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!


441 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 Swipe to see Table contents
Property Sleeps Bedrooms Bathrooms
116 Pine Forest Drive 12 5 4
36 Rabbit Run Lane 6 3 2
400 Bayshore 7 2 2
57 Wood Duck Drive 10 3 2
700 Gulf Stream 9 3 2
A Shore Joy 10 4 2
Adagio 206 7 3 3
Albion 10 4 2
All Decked Out 8 4 3
Amistad 10 4 2
Anchors Away 6 3 3
Angels View 8 3 2
Ariels Grotto 8 3 2
Assateague House 207 6 2 2
Assateague House 309 7 2 2
Assateague Inn 100-2R 4 2 2
Assateague Inn 102-S 4 1 1
Assateague Inn 103-S 4 1 1
Assateague Inn 104-S 4 1 1
Assateague Inn 105-S 4 1 1
Assateague Inn 106-S 4 1 1
Assateague Inn 107-A 4 1 1
Assateague Inn 109-S 4 1 1
Assateague Inn 110-S 4 1 1
Assateague Inn 111-2R 4 2 2
Assateague Inn 202-S 4 1 1
Assateague Inn 203-S 4 1 1
Assateague Inn 204-S 4 1 1
Assateague Inn 205-S 4 1 1
Assateague Inn 206-S 4 1 1
Assateague Inn 207-S 4 1 1
Assateague Inn 208-S 4 1 1
Assateague Inn 209-S 4 1 1
Assateague Inn 211-S 4 1 1
Assateague Inn 213-2R 4 2 2
At the Waters Edge 8 3 3
Atlantis 1206 6 2 2
Atlantis 2004 7 2 2
Ava's Beach Cottage 6 2 1
Avalon 304 9 3 3
Bahia Vista I 504 12 3 2
Barefoot Breeze 8 4 3
Bayberry 101 10 4 3
Bayberry 102 10 3 2
Bayside Blue 7 3 2
Bayspot 301P 8 2 2
Baywatch II 102A at Heron Harbour 8 2 2
Baywatch II 301B at Heron Harbour 8 3 2
Beach Blessing 8 3 2
Beach Pines 8 3 2
Beach Walk II 6 10 4 2
Beachgrass Bungalow 6 2 2
Bella Mar A 10 4 3
Belmont Towers 204 8 3 3
Belmont Towers 307 8 2 2
Belmont Towers 405 8 3 3
Belmont Towers 501 6 3 3
Belmont Towers 504 10 3 3
Belmont Towers 509 7 3 2
Belmont Towers 603 9 3 3
Belmont Towers 606 6 2 2
Belmont Towers 806 9 2 2
Belmont Towers 809 9 3 2
Belmont Towers Townhouse 8 12 3 3
Bermuda B107 10 3 2
Bertie Street Cottage 5 2 1
Black Skimmer 10 4 3
Bliss by the Bay 6 3 2
Bliss on the Bay 4 1 1
Blue Heron 9 4 3
Bradley on the Bay 317D 6 2 2
Breezy Corner 7 3 1
Broad Marsh 111C 11 4 3
Cab"ANNA" Bay at Tiburon 5C 7 2 2
Calypso 8 4 3
Camelot A104 10 3 2
Capri 1802 8 3 2
Capri 1805 6 2 2
Capri 1907 5 2 2
Capri 706 6 2 2
Captain Freeland 8 3 2
Captains Rest 7 3 3
Captiva Bay 101 10 3 2
Caribbean Ketch 8 3 2
Carousel 1712 12 3 2
Carousel 606 8 2 2
Carousel 808 7 2 2
Carriage House 12 4 3
Casa Del Canal 6 3 2
Casa Del Rio 6 3 2
Casa Playa 6 3 2
Catch of the Day 6 3 1
Century One 1611 6 2 2
Channel View Charmer 8 3 1
Channel View Cottage 6 3 1
Chateau 202B 6 2 2
Club Ocean Villa II 131B 9 2 2
Coastal Crab 6 3 2
Coastal Retreat 8 3 2
Coquina Cottage 6 3 2
Coral Seas 412 8 3 3
Coves Point 6 3 2
Covington Towers 202 6 2 2
Crepe Myrtle Cottage 8 3 2
