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!
149 properties listed.
Swipe to see Table contents
| Property | Sleeps | Bedrooms | Bathrooms | Price Range |
|---|---|---|---|---|
| A Boater's Dream | 5 | 2 | 1 | $99.00 - $190.00 /Night |
| Albion | 10 | 4 | 2 | $110.00 - $335.00 /Night |
| All Decked Out | 8 | 4 | 3 | $350.00 - $780.00 /Night |
| Angel`s View | 8 | 3 | 2 | $90.00 - $290.00 /Night |
| Aqua Vista | 10 | 4 | 2 | $115.00 - $313.00 /Night |
| Ariel`s Grotto | 8 | 3 | 2 | $90.00 - $300.00 /Night |
| Assateague Inn 102-S | 4 | 1 | 1 | $43.00 - $145.00 /Night |
| Assateague Inn 103-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 104-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 105-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 106-S | 4 | 1 | 1 | $42.00 - $141.00 /Night |
| Assateague Inn 107-A | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 108-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 109-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 110-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 111-2R | 4 | 2 | 1 | $42.00 - $141.00 /Night |
| Assateague Inn 200-2R | 4 | 2 | 2 | $40.00 - $134.00 /Night |
| Assateague Inn 202-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 203-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 204-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 205-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 206-S | 4 | 1 | 1 | $41.00 - $147.00 /Night |
| Assateague Inn 207-S | 4 | 1 | 1 | $43.00 - $145.00 /Night |
| Assateague Inn 208-S | 4 | 1 | 1 | $40.00 - $141.00 /Night |
| Assateague Inn 209-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 210-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 211-S | 4 | 1 | 1 | $40.00 - $134.00 /Night |
| Assateague Inn 213-2R | 4 | 1 | 1 | $42.00 - $141.00 /Night |
| At the Water's Edge | 8 | 3 | 3 | $135.00 - $500.00 /Night |
| Atlantis 1310 | 10 | 3 | 2 | $180.00 - $567.00 /Night |
| Avalon 304 | 9 | 3 | 3 | $107.00 - $475.00 /Night |
| Beach Blessing | 8 | 3 | 2 | $93.00 - $300.00 /Night |
| Beach Getaway | 8 | 4 | 3 | $230.00 - $806.00 /Night |
| Beach Hill 305 | 6 | 2 | 2 | $180.00 - $422.00 /Night |
| Beach Pines | 8 | 3 | 2 | $90.00 - $278.00 /Night |
| Bertie Street Cottage | 5 | 2 | 1 | $65.00 - $179.00 /Night |
| Black Skimmer | 10 | 4 | 3 | $132.00 - $446.00 /Night |
| Blue Heron | 8 | 4 | 3 | $110.00 - $323.00 /Night |
| Bradley on the Bay 317D | 6 | 2 | 2 | $89.00 - $343.00 /Night |
| Breezy Corner | 7 | 3 | 1 | $85.00 - $245.00 /Night |
| Calypso | 10 | 4 | 3 | $116.00 - $347.00 /Night |
| Capri 1303 | 6 | 2 | 2 | $68.00 - $263.00 /Night |
| Captain Freeland | 8 | 3 | 2 | $110.00 - $323.00 /Night |
| Captain's Rest | 8 | 3 | 3 | $115.00 - $424.00 /Night |
| Captiva Bay 101 | 8 | 3 | 2 | $122.00 - $477.00 /Night |
| Casa Del Canal | 8 | 3 | 2 | $93.00 - $300.00 /Night |
| Century One 1611 | 6 | 2 | 2 | $108.00 - $416.00 /Night |
| Channel View - Sea Tag 21 | 5 | 2 | 1 | $68.00 - $234.00 /Night |
