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 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!
197 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 | $120.00 - $198.00 /Night |
| A Shore Thing | 10 | 4 | 2 | Ocean City | $311.00 - $966.00 /Night |
| Albion | 10 | 4 | 2 | Chincoteague Island | $125.00 - $425.00 /Night |
| All Decked Out | 8 | 4 | 3 | Chincoteague Island | $375.00 - $860.00 /Night |
| Angels View | 8 | 3 | 2 | Chincoteague Island | $92.00 - $304.00 /Night |
| Ariels Grotto | 8 | 3 | 2 | Chincoteague Island | $100.00 - $330.00 /Night |
| Assateague House 207 | 6 | 2 | 2 | Ocean City | $155.00 - $465.00 /Night |
| Assateague Inn 100-2R | 4 | 2 | 2 | Chincoteague | $50.00 - $218.00 /Night |
| Assateague Inn 102-S | 4 | 1 | 1 | Chincoteague | $46.00 - $186.00 /Night |
| Assateague Inn 103-S | 4 | 1 | 1 | Chincoteague Island | $43.00 - $170.00 /Night |
| Assateague Inn 104-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $170.00 /Night |
| Assateague Inn 105-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $168.00 /Night |
| Assateague Inn 106-S | 4 | 1 | 1 | Chincoteague Island | $46.00 - $180.00 /Night |
| Assateague Inn 107-A | 4 | 1 | 1 | Chincoteague Island | $51.00 - $201.00 /Night |
| Assateague Inn 108-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $164.00 /Night |
| Assateague Inn 109-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $164.00 /Night |
| Assateague Inn 110-S | 4 | 1 | 1 | Chincoteague Island | $43.00 - $170.00 /Night |
| Assateague Inn 111-2R | 4 | 2 | 1 | Chincoteague Island | $44.00 - $173.00 /Night |
| Assateague Inn 202-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $164.00 /Night |
| Assateague Inn 203-S | 4 | 1 | 1 | Chincoteague Island | $43.00 - $170.00 /Night |
| Assateague Inn 204-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $170.00 /Night |
| Assateague Inn 205-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $164.00 /Night |
| Assateague Inn 206-S | 4 | 1 | 1 | Chincoteague | $46.00 - $186.00 /Night |
| Assateague Inn 207-S | 4 | 1 | 1 | Chincoteague Island | $44.00 - $173.00 /Night |
| Assateague Inn 208-S | 4 | 1 | 1 | Chincoteague Island | $42.00 - $168.00 /Night |
| Assateague Inn 209-S | 4 | 1 | 1 | Chincoteague Island | $43.00 - $170.00 /Night |
| Assateague Inn 210-S | 4 | 1 | 1 | Chincoteague Island | $43.00 - $170.00 /Night |
| Assateague Inn 211-S | 4 | 1 | 1 | Chincoteague Island | $45.00 - $180.00 /Night |
| Assateague Inn 213-2R | 4 | 2 | 1 | Chincoteague Island | $46.00 - $180.00 /Night |
| At the Waters Edge | 8 | 3 | 3 | Chincoteague Island | $138.00 - $454.00 /Night |
| Atlantis 1310 | 10 | 3 | 2 | Ocean City | $158.00 - $500.00 /Night |
| Atlantis 2004 | 7 | 2 | 2 | Ocean City | $152.00 - $499.00 /Night |
| Avalon 304 | 9 | 3 | 3 | Ocean City | $185.00 - $532.00 /Night |
| Azure Dreams | 8 | 4 | 3 | Chincoteague | $295.00 - $615.00 /Night |
| Barefoot Breeze | 8 | 4 | 3 | Chincoteague Island | $150.00 - $493.00 /Night |
| Baydream Believer | 8 | 4 | 3 | Greenbackville | $104.00 - $468.00 /Night |