Dancing Plover 6 3 2
Decatur House 506 6 1 1
Deja Blue 4 2 1
Dock Holiday 10 5 3
Dockside Dreams 6 3 2
Driftwood 8 3 2
Duck Harbor at Waters Edge 6 3 2
East Side Breezes 8 3 2
Eastwinds 18 6 2 2
El Marlyn 3 14 4 3
Escape Point A-1 10 3 3
Escape Point A-2 6 3 3
Eventide 8 2 3
Family Tides 8 3 2
Fishhook Hideaway 6 2 2
Gallops Point 6 3 2
Georges Retreat 6 3 2
Golden Sands 1003 6 2 1
Golden Sands 1004 4 2 1
Golden Sands 101 8 3 3
Golden Sands 1013 4 1 1
Golden Sands 103 6 2 2
Golden Sands 1103 6 2 1
Golden Sands 1106 4 1 1
Golden Sands 1108 4 1 1
Golden Sands 111 4 1 1
Golden Sands 1112 6 2 2
Golden Sands 115 6 2 1
Golden Sands 1202 6 2 2
Golden Sands 1212 6 2 2
Golden Sands 1213 4 1 1
Golden Sands 1301 8 3 3
Golden Sands 1310 2 0 1
Golden Sands 1312 6 2 2
Golden Sands 1313 4 1 1
Golden Sands 1416 4 2 1
Golden Sands 1504 6 2 2
Golden Sands 1517 6 2 2
Golden Sands 1609 3 0 1
Golden Sands 1611 6 1 1
Golden Sands 1612 6 2 2
Golden Sands 1616 6 2 2
Golden Sands 1617 6 2 2
Golden Sands 1702 6 2 2
Golden Sands 1703 6 2 1
Golden Sands 1714 8 3 3
Golden Sands 1810 6 2 2
Golden Sands 1812 6 2 2
Golden Sands 1901 8 3 3
Golden Sands 1903 6 2 1
Golden Sands 1905 6 2 2
Golden Sands 1907 6 2 2
Golden Sands 207 6 2 2
Golden Sands 208 4 1 1
Golden Sands 211 4 1 1
Golden Sands 2214 8 3 3
Golden Sands 317 6 2 2
Golden Sands 502 6 2 2
Golden Sands 515 6 2 1
Golden Sands 601 8 3 3
Golden Sands 614 2 0 1
Golden Sands 615 6 2 2
Golden Sands 715 6 2 1
Golden Sands 806 4 1 1
Golden Sands 814 3 0 1
Golden Sands 816 6 2 1
Golden Sands 910 3 0 1
Golden Sands 912 6 2 2
Great White 12 5 2
Happy Hideaway 8 3 2
Happy Pines 8 3 2
Harbor Breeze 53 5 1 1
Harbour Island 301L 8 3 2
Harbour Sails 502 4 1 1
Hawaiian Village 108 4 1 2
Heron Creek 8 3 2
Heron Harbour C103 9 3 2
Hidden Gem 8 4 2
Hidden Harbor T226 6 2 2
High Tide Hideaway 10 3 2
House on the Dune 8 3 3
Hudson House 9 4 3
Island Haven 8 3 2
Island Retreat 7 3 2
Island Sage 8 3 2
Island Sunset 8 3 2
Island Temenos 8 4 1
Jamaica Bay 201A 4 1 1
K and S Paradise 6 3 2
Kindred Tides 8 4 2
Lammers Largo 8 4 3
Lazy Whale 12 5 1 1
Les Bon Temps 6 3 2
Lighthouse Overlook 6 3 2
Lighthouse Pointe 8 3 2
Lily Pad 6 3 1
Lily Pad 2 9 3 2
Little Red Cottage 6 2 1
Lookout on Main 10 5 3
Lorelei I 303 6 2 2
Lorelei II 202 8 2 2
Lost Colony 313A 8 2 2
Love and Luck 6 2 2
Lovers Lane 2 1 1
Makai 501 7 2 2
Maresol 501 8 3 2
Maresol 502 8 3 2
Maresol 503 8 3 2
Marigot Beach 1105 4 1 1
Marigot Beach 905 4 1 1
Mariners Watch 104 8 3 2
Marsh Madness 11 5 2
Meridian 1001 West 16 4 3
Meridian 1002 West 12 4 3
Meridian 1003 West 12 4 3
Meridian 1004 West 12 3 3
