Chincoteague Island & Ocean City Vacation Rentals

Chincoteague Island Vacation Rentals & 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!


177 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 - $226.00 /Night
A Shore Thing 10 4 2 Ocean City $375.00 - $1,390.00 /Night
Albion 10 4 2 Chincoteague Island $128.00 - $481.00 /Night
All Decked Out 8 4 3 Chincoteague Island $375.00 - $861.00 /Night
Angels View 8 3 2 Chincoteague Island $96.00 - $344.00 /Night
Ariels Grotto 8 3 2 Chincoteague Island $104.00 - $374.00 /Night
Assateague House 207 6 2 2 Ocean City $155.00 - $690.00 /Night
Assateague Inn 100-2R 4 2 2 Chincoteague $52.00 - $209.00 /Night
Assateague Inn 102-S 4 1 1 Chincoteague $46.00 - $172.00 /Night
Assateague Inn 103-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 104-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 105-S 4 1 1 Chincoteague Island $42.00 - $157.00 /Night
Assateague Inn 106-S 4 1 1 Chincoteague Island $44.00 - $166.00 /Night
Assateague Inn 107-A 4 1 1 Chincoteague Island $42.00 - $157.00 /Night
Assateague Inn 108-S 4 1 1 Chincoteague Island $40.00 - $151.00 /Night
Assateague Inn 109-S 4 1 1 Chincoteague Island $40.00 - $151.00 /Night
Assateague Inn 110-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 111-2R 4 2 1 Chincoteague Island $43.00 - $161.00 /Night
Assateague Inn 202-S 4 1 1 Chincoteague Island $40.00 - $151.00 /Night
Assateague Inn 203-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 204-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 205-S 4 1 1 Chincoteague Island $40.00 - $151.00 /Night
Assateague Inn 206-S 4 1 1 Chincoteague $46.00 - $172.00 /Night
Assateague Inn 207-S 4 1 1 Chincoteague Island $43.00 - $161.00 /Night
Assateague Inn 208-S 4 1 1 Chincoteague Island $42.00 - $157.00 /Night
Assateague Inn 209-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 210-S 4 1 1 Chincoteague Island $42.00 - $158.00 /Night
Assateague Inn 211-S 4 1 1 Chincoteague Island $44.00 - $166.00 /Night
Assateague Inn 213-2R 4 2 1 Chincoteague Island $44.00 - $166.00 /Night
At the Waters Edge 8 3 3 Chincoteague Island $144.00 - $515.00 /Night
Atlantis 1310 10 3 2 Ocean City $164.00 - $572.00 /Night
Atlantis 2004 7 2 2 Ocean City $161.00 - $660.00 /Night
Avalon 304 9 3 3 Ocean City $185.00 - $629.00 /Night
Azure Dreams 8 4 3 Chincoteague $295.00 - $719.00 /Night
Barefoot Breeze 8 4 3 Chincoteague Island $150.00 - $577.00 /Night
Baydream Believer 8 4 3 Greenbackville $135.00 - $547.00 /Night
Baystar Bungalow 6 3 1 Greenbackville $99.00 - $289.00 /Night
Baywatch II 102A at Heron Harbour 6 2 2 Ocean City $120.00 - $358.00 /Night
Beach Blessing 8 3 2 Chincoteague Island $111.00 - $418.00 /Night
Beach Hill 305 6 2 2 Ocean City $180.00 - $404.00 /Night
Beach Pines 8 3 2 Chincoteague Island $90.00 - $335.00 /Night