| Baystar Bungalow | 6 | 3 | 1 | Greenbackville | $99.00 - $244.00 /Night |
| Baywatch II 102A at Heron Harbour | 6 | 2 | 2 | Ocean City | $110.00 - $301.00 /Night |
| Beach Blessing | 8 | 3 | 2 | Chincoteague Island | $110.00 - $368.00 /Night |
| Beach Pines | 8 | 3 | 2 | Chincoteague Island | $90.00 - $294.00 /Night |
| Beach Place 23 | 8 | 3 | 2 | Ocean City | $162.00 - $511.00 /Night |
| Bertie Street Cottage | 5 | 2 | 1 | Chincoteague | $75.00 - $201.00 /Night |
| Black Skimmer | 10 | 4 | 3 | Chincoteague | $175.00 - $526.00 /Night |
| Blue Heron | 8 | 4 | 3 | Atlantic | $175.00 - $339.00 /Night |
| Bradley on the Bay 317D | 6 | 2 | 2 | Ocean City | $89.00 - $287.00 /Night |
| Breakaway | 6 | 2 | 1 | Chincoteague | $100.00 - $343.00 /Night |
| Breezy Corner | 7 | 3 | 1 | Chincoteague | $90.00 - $256.00 /Night |
| Cab"ANNA" Bay at Tiburon 5C | 6 | 2 | 2 | Ocean City | $150.00 - $330.00 /Night |
| Calypso | 8 | 4 | 3 | Greenbackville | $145.00 - $447.00 /Night |
| Captain Freeland | 8 | 3 | 2 | Chincoteague | $117.00 - $388.00 /Night |
| Captains Rest | 8 | 3 | 3 | Chincoteague Island | $150.00 - $487.00 /Night |
| Captiva Bay 101 | 8 | 3 | 2 | Ocean City | $150.00 - $427.00 /Night |
| Casa Del Canal | 6 | 3 | 2 | Greenbackville | $115.00 - $305.00 /Night |
| Casa Playa | 6 | 3 | 2 | Greenbackville | $100.00 - $307.00 /Night |
| Century One 1611 | 6 | 2 | 2 | Ocean City | $150.00 - $363.00 /Night |
| Channel View Charmer | 8 | 3 | 1 | Chincoteague Island | $90.00 - $318.00 /Night |
| Channel View Cottage | 6 | 3 | 1 | Chincoteague Island | $110.00 - $351.00 /Night |
| Coves Point | 6 | 3 | 2 | Greenbackville | $135.00 - $381.00 /Night |
| Crepe Myrtle Cottage | 8 | 3 | 2 | Chincoteague | $105.00 - $347.00 /Night |
| Dancing Plover | 6 | 3 | 2 | Chincoteague | $90.00 - $294.00 /Night |
| Eastwinds 18 | 6 | 2 | 2 | Chincoteague Island | $70.00 - $195.00 /Night |
| Egrets Landing | 6 | 3 | 2 | Chincoteague | $138.00 - $431.00 /Night |
| Endless Summer | 8 | 3 | 2 | Chincoteague Island | $92.00 - $371.00 /Night |
| Epiphany | 7 | 3 | 3 | Chincoteague Island | $125.00 - $425.00 /Night |
| Escape Point A-1 | 8 | 3 | 3 | Ocean City | $250.00 - $487.00 /Night |
| Family Tides | 8 | 3 | 2 | Chincoteague Island | $95.00 - $386.00 /Night |
| Fishhook Hideaway | 6 | 2 | 2 | Chincoteague | $75.00 - $173.00 /Night |
| Gallops Point | 6 | 3 | 2 | Greenbackville | $160.00 - $531.00 /Night |
| Georges Retreat | 6 | 3 | 2 | Chincoteague | $65.00 - $192.00 /Night |
| Great White | 12 | 5 | 2 | Chincoteague Island | $145.00 - $503.00 /Night |
| Hakuna Matata | 10 | 4 | 2 | Chincoteague Island | $110.00 - $381.00 /Night |
| Happy Pines | 8 | 3 | 2 | Chincoteague Island | $90.00 - $256.00 /Night |
| Harbour Sails 502 | 4 | 1 | 1 | Ocean City | $120.00 - $257.00 /Night |
| Hudson House | 9 | 4 | 3 | Chincoteague Island | $135.00 - $447.00 /Night |
| Island Haven | 8 | 3 | 2 | Chincoteague | $109.00 - $402.00 /Night |
| Island Retreat | 7 | 3 | 2 | Chincoteague Island | $71.00 - $234.00 /Night |