Meridian 101 West 12 4 3
Meridian 203 East 10 3 3
Meridian 206 East 14 4 3
Meridian 601 West 13 4 3
Misty Breeze 8 2 2
Misty Moon 6 2 2
Nautical Lane 146 10 4 2
New Quay Retreat 8 4 2
Newport Bay 5 7 2 2
Nunzs Cove 7 4 2
Ocean Colony 14 12 4 3
Ocean Colony 8 10 4 3
Ocean East 1 8 3 2
Ocean Hideaway 110 6 2 2
Ocean Hideaway 405 8 2 2
Ocean Pearl Cottage 6 1 1
Ocean Terrace 209 4 1 1
Octopus's Garden 8 4 3
Off the Record 6 3 2
Old Port Cove 10 4 1 1
Old Wharf 42 4 1 1
One Particular Harbour 10 3 1
One Peace Cottage 8 3 2
Oyster Bay Hideaway 5 2 2
Oyster Lane 103 9 3 2
Oystercatcher 6 2 2
Painted Pony Cottage 6 3 1
Paradise 6 3 2
Parrot Bay Townhouse 27 10 3 2
Parrot Bay Townhouse 28 10 3 2
Parrot Bay Townhouse 30 10 3 2
Pintail Point 102 4 1 1
Plaza 1703 10 2 2
Ponte Vista 410 4 1 1
Pony Paradise 7 3 2
Portside Landing 151A 8 2 2
Pyramid 11J 4 1 1
Raffles 306 4 1 1
Rhythm & Blues 7 3 2
Royal Hawaiian 201 6 2 2
Safe Harbor 6 2 1
Saltwater Cottage 6 3 2
Saltwater Pony 8 3 3
Salty Paws 6 3 2
Salty Sands 208 7 2 2
Salty Sands 306 4 2 2
Sand Dollar 8 4 3
Sand Penny 8 3 2
Sand Trap 202 6 2 2
Sanderling 8 4 2
Sandpiper Dunes 112 6 2 2
Sandpiper Dunes 312 7 2 2
Sandpiper Dunes 406 8 2 2
Sandpiper Dunes 411 10 3 2
Sandy Bottoms 10 4 2
Sea Breeze 6 3 2
Sea Breeze 202 6 3 2
Sea Captain 15 5 4
Sea Glass 6 3 2
Sea Horse 306 8 2 2
Sea Lure 102 6 2 2
Sea Robin 207 7 2 2
Sea Robin 214 6 2 2
Sea Salt 9 3 2
Sea Time 603S 8 3 2
Sea Treasure 6 2 1
Sea Watch 110 8 3 2
Sea Watch 119 8 3 2
Sea Watch 1205 8 3 2
Sea Watch 1214 8 3 2
Sea Watch 1314 8 3 2
Sea Watch 1315 10 3 2
Sea Watch 1516 6 3 2
Sea Watch 1800 10 3 2
Sea Watch 1909 14 4 3
Sea Watch 201 9 3 2
Sea Watch 410 8 3 2
Sea Watch 501 8 3 2
Sea Watch 505 8 3 2
Sea Watch 509 8 3 2
Sea Watch 701 8 3 2
Sea Watch 702 9 3 2
Sea Watch 716 9 3 2
Sea Watch 718 8 3 2
Sea Watch 810 8 3 2
Sea Watch 916 7 3 2
Seabiscuit Surfside 8 4 2
Seahorse Shanty 7 3 2
Seaside Bliss 15 4 4
Seaside Rendezvous 7 3 2
Seaside Serendipity 8 3 2
Seaside Village 4 9 3 3
Serendipity 6 2 2
Serenity Now 6 3 2
Shackeau East 4 1 1
Shell of a Time 6 2 1
Shellfish Time 6 3 2
Shore Beats Work 6 2 2
Shore to Please 10 4 1
Siesta Villa 101N 4 1 1
Siesta Villa 103S 4 1 1
Silver Shores 303 8 2 2
Slack Tide 8 3 2
Smooth Sailing 8 3 2
Somerset at 2nd 401 12 3 3
Somerset at 2nd 202 10 3 3
Starbright Cottage 9 4 2
Starfish Escapes at The Capri 6 2 2
Stone Harbour 104 6 2 2
Stone Harbour 304 10 3 2
Stoney Point 8 4 4
Sugar Shores 6 3 2
Summer Beach 102 6 2 2
Summer Beach 103 6 2 2
Summer Beach 104 6 2 2
Summer Beach 106 8 2 2
Summer Beach 207 6 2 2
Summer Beach 305 6 2 2
Summer Beach 307 6 2 2
