3 | 2 | Greenbackville | $100.00 - $296.00 /Night |
| Slack Tide | 8 | 3 | 2 | Chincoteague Island | $111.00 - $404.00 /Night |
| Smooth Sailing | 8 | 3 | 2 | Chincoteague Island | $125.00 - $380.00 /Night |
| Starfish Escapes at The Capri | 6 | 2 | 2 | Ocean City | $115.00 - $406.00 /Night |
| Stoney Point | 8 | 4 | 4 | Chincoteague Island | $355.00 - $1,056.00 /Night |
| Sunny Shack | 10 | 3 | 2 | Chincoteague Island | $135.00 - $462.00 /Night |
| Sunrise Serenade | 4 | 1 | 1 | Chincoteague Island | $65.00 - $185.00 /Night |
| Sunrise Sonata | 4 | 1 | 1 | Chincoteague Island | $65.00 - $177.00 /Night |
| Sunset Bay 306 | 6 | 2 | 2 | Ocean City | $110.00 - $306.00 /Night |
| Sunset Bay 514 | 8 | 2 | 2 | Ocean City | $120.00 - $306.00 /Night |
| Sunset Bay Villa 111 | 8 | 3 | 2 | Chincoteague Island | $101.00 - $373.00 /Night |
| Sunset Bay Villa 209 | 8 | 3 | 2 | Chincoteague Island | $125.00 - $369.00 /Night |
| Sunset Bay Villa 216 | 7 | 3 | 2 | Chincoteague Island | $110.00 - $388.00 /Night |
| Sunset Bay Villa 221 | 8 | 2 | 2 | Chincoteague Island | $98.00 - $356.00 /Night |
| Sunset Beach 301 | 8 | 3 | 2 | Ocean City | $175.00 - $500.00 /Night |
| Sunset Cove | 8 | 3 | 3 | Chincoteague Island | $275.00 - $593.00 /Night |
| Sunset Foals | 6 | 3 | 2 | Chincoteague Island | $125.00 - $367.00 /Night |
| Sunset Pointe | 12 | 5 | 3 | Chincoteague Island | $145.00 - $529.00 /Night |
| Sunshine and Daydreams | 8 | 3 | 2 | Chincoteague | $70.00 - $237.00 /Night |
| Teague Time | 6 | 3 | 2 | Chincoteague | $85.00 - $298.00 /Night |
| The C-Ray Cottage | 4 | 2 | 1 | Chincoteague Island | $90.00 - $308.00 /Night |
| The Inn at Poplar Corner | 10 | 5 | 5 | Chincoteague Island | $170.00 - $521.00 /Night |
| The Pearl at Grand Bay | 8 | 2 | 2 | Chincoteague Island | $75.00 - $298.00 /Night |
| The Pearl at Marsh Island | 4 | 1 | 1 | Chincoteague Island | $60.00 - $200.00 /Night |
| The Quay 2102 | 6 | 2 | 2 | Ocean City | $101.00 - $357.00 /Night |
| The Reel Deal | 6 | 3 | 2 | Greenbackville | $90.00 - $272.00 /Night |
| The Sandbar | 6 | 3 | 1 | Chincoteague | $85.00 - $213.00 /Night |
| Victorian Cottage | 8 | 3 | 2 | Chincoteague Island | $85.00 - $237.00 /Night |
| Westward Ho 510 | 4 | 0 | 1 | Ocean City | $60.00 - $110.00 /Night |
| Whelk on Willow | 8 | 3 | 2 | Chincoteague Island | $140.00 - $392.00 /Night |
| Wight Bay 441 | 8 | 2 | 2 | Ocean City | $100.00 - $255.00 /Night |
| Wight Bay 543 | 7 | 2 | 2 | Ocean City | $100.00 - $245.00 /Night |
| Wind Rose | 7 | 3 | 1 | Chincoteague Island | $85.00 - $249.00 /Night |
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