| Island Sage | 8 | 3 | 2 | Chincoteague Island | $90.00 - $256.00 /Night |
| Island Sunset | 8 | 3 | 2 | Chincoteague Island | $125.00 - $363.00 /Night |
| Island Temenos | 8 | 4 | 2 | Chincoteague Island | $90.00 - $280.00 /Night |
| Island View | 8 | 3 | 2 | Chincoteague Island | $100.00 - $355.00 /Night |
| It's 5 O'Clock Somewhere | 2 | 0 | 1 | Chincoteague Island | $60.00 - $158.00 /Night |
| Junes Cottage | 8 | 3 | 2 | Chincoteague | $75.00 - $244.00 /Night |
| Kellys Cottage | 5 | 3 | 1 | Chincoteague Island | $75.00 - $198.00 /Night |
| Lazy Whale 12 | 0 | 1 | 1 | Ocean City | |
| Les Bon Temps | 6 | 3 | 2 | Chincoteague Island | $99.00 - $305.00 /Night |
| Lighthouse Overlook | 4 | 2 | 2 | Chincoteague Island | $125.00 - $293.00 /Night |
| Lily Pad | 6 | 3 | 1 | Chincoteague | $85.00 - $250.00 /Night |
| Little Red Cottage | 6 | 2 | 1 | Chincoteague Island | $100.00 - $281.00 /Night |
| Lookout on Main | 10 | 5 | 3 | Chincoteague Island | $200.00 - $742.00 /Night |
| Lovers Lane | 2 | 1 | 1 | Chincoteague Island | $60.00 - $127.00 /Night |
| Maresol 501 | 8 | 3 | 2 | Ocean City | $189.00 - $515.00 /Night |
| Maresol 502 | 8 | 3 | 2 | Ocean City | $150.00 - $424.00 /Night |
| Maresol 503 | 8 | 3 | 2 | Ocean City | $185.00 - $515.00 /Night |
| Mariners Watch 104 | 8 | 3 | 2 | Ocean City | $225.00 - $608.00 /Night |
| Marsh Madness | 8 | 4 | 2 | Chincoteague Island | $250.00 - $598.00 /Night |
| Meridian 1001 West | 16 | 4 | 2 | Ocean City | $460.00 - $1,121.00 /Night |
| Meridian 1002 West | 12 | 4 | 3 | Ocean City | $289.00 - $902.00 /Night |
| Meridian 1003 West | 12 | 4 | 3 | Ocean City | $250.00 - $848.00 /Night |
| Meridian 101 West | 12 | 4 | 2 | Ocean City | $225.00 - $814.00 /Night |
| Meridian 206 East | 13 | 4 | 3 | Ocean City | $247.00 - $978.00 /Night |
| Meridian 601 West | 12 | 4 | 3 | Ocean City | $280.00 - $988.00 /Night |
| My Happy Place | 12 | 4 | 2 | Chincoteague Island | $150.00 - $458.00 /Night |
| Nature`s Nook | 6 | 3 | 2 | Greenbackville | $110.00 - $481.00 /Night |
| Ocean Colony 8 | 10 | 4 | 3 | Ocean City | $450.00 - $1,067.00 /Night |
| Ocean East 1 | 8 | 3 | 2 | Chincoteague Island | $100.00 - $330.00 /Night |
| Ocean Hideaway 110 | 6 | 2 | 2 | Ocean City | $175.00 - $594.00 /Night |
| Octopus's Garden | 8 | 4 | 3 | Greenbackville | $122.00 - $468.00 /Night |
| Off the Record | 6 | 3 | 2 | Greenbackville | $135.00 - $372.00 /Night |
| One Particular Harbour | 8 | 3 | 1 | Chincoteague Island | $110.00 - $328.00 /Night |
| Oystercatcher | 6 | 2 | 2 | Chincoteague | $85.00 - $263.00 /Night |
| Painted Pony Cottage | 6 | 2 | 1 | Chincoteague Island | $70.00 - $172.00 /Night |
| Paradise | 6 | 3 | 2 | Chincoteague | $145.00 - $467.00 /Night |
| Pier Pressure | 6 | 3 | 2 | Greenbackville | $122.00 - $488.00 /Night |
| Pinewood 1A | 6 | 2 | 2 | Chincoteague Island | $69.00 - $141.00 /Night |
| Piney Island Getaway | 6 | 3 | 2 | Chincoteague Island | $175.00 - $341.00 /Night |
| Plaza 105 | 0 | 3 | 2 | Ocean City | |
| Plaza 1703 | 0 | 0 | 0 | Ocean City | |
| Ponte Vista 410 | 4 | 1 | 1 | Ocean City | $85.00 - $267.00 /Night |