Beach Place 23 8 3 2 Ocean City $165.00 - $537.00 /Night
Bertie Street Cottage 5 2 1 Chincoteague $65.00 - $222.00 /Night
Black Skimmer 10 4 3 Chincoteague $156.00 - $587.00 /Night
Blue Heron 8 4 3 Atlantic $175.00 - $385.00 /Night
Bradley on the Bay 317D 6 2 2 Ocean City $85.00 - $329.00 /Night
Breakaway 6 2 1 Chincoteague $100.00 - $402.00 /Night
Breezy Corner 7 3 1 Chincoteague $90.00 - $290.00 /Night
Cab"ANNA" Bay at Tiburon 5C 6 2 2 Ocean City $150.00 - $390.00 /Night
Calypso 8 4 3 Greenbackville $145.00 - $505.00 /Night
Captain Freeland 8 3 2 Chincoteague $120.00 - $439.00 /Night
Captains Rest 8 3 3 Chincoteague Island $155.00 - $552.00 /Night
Captiva Bay 101 8 3 2 Ocean City $150.00 - $490.00 /Night
Casa Del Canal 6 3 2 Greenbackville $115.00 - $347.00 /Night
Casa Playa 6 3 2 Greenbackville $100.00 - $359.00 /Night
Century One 1611 6 2 2 Ocean City $150.00 - $416.00 /Night
Channel View Charmer 8 3 1 Chincoteague Island $91.00 - $373.00 /Night
Channel View Cottage 6 3 1 Chincoteague Island $112.00 - $398.00 /Night
Cool Shack 4 1 1 Chincoteague Island $70.00 - $186.00 /Night
Coves Point 6 3 2 Greenbackville $135.00 - $432.00 /Night
Crepe Myrtle Cottage 8 3 2 Chincoteague $110.00 - $392.00 /Night
Dancing Plover 6 3 2 Chincoteague $94.00 - $335.00 /Night
Eastwinds 18 6 2 2 Chincoteague Island $70.00 - $222.00 /Night
Egrets Landing 6 3 2 Chincoteague $138.00 - $488.00 /Night
Endless Summer 8 3 2 Chincoteague Island $112.00 - $422.00 /Night
Epiphany 7 3 3 Chincoteague Island $128.00 - $481.00 /Night
Escape Point A-1 8 3 3 Ocean City $250.00 - $558.00 /Night
Family Tides 8 3 2 Chincoteague Island $116.00 - $437.00 /Night
Fishhook Hideaway 6 2 2 Chincoteague $75.00 - $198.00 /Night
Gallops Point 6 3 2 Greenbackville $160.00 - $601.00 /Night
Georges Retreat 6 3 2 Chincoteague $65.00 - $218.00 /Night
Great White 12 5 2 Chincoteague Island $152.00 - $571.00 /Night
Hakuna Matata 10 4 2 Chincoteague Island $114.00 - $432.00 /Night
Happy Pines 8 3 2 Chincoteague Island $90.00 - $290.00 /Night
Hudson House 9 4 3 Chincoteague Island $135.00 - $505.00 /Night
Island Haven 8 3 2 Chincoteague $121.00 - $457.00 /Night
Island Retreat 7 3 2 Chincoteague Island $75.00 - $266.00 /Night
Island Sage 8 3 2 Chincoteague Island $90.00 - $290.00 /Night
Island Temenos 8 4 2 Chincoteague Island $90.00 - $317.00 /Night
Island View 8 3 2 Chincoteague Island $107.00 - $403.00 /Night
It's 5 O'Clock Somewhere 2 0 1 Chincoteague Island $60.00 - $186.00 /Night
Junes Cottage 8 3 2 Chincoteague $78.00 - $278.00 /Night
Kellys Cottage 5 3 1 Chincoteague Island $75.00 - $226.00 /Night
Les Bon Temps 6 3 2 Chincoteague Island $99.00 - $347.00 /Night
Lighthouse Overlook 4 2 2 Chincoteague Island $125.00 - $343.00 /Night
Lily Pad 6 3 1 Chincoteague $85.00 - $286.00 /Night
Little Red Cottage 6 2 1 Chincoteague Island $100.00 - $332.00 /Night