| Channel View Cottage | 5 | 3 | 1 | $113.00 - $335.00 /Night |
| Cool Shack | 4 | 1 | 1 | $70.00 - $156.00 /Night |
| Crepe Myrtle Cottage | 8 | 3 | 2 | $93.00 - $300.00 /Night |
| Dancing Plover | 6 | 3 | 2 | $90.00 - $256.00 /Night |
| Eastwinds 18 | 6 | 2 | 2 | $70.00 - $179.00 /Night |
| Egret`s Landing | 6 | 3 | 2 | $125.00 - $391.00 /Night |
| Endless Summer | 8 | 3 | 2 | $93.00 - $323.00 /Night |
| Epiphany | 7 | 3 | 3 | $100.00 - $335.00 /Night |
| Escape Point A-1 | 8 | 3 | 3 | $131.00 - $510.00 /Night |
| Family Tides | 8 | 3 | 2 | $85.00 - $300.00 /Night |
| Frankie's Place | 8 | 4 | 2 | $85.00 - $245.00 /Night |
| Gallops Point | 8 | 3 | 2 | $200.00 - $371.42 /Night |
| George`s Retreat | 6 | 3 | 2 | $65.00 - $167.00 /Night |
| Golden Beach 201 | 6 | 2 | 2 | $195.00 - $250.00 /Night |
| Great White | 12 | 5 | 2 | $145.00 - $413.00 /Night |
| Hakuna Matata | 10 | 4 | 2 | $110.00 - $335.00 /Night |
| Happy Pines | 8 | 3 | 2 | $85.00 - $278.00 /Night |
| Island Haven | 8 | 3 | 2 | $104.00 - $335.00 /Night |
| Island Retreat | 7 | 3 | 2 | $70.00 - $201.00 /Night |
| Island Sage | 8 | 3 | 2 | $90.00 - $245.00 /Night |
| Island Temenos | 8 | 4 | 2 | $90.00 - $245.00 /Night |
| Island View | 8 | 3 | 2 | $100.00 - $335.00 /Night |
| June`s Cottage | 8 | 3 | 2 | $76.00 - $223.00 /Night |
| Kelly`s Cottage | 5 | 3 | 1 | $70.00 - $201.00 /Night |
| Les Bon Temps | 6 | 3 | 2 | $83.00 - $245.00 /Night |
| Lily Pad | 6 | 3 | 1 | $85.00 - $212.00 /Night |
| Lovers Lane | 2 | 1 | 1 | $45.00 - $123.00 /Night |
| Mariners Watch 104 | 8 | 3 | 2 | $120.00 - $400.00 /Night |
| Marlin Manor | 12 | 5 | 3 | $335.00 - $1,074.00 /Night |
| Meridian 1001 West | 16 | 4 | 2 | $325.00 - $1,052.00 /Night |
| Meridian 1002 West | 12 | 4 | 3 | $200.00 - $815.00 /Night |
| Meridian 1003 West | 12 | 4 | 3 | $210.00 - $819.00 /Night |
| Meridian 101 West | 12 | 4 | 2 | $226.00 - $881.00 /Night |
| Meridian 102 East | 10 | 3 | 2 | $272.00 - $1,058.00 /Night |
| Meridian 206 East | 13 | 4 | 3 | $238.00 - $920.00 /Night |
| Meridian 601 West | 12 | 4 | 3 | $280.00 - $1,052.00 /Night |
| Ocean Colony 8 | 10 | 4 | 3 | $340.00 - $1,315.00 /Night |
| Ocean East 1 | 8 | 3 | 2 | $90.00 - $330.00 /Night |
| Ocean Hideaway 110 | 6 | 2 | 2 | $112.00 - $380.00 /Night |
| Oystercatcher | 6 | 2 | 2 | $85.00 - $201.00 /Night |
| Painted Pony Cottage | 6 | 2 | 1 | $70.00 - $166.00 /Night |
| Paradise | 8 | 3 | 2 | $195.00 - $250.00 /Night |
| Pier Pressure | 9 | 3 | 2 | $104.00 - $300.00 /Night |
| Pinewood 1A | 6 | 2 | 2 | $85.00 - $151.00 /Night |
| Ponte Vista 309 | 4 | 1 | 1 | $85.00 - $250.00 /Night |
| Ponte Vista 410 | 4 | 1 | 1 | $85.00 - $263.00 /Night |
| Porthole | 8 | 2 | 1 | $120.00 - $357.00 /Night |
| Rhythm & Blues | 7 | 3 | 2 | $105.00 - $308.00 /Night |
| Safe Harbor | 6 | 2 | 1 | $70.00 - $156.00 /Night |
| Saltwater Cottage | 6 | 3 | 2 | $85.00 - $201.00 /Night |
| Sand Dollar Cottage East 3 | 6 | 2 | 1 | $66.00 - $212.00 /Night |
| Sand Dollar Cottage North 4 | 6 | 2 | 1 | $65.00 - $212.00 /Night |