| Porthole | 8 | 2 | 1 | Chincoteague Island | $135.00 - $386.00 /Night |
| Pyramid 11J | 0 | 1 | 1 | Ocean City | |
| Raffles 306 | 6 | 1 | 1 | Ocean City | $125.00 - $229.00 /Night |
| Rhythm & Blues | 7 | 3 | 2 | Chincoteague Island | $105.00 - $323.00 /Night |
| Safe Harbor | 6 | 2 | 1 | Chincoteague Island | $70.00 - $193.00 /Night |
| Saltwater Cottage | 6 | 3 | 2 | Chincoteague | $85.00 - $244.00 /Night |
| Salty Harbor | 8 | 4 | 3 | Greenbackville | $165.00 - $493.00 /Night |
| Sand Dollar | 8 | 4 | 3 | Chincoteague | $135.00 - $347.00 /Night |
| Sandpiper Dunes 406 | 8 | 2 | 2 | Ocean City | $150.00 - $511.00 /Night |
| Sandy Bottoms | 10 | 4 | 2 | Chincoteague Island | $128.00 - $386.00 /Night |
| Sandy Feet Retreat | 5 | 1 | 2 | Chincoteague Island | $75.00 - $209.00 /Night |
| Sea 'Scape | 6 | 2 | 1 | Chincoteague Island | $80.00 - $196.00 /Night |
| Sea Breeze | 6 | 3 | 2 | Chincoteague Island | $125.00 - $408.00 /Night |
| Sea Glass | 6 | 3 | 2 | Chincoteague Island | $125.00 - $408.00 /Night |
| Sea Mist | 6 | 2 | 1 | Chincoteague | $75.00 - $198.00 /Night |
| Sea Robin 207 | 6 | 2 | 2 | Ocean City | $119.00 - $330.00 /Night |
| Sea Salt | 9 | 3 | 2 | Ocean City | $242.00 - $1,003.00 /Night |
| Sea Treasure | 6 | 2 | 1 | Chincoteague | $85.00 - $219.00 /Night |
| Sea Watch 1314 | 8 | 3 | 2 | Ocean City | $113.00 - $524.00 /Night |
| Sea Watch 1909 | 10 | 4 | 3 | Ocean City | $299.00 - $1,036.00 /Night |
| Sea Watch 702 | 8 | 3 | 2 | Ocean City | $150.00 - $487.00 /Night |
| Seabattical | 4 | 1 | 1 | Chincoteague Island | $65.00 - $184.00 /Night |
| Seaside Rendezvous | 7 | 3 | 2 | Chincoteague Island | $105.00 - $379.00 /Night |
| Seaside Serendipity | 8 | 3 | 1 | Chincoteague | $100.00 - $330.00 /Night |
| Serenity Now | 6 | 3 | 2 | Greenbackville | $195.00 - $405.00 /Night |
| Simplify | 6 | 3 | 2 | Greenbackville | $110.00 - $307.00 /Night |
| Slack Tide | 8 | 3 | 2 | Chincoteague Island | $105.00 - $417.00 /Night |
| Smooth Sailing | 8 | 3 | 2 | Chincoteague Island | $125.00 - $411.00 /Night |
| South Shore | 8 | 4 | 2 | Greenbackville | $125.00 - $293.00 /Night |
| Squeeze the Day | 6 | 3 | 1 | Chincoteague Island | $95.00 - $293.00 /Night |
| Starbright Cottage | 9 | 4 | 2 | Chincoteague | $110.00 - $351.00 /Night |
| Starfish Escapes at The Capri | 6 | 2 | 2 | Ocean City | $128.00 - $519.00 /Night |
| Stoney Point | 8 | 4 | 4 | Chincoteague Island | $355.00 - $1,099.00 /Night |
| Summer Winds D204 | 6 | 2 | 1 | Ocean City | |
| Sunny Shack | 10 | 3 | 2 | Chincoteague Island | $135.00 - $501.00 /Night |
| Sunrise Serenade | 4 | 1 | 1 | Chincoteague Island | $65.00 - $164.00 /Night |
| Sunrise Sonata | 4 | 1 | 1 | Chincoteague Island | $68.00 - $192.00 /Night |
| Sunset Bay 306 | 6 | 2 | 2 | Ocean City | $125.00 - $331.00 /Night |
| Sunset Bay 514 | 6 | 2 | 2 | Ocean City | $116.00 - $350.00 /Night |
| Sunset Bay Villa 110 - Hawk's Nest | 6 | 3 | 2 | Chincoteague Island | $125.00 - $417.00 /Night |
| Sunset Bay Villa 111 | 8 | 3 | 2 | Chincoteague Island | $125.00 - $417.00 /Night |