Lookout on Main 10 5 3 Chincoteague Island $213.00 - $871.00 /Night
Lovers Lane 2 1 1 Chincoteague Island $60.00 - $144.00 /Night
Maresol 501 8 3 0 Ocean City $275.00 - $642.00 /Night
Maresol 502 8 3 2 Ocean City $195.00 - $709.00 /Night
Maresol 503 8 3 2 Ocean City $185.00 - $709.00 /Night
Mariners Watch 104 8 3 2 Ocean City $190.00 - $721.00 /Night
Marsh Madness 8 4 2 Chincoteague Island $250.00 - $701.00 /Night
Meridian 1001 West 16 4 2 Ocean City $460.00 - $1,284.00 /Night
Meridian 1002 West 12 4 3 Ocean City $325.00 - $1,033.00 /Night
Meridian 1003 West 12 4 3 Ocean City $250.00 - $971.00 /Night
Meridian 101 West 12 4 2 Ocean City $231.00 - $932.00 /Night
Meridian 206 East 13 4 3 Ocean City $312.00 - $1,258.00 /Night
Meridian 601 West 12 4 3 Ocean City $281.00 - $1,133.00 /Night
My Happy Place 12 4 2 Chincoteague Island $150.00 - $537.00 /Night
Nature`s Nook 6 2 2 Greenbackville $141.00 - $577.00 /Night
Ocean Colony 8 10 4 3 Ocean City $334.00 - $1,346.00 /Night
Ocean East 1 8 3 2 Chincoteague Island $104.00 - $374.00 /Night
Ocean Hideaway 110 6 2 2 Ocean City $190.00 - $691.00 /Night
Octopus's Garden 8 4 3 Greenbackville $135.00 - $547.00 /Night
Off the Hook 10 5 3 Greenbackville $200.00 - $719.00 /Night
One Particular Harbour 8 3 1 Chincoteague Island $110.00 - $349.00 /Night
Oystercatcher 6 2 2 Chincoteague $85.00 - $298.00 /Night
Painted Pony Cottage 6 2 1 Chincoteague Island $70.00 - $196.00 /Night
Paradise 6 3 2 Chincoteague $145.00 - $505.00 /Night
Pier Pressure 6 3 2 Greenbackville $147.00 - $554.00 /Night
Pinewood 1A 6 2 2 Chincoteague Island $69.00 - $158.00 /Night
Ponte Vista 410 4 1 1 Ocean City $85.00 - $306.00 /Night
Porthole 8 2 1 Chincoteague Island $135.00 - $437.00 /Night
Rhythm & Blues 7 3 2 Chincoteague Island $105.00 - $366.00 /Night
Safe Harbor 6 2 1 Chincoteague Island $70.00 - $193.00 /Night
Saltwater Cottage 6 3 2 Chincoteague $85.00 - $278.00 /Night
Salty Harbor 8 4 3 Greenbackville $165.00 - $577.00 /Night
Sand Dollar 8 4 3 Chincoteague $135.00 - $392.00 /Night
Sandpiper Dunes 406 8 2 2 Ocean City $150.00 - $586.00 /Night
Sandy Bottoms 10 4 2 Chincoteague Island $128.00 - $452.00 /Night
Sandy Feet Retreat 5 1 2 Chincoteague Island $75.00 - $244.00 /Night
Sea 'Scape 6 2 1 Chincoteague Island $80.00 - $230.00 /Night
Sea Mist 6 2 1 Chincoteague $75.00 - $226.00 /Night
Sea Robin 207 6 2 2 Ocean City $119.00 - $377.00 /Night
Sea Salt 9 3 2 Ocean City $275.00 - $1,090.00 /Night
Sea Treasure 6 2 1 Chincoteague $85.00 - $248.00 /Night
Sea Watch 1314 8 3 2 Ocean City $149.00 - $600.00 /Night
Sea Watch 1909 10 4 3 Ocean City $299.00 - $1,187.00 /Night
Sea Watch 702 8 3 2 Ocean City $150.00 - $558.00 /Night
Seabattical 4 1 1 Chincoteague Island $65.00 - $208.00 /Night
Seaside Rendezvous 7 3 2 Chincoteague Island $115.00 - $430.00 /Night