Summer Beach 404 6 2 2
Summer Beach 405 7 2 2
Summer Beach 407 8 2 2
Summer Beach 408 10 3 2
Summer Beach 501 6 1 2
Summer Beach 601 6 1 2
Summer Beach 603 6 2 2
Summer Beach 606 8 2 2
Summer Beach 607 6 2 2
Summer Beach 608 9 3 2
Summer Beach 706 6 2 2
Summer Beach 801 5 1 2
Summer Beach 802 6 2 2
Summer Beach 804 6 2 2
Summer Beach 805 8 2 2
Summer Beach 806 8 2 2
Summer Beach 807 6 2 2
Summer Winds A305 6 2 1
Summer Winds D204 6 2 1
Sun Gate 104 9 2 2
Sun Mark 154 4 0 1
Sun Star 1 7 2 1
Sunny Shack 10 3 2
Sunrise Serenade 4 1 1
Sunrise Sonata 4 1 1
Sunset Bay 415 4 2 2
Sunset Bay 514 8 2 2
Sunset Bay 515 6 2 2
Sunset Bay Villa 110 - Hawk's Nest 8 3 2
Sunset Bay Villa 111 8 3 2
Sunset Bay Villa 209 8 3 2
Sunset Bay Villa 216 6 3 2
Sunset Bay Villa 220 - Vista Costiera 8 3 2
Sunset Bay Villa 306 - Our Pleasure 7 3 2
Sunset Bay Villa 307 - Picasso 6 3 2
Sunset Bay Villa 309 - Changes in Latitude 8 3 2
Sunset Bay Villa 310 - Nauti Girl 6 3 2
Sunset Bay Villa 313 - By the Bay 8 3 2
Sunset Bay Villa 319 - Bella Vista 8 3 2
Sunset Beach 208 8 3 2
Sunset Beach 301 10 3 2
Sunset East 202 8 3 2
Surf Crest 101 4 1 1
Tamarindo 1 11 4 3
Teague Time 6 3 2
Teal Cottage 10 3 3
The Baywatch Bungalow 6 3 2
The Beach House on 10th St #5 14 4 3
The Beach House on 10th St #7 12 3 2
The Beach House on 10th St #8 6 1 1
The Beach House on 10th Street 32 8 6
The Beach House on 9th St #1 11 3 2
The Beach House on 9th St #2 11 3 2
The Beach House on 9th St #3 9 2 1
The Beach House on 9th St #4 7 2 1
The Beach House on 9th Street 40 10 6
The Blue Turtle #1 8 2 1
The Blue Turtle #2 9 2 1
The Blue Turtle #3 6 2 1
The Blue Turtle #4 6 2 1
The C-Ray Cottage 4 2 1
The Good Life on Ocean 10 3 2
The Happy Crab 6 3 2
The Hingham House 12 4 3
The Inn at Poplar Corner 10 5 5
The Mane Escape 8 3 2
The Mermaid Lounge 6 2 2
The Pearl at Grand Bay 8 2 2
The Pearl at Marsh Island 4 1 1
The Plantations 6 10 4 4
The Porpoise of Life 6 3 3
The Quay 1201 6 2 2
The Quay 2102 6 2 2
The Quay 2401 6 2 2
The Quay 808 10 3 2
The Robinson Family Beach House 8 3 2
The Rose Cottage 6 3 1
The Salty Crab 8 3 2
The Sweets Spot 8 4 3
The Teague House 6 2 1
Tiburon 2B 6 2 2
Tiburon 5A 6 2 2
To the Lighthouse 7 3 3
Tritons Trumpet C304 8 3 2
Twin Tree 16 4 3
Victorian Cottage 7 3 2
Vineyard Cove 8 3 2
Water's Edge 5 2 2
Waterfront Sunsets 3 1 1
Waterfront Wonder 8 3 2
Westward Ho 410 4 1 1
Westward Ho 510 4 0 1
Whelks on Willow 8 3 2
Whispering Pines 9 3 2
Wight Bay 440 6 2 2
Wight Bay 441 6 2 2
Wight Bay 543 6 2 2
Wight Bay 559 6 2 2
Wind Rose 7 3 1
Windwards Landing South 2E 5 2 2
Wonderview 208 4 2 2
Yellow Bird 7 10 3 3