| Sand Dollar Cottage South 2 | 6 | 2 | 1 | $65.00 - $212.00 /Night |
| Sand Dollar Cottage West 1 | 5 | 2 | 1 | $65.00 - $212.00 /Night |
| Sandpiper Dunes 406 | 8 | 2 | 2 | $150.00 - $526.00 /Night |
| Sea Mist | 6 | 2 | 1 | $85.00 - $190.00 /Night |
| Sea Robin 106 | 6 | 2 | 2 | $100.00 - $357.00 /Night |
| Sea Treasure | 6 | 2 | 1 | $85.00 - $201.00 /Night |
| Sea Watch 1314 | 8 | 3 | 2 | $153.00 - $594.00 /Night |
| Sea Watch 1909 | 10 | 4 | 2 | $160.00 - $680.00 /Night |
| Sea Watch 702 | 8 | 3 | 2 | $136.00 - $526.00 /Night |
| Seabattical | 4 | 1 | 1 | $70.00 - $167.00 /Night |
| Seaside Rendezvous | 7 | 3 | 2 | $105.00 - $300.00 /Night |
| Seaside Serendipity | 8 | 3 | 1 | $93.00 - $300.00 /Night |
| Serenity Now | 8 | 3 | 2 | $130.00 - $335.00 /Night |
| Slack Tide | 8 | 3 | 2 | $105.00 - $347.00 /Night |
| Smooth Sailing | 8 | 3 | 2 | $125.00 - $335.00 /Night |
| Steve`s Cottage 1 | 4 | 2 | 1 | $63.00 - $211.00 /Night |
| Steve`s Cottage 2 | 4 | 2 | 1 | $60.00 - $210.00 /Night |
| Steve`s Cottage 3 | 4 | 2 | 1 | $60.00 - $210.00 /Night |
| Steve`s Cottage 4 | 4 | 2 | 1 | $60.00 - $210.00 /Night |
| Steve`s Cottage 5 | 4 | 1 | 1 | $57.00 - $198.00 /Night |
| Steve`s Cottage 6 | 4 | 1 | 1 | $60.00 - $210.00 /Night |
| Steve`s Cottage 7 | 4 | 2 | 1 | $60.00 - $210.00 /Night |
| Steve`s Cottage 8 | 4 | 2 | 1 | $60.00 - $210.00 /Night |
| Stoney Point | 8 | 4 | 4 | $355.00 - $948.00 /Night |
| Sugar Magnolia | 10 | 3 | 1 | $85.00 - $223.00 /Night |
| Summer View 304 | 7 | 1 | 2 | $85.00 - $340.00 /Night |
| Sunrise Serenade | 4 | 1 | 1 | $70.00 - $167.00 /Night |
| Sunrise Sonata | 4 | 1 | 1 | $70.00 - $167.00 /Night |
| Sunset Bay Villa 111 | 8 | 3 | 2 | $104.00 - $335.00 /Night |
| Sunset Bay Villa 209 | 8 | 3 | 2 | $150.00 - $360.00 /Night |
| Sunset Bay Villa 216 | 7 | 3 | 2 | $117.00 - $391.00 /Night |
| Sunset Bay Villa 221 | 8 | 2 | 2 | $100.00 - $335.00 /Night |
| Sunset Beach 301 | 8 | 3 | 2 | $145.00 - $474.00 /Night |
| Sunset Foals | 6 | 3 | 2 | $125.00 - $347.00 /Night |
| Sunset Pointe | 12 | 5 | 3 | $151.00 - $502.00 /Night |
| Sunshine and Daydreams | 8 | 3 | 2 | $70.00 - $201.00 /Night |
| Teague Time | 6 | 3 | 2 | $85.00 - $268.00 /Night |
| The C-Ray Cottage | 4 | 2 | 1 | $90.00 - $234.00 /Night |
| The Inn at Poplar Corner | 10 | 5 | 5 | $170.00 - $490.00 /Night |
| The Pearl at Grand Bay | 8 | 2 | 2 | $80.00 - $256.00 /Night |
| The Reel Deal | 6 | 3 | 2 | $110.00 - $256.00 /Night |
| Triton`s Trumpet 105A | 6 | 3 | 2 | $102.00 - $394.00 /Night |
| Triton`s Trumpet 401B | 6 | 3 | 2 | $102.00 - $394.00 /Night |
| Victorian Cottage | 8 | 3 | 2 | $85.00 - $223.00 /Night |
| Waterman`s Cottage | 5 | 2 | 1 | $85.00 - $179.00 /Night |
| Westward Ho 510 | 4 | 0 | 1 | $45.00 - $860.00 /Night |
| Wight Bay 441 | 8 | 2 | 2 | $108.00 - $350.00 /Night |
| Wight Bay 543 | 7 | 2 | 2 | $110.00 - $355.00 /Night |
| Wind Rose | 7 | 3 | 1 | $85.00 - $234.00 /Night |
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