Chincoteague Island Vacation Rentals

Chincoteague Island vacation rental homes on Virginia’s Eastern Shore — Seaside Vacations & Sales

Welcome to beautiful Chincoteague Island! Are you ready for a vacation away from the big city and crowded beach resorts? Search through over 170 Chincoteague Island vacation rentals that offer no high-rises, boardwalks, or traffic jams to interfere with your relaxation. For over 15 years, Seaside Vacations & Sales has offered beautiful house rentals and condo rentals that fit any family size or group gathering, all at the lowest rates on the island.

Seaside Vacations offers a variety of options for your upcoming stay, so you never have to settle. Select from waterfront rentals, rentals with pools, and pet-friendly rentals—because even your furry family members deserve a vacation. We also offer rentals in popular communities like Captain's Cove Golf & Yacht Club, Marsh Island, Piney Island, Pointer Lane, Sunset Bay Villas, and The Assateague Inn.

Come experience the charm and natural beauty of Chincoteague Island, including beloved traditions like the world-famous Pony Swim.


Properties Available 178 properties available
Ava’s Beach Cottage - Relax, Rejuvenate, and Reconnect…..Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Ava’s Beach Cottage, but the word Charming is the first to come to mind. This quintessential Chincoteague Cottage simply oozes it. The perfect blend of Yesteryear and Modern
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Ava's Beach Cottage
House Pet Friendly
$125 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Every Seashell has a story…..And isn’t that what this life is about? Our stories - our Memories - precious times spent with those who matter most. Welcome to The Shell Hunter in the very heart of Chincoteague Island. This adorable Cottage is THE place to make memories, build dreams, and find treasures. Tucked on a super quiet side street, this beau
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The Shell Hunter
House
$125 - $400 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Looking for somewhere truly special to spend your Chincoteague Island Family Vacation this year? Look no further, as special doesn't even begin to describe the tranquility and beauty of waterfront Family Tides. This adorable home is located directly on Lewis Creek's deep water, so by all means, bring the boat, kayaks, jet skis, or water toy of choi
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Family Tides
House
$135 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Chris' Cottage 2!Tucked away in a peaceful setting just a short stroll from the Sea Shell Motel and the beach, Chris’ Cottages offer the perfect blend of comfort, convenience, and classic Eastern Shore charm. This property features three identical cottage-style units, thoughtfully updated and designed for a relaxing coastal getaway. All
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Chris' Cottage 2
Cottage
$89 - $236 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Sky above, Sand below, Peace within….Life is short - and busy - OH, so busy. When was the last time you grabbed those who matter most and left it all behind, even if just for a few days?! If you’ve been longing for a Beach Break, we’ve got the perfect place for you, right here in the very heart of Chincoteague Island! Welcome to The Virginia Lee -
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The Virginia Lee
House
$99 - $345 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Whispering Pines, salty breezes, and chirping Tree Frogs - ahhhh. Can't you just picture yourself here right now? Beach Pines is a delightful Vacation Home located on Piney Island, which the is the closest community to Assateague National Seashore on Chincoteague Island. Wild Ponies, Beach Combing, and one of the most gorgeous beaches in our countr
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Beach Pines
House
$115 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Seas the Moment - Happiness comes in waves….Life moves fast, and is oh, so busy. When was the last time you grabbed those who matter most and made time to just BE together? No meetings - no sports practice - no homework - just time to play, talk, and make amazing memories that will last a lifetime….We invite you to “Seas the Moment” right here on C
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Seas the Moment
House
$400 - $800 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Welcome to Lover's Lane - Live by the Sea, Love by the Moon. This super charming 1 Bedroom/1 Bath Condo will make you feel a million miles away from the real world. Located on Marsh Island, you'll have amazing Views of both Black Narrows Channel, the Causeway, and the Chincoteague Channel. Perfect for a Romantic Getaway, you'll have all the makings
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Lovers Lane
Condominium
$60 - $200 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 2 guests
Ready to have a ‘Shell of a Time’ on your next trip to our Little Island by the Sea?! You will absolutely fall in love with this beautiful Cottage on Chincoteague Island - tucked on a quiet street, but close to everywhere you want to be! Shell of a Time has all that you love about a quintessential Chincoteague Cottage, plus the Modern Amenities you
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Shell of a Time
House
$95 - $225 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Life is good - but Island Life is better!Welcome to The Salty Crab in the very heart of Chincoteague Island! This gorgeous Brand New Home is nestled on Church Street, just a short stroll from our famous Farmers Market and Downtown Historic Main Street’s many Shops and Restaurants. Robert Reed Waterfront Park is also only steps away and home of the
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The Salty Crab
House Pet Friendly
$99 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Bella's Beach Retreat - Assateague Inn 211 -has had some great updates including new Flooring and a totally new bathroom including shower with grab bars, some new furnishings, and new art! Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the Refuge. Once you visit our beautiful Isl
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Bella's Beach Retreat - Assateague Inn 211
Condominium
$45 - $214 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
‘At the Water’s Edge’ - is there anywhere you’d rather be?! Welcome to this absolutely stunning Brand New Luxury Townhome on Marsh Island - just across the Channel from Chincoteague Island. As you take the exit for Marsh Island from the Causeway, you'll feel like you're pulling onto your own private island. With only a handful of homes here, you'l
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At the Waters Edge
Town House
$135 - $500 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests

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Frequently Asked Questions about Chincoteague Island

What is Chincoteague Island known for?

Chincoteague Island is Virginia's only resort island, famous for its wild Chincoteague ponies, the annual Pony Swim, and its gateway access to the Chincoteague National Wildlife Refuge on Assateague Island.

Where is Chincoteague Island located?

Chincoteague Island is located on Virginia's Eastern Shore, easily accessible from major Mid-Atlantic cities. It sits approximately 3.5 hours from Washington D.C., 3 hours from Philadelphia, and 2 hours from Richmond. The island is connected to the mainland by a causeway on Route 175.

When is the best time to visit Chincoteague Island?

Peak season runs from Memorial Day through Labor Day, when warm weather, beach access, and full island activities are available. Spring (March–May) and fall (September–October) offer smaller crowds, lower rental rates, and excellent wildlife viewing. The famous Chincoteague Pony Swim takes place annually on the last Wednesday and Thursday of July — one of the most popular events of the year.

Can I see the wild ponies on Chincoteague Island?

Absolutely — the wild Chincoteague ponies are one of the island's most beloved attractions. They roam freely on Assateague Island within the National Wildlife Refuge, and visitors can spot them along the Wildlife Loop, from boat tours, and during the world-famous Pony Swim each July. The refuge recommends staying at least 40 feet from the ponies at all times.

Is there a fee to access Chincoteague National Wildlife Refuge?

Yes, there is a day use fee to enter the Wildlife Refuge and access the beach at Assateague Island National Seashore.

Are there pet-friendly vacation rentals on Chincoteague Island?

Yes — Seaside Vacations offers a selection of pet-friendly Chincoteague rentals for guests who want to bring their four-legged family members along. Browse our pet-friendly rentals to find the perfect fit for your group.

Is the beach at Assateague Island still open in 2026?

Yes — the recreational beach at Chincoteague National Wildlife Refuge remains open throughout the 2026 season.