| Sunset Bay Villa 209 | 8 | 3 | 2 | Chincoteague Island | $130.00 - $483.00 /Night |
| Sunset Bay Villa 216 | 7 | 3 | 2 | Chincoteague Island | $150.00 - $428.00 /Night |
| Sunset Bay Villa 221 | 8 | 2 | 2 | Chincoteague Island | $104.00 - $417.00 /Night |
| Sunset Bay Villa 307 - Picasso | 6 | 3 | 2 | Chincoteague | $125.00 - $453.00 /Night |
| Sunset Bay Villa 313 - By the Bay | 8 | 3 | 2 | Chincoteague Island | $150.00 - $441.00 /Night |
| Sunset Beach 301 | 8 | 3 | 2 | Ocean City | $175.00 - $534.00 /Night |
| Sunset Cove | 8 | 3 | 3 | Chincoteague Island | $275.00 - $644.00 /Night |
| Sunset Foals | 6 | 3 | 2 | Chincoteague Island | $125.00 - $371.00 /Night |
| Sunset Pointe | 12 | 5 | 3 | Chincoteague Island | $140.00 - $524.00 /Night |
| Sunshine and Daydreams | 8 | 3 | 2 | Chincoteague | $85.00 - $234.00 /Night |
| Surf Crest 101 | 4 | 1 | 1 | Ocean City | $150.00 - $359.00 /Night |
| Teague Time | 6 | 3 | 2 | Chincoteague | $85.00 - $308.00 /Night |
| The Baywatch Bungalow | 6 | 3 | 2 | Greenbackville | $100.00 - $331.00 /Night |
| The Beach House on 10th St Unit 5 | 8 | 3 | 2 | Ocean City | |
| The Beach House on 10th St Unit 7 | 6 | 3 | 2 | Ocean City | |
| The Beach House on 10th St Unit 8 | 2 | 1 | 1 | Ocean City | |
| The Beach House on 10th Street | 22 | 8 | 6 | Ocean City | |
| The Beach House on 10th Street Unit 6 | 2 | 1 | 1 | Ocean City | |
| The Beach House on 9th St Unit 1 | 9 | 3 | 2 | Ocean City | $137.00 - $501.00 /Night |
| The Beach House on 9th St Unit 2 | 8 | 3 | 2 | Ocean City | $137.00 - $501.00 /Night |
| The Beach House on 9th St Unit 3 | 7 | 2 | 1 | Ocean City | $125.00 - $374.00 /Night |
| The Beach House on 9th St Unit 4 | 7 | 2 | 1 | Ocean City | $125.00 - $374.00 /Night |
| The Beach House on 9th Street | 32 | 10 | 6 | Ocean City | $800.00 - $1,988.00 /Night |
| The C-Ray Cottage | 4 | 2 | 1 | Chincoteague Island | $125.00 - $351.00 /Night |
| The Happy Crab | 6 | 3 | 2 | Chincoteague Island | $120.00 - $430.00 /Night |
| The Hingham House | 10 | 4 | 3 | Berlin | $205.00 - $580.00 /Night |
| The Inn at Poplar Corner | 10 | 5 | 5 | Chincoteague Island | $170.00 - $491.00 /Night |
| The Pearl at Grand Bay | 8 | 2 | 2 | Chincoteague Island | $89.00 - $256.00 /Night |
| The Pearl at Marsh Island | 4 | 1 | 1 | Chincoteague Island | $60.00 - $205.00 /Night |
| The Quay 2102 | 6 | 2 | 2 | Ocean City | $110.00 - $414.00 /Night |
| The Sandbar | 6 | 3 | 1 | Chincoteague | $85.00 - $221.00 /Night |
| Tiburon 5A | 6 | 2 | 2 | Ocean City | $90.00 - $325.00 /Night |
| Victorian Cottage | 8 | 3 | 2 | Chincoteague Island | $85.00 - $234.00 /Night |
| Westward Ho 510 | 4 | 0 | 1 | Ocean City | $100.00 - $198.00 /Night |
| Whelks on Willow | 8 | 3 | 2 | Chincoteague Island | $140.00 - $404.00 /Night |
| Wight Bay 441 | 6 | 2 | 2 | Ocean City | $125.00 - $340.00 /Night |
| Wight Bay 543 | 7 | 2 | 2 | Ocean City | $125.00 - $303.00 /Night |
| Wind Rose | 7 | 3 | 1 | Chincoteague Island | $100.00 - $244.00 /Night |
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