Seaside Serendipity 8 3 1 Chincoteague $104.00 - $374.00 /Night
Serenity Now 6 3 2 Greenbackville $195.00 - $460.00 /Night
Simplify 6 3 2 Greenbackville $110.00 - $359.00 /Night
Slack Tide 8 3 2 Chincoteague Island $126.00 - $474.00 /Night
Smooth Sailing 8 3 2 Chincoteague Island $125.00 - $467.00 /Night
South Shore 8 4 2 Greenbackville $125.00 - $343.00 /Night
Squeeze the Day 6 3 1 Chincoteague Island $95.00 - $343.00 /Night
Starbright Cottage 9 4 2 Chincoteague $110.00 - $413.00 /Night
Starfish Escapes at The Capri 6 2 2 Ocean City $141.00 - $615.00 /Night
Stoney Point 8 4 4 Chincoteague Island $355.00 - $1,246.00 /Night
Sunny Shack 10 3 2 Chincoteague Island $144.00 - $588.00 /Night
Sunrise Serenade 4 1 1 Chincoteague Island $65.00 - $186.00 /Night
Sunrise Sonata 4 1 1 Chincoteague Island $68.00 - $218.00 /Night
Sunset Bay 110 - Hawk's Nest 6 3 2 Chincoteague Island $126.00 - $474.00 /Night
Sunset Bay 306 6 2 2 Ocean City $150.00 - $485.00 /Night
Sunset Bay 313 - By the Bay 8 3 2 Chincoteague Island $150.00 - $502.00 /Night
Sunset Bay 514 6 2 2 Ocean City $120.00 - $350.00 /Night
Sunset Bay Villa 111 8 3 2 Chincoteague Island $126.00 - $474.00 /Night
Sunset Bay Villa 209 8 3 2 Chincoteague Island $135.00 - $486.00 /Night
Sunset Bay Villa 216 7 3 2 Chincoteague Island $150.00 - $486.00 /Night
Sunset Bay Villa 221 8 2 2 Chincoteague Island $126.00 - $474.00 /Night
Sunset Beach 301 8 3 2 Ocean City $175.00 - $654.00 /Night
Sunset Cove 8 3 3 Chincoteague Island $275.00 - $754.00 /Night
Sunset Foals 6 3 2 Chincoteague Island $125.00 - $422.00 /Night
Sunset Pointe 12 5 3 Chincoteague Island $158.00 - $594.00 /Night
Sunshine and Daydreams 8 3 2 Chincoteague $85.00 - $266.00 /Night
Surf Crest 101 4 1 1 Ocean City $150.00 - $419.00 /Night
Teague Time 6 3 2 Chincoteague $93.00 - $349.00 /Night
The Baywatch Bungalow 6 3 2 Greenbackville $100.00 - $389.00 /Night
The C-Ray Cottage 4 2 1 Chincoteague Island $125.00 - $398.00 /Night
The Happy Crab 6 3 2 Chincoteague Island $123.00 - $503.00 /Night
The Hingham House 10 4 3 Berlin $250.00 - $719.00 /Night
The Inn at Poplar Corner 10 5 5 Chincoteague Island $170.00 - $557.00 /Night
The Pearl at Grand Bay 8 2 2 Chincoteague Island $89.00 - $290.00 /Night
The Pearl at Marsh Island 4 1 1 Chincoteague Island $61.00 - $233.00 /Night
The Quay 2102 6 2 2 Ocean City $115.00 - $462.00 /Night
The Sandbar 6 3 1 Chincoteague $85.00 - $260.00 /Night
Tiburon 5A 6 2 2 Ocean City $90.00 - $385.00 /Night
Victorian Cottage 8 3 2 Chincoteague Island $85.00 - $266.00 /Night
Westward Ho 510 4 0 1 Ocean City $100.00 - $217.00 /Night
Whelks on Willow 8 3 2 Chincoteague Island $140.00 - $473.00 /Night
Wight Bay 441 6 2 2 Ocean City $125.00 - $372.00 /Night
Wight Bay 543 7 2 2 Ocean City $125.00 - $348.00 /Night
Wind Rose 7 3 1 Chincoteague Island $100.00 - $278.00 /Night