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 180 properties available
**Teague Time has a Brand New Fenced Yard for your Furbaby!**The best things in Life are the people we love, the places we've been, and the Memories we've made along the way. Welcome to Teague Time on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with those who matter most. This beyond-adorable Vacation Cotta
Hot HOT 14
Teague Time
Teague Time 2
Teague Time 3
Prev
Next
Teague Time
House Pet Friendly
$85 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Blue Heron - A Breathtaking Eastern Shore Vacation Experience!The most treasured heirlooms are the sweet memories of Family......Blue Heron is located in Eagle's Sound Estates, only 10 minutes from wonderful Chincoteague Island, Home of the Famous Wild Ponies and Misty of Chincoteague, yet you will feel as if you are in your own private Paradise. T
Hot HOT 24
Blue Heron
Blue Heron 2
Blue Heron 3
Prev
Next
Blue Heron
House
$175 - $325 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
High Tides and Good Vibes…..Welcome to Tranquil Tides Retreat - a newly renovated and beyond adorable Waterfront Townhome located on Marsh Island, directly across the Channel from Chincoteague Island. Perfect for a small family or a couples getaway, you can take that beach break you’ve been longing for - without breaking the bank! And, Tranquil Tid
Hot HOT 16
Tranquil Tides Retreat
Tranquil Tides Retreat 2
Tranquil Tides Retreat 3
Prev
Next
Tranquil Tides Retreat
Town House Pet Friendly
$125 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 4 guests
At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. We live by the currents, plan by the tides, and follow the sun. When is the last time you can say you had a day like this? Now is the time - grab the kids and the dogs, that’s right - Seahorse Shanty is Dog friendly! Up to 2 well-trained dogs are welcom
Hot HOT 11
Seahorse Shanty
Seahorse Shanty 2
Seahorse Shanty 3
Prev
Next
Seahorse Shanty
House Pet Friendly
$175 - $580 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Life is good, but Island Life is better!Looking for a Beach Break that will take your breath away, yet not break the bank? Welcome to No Problem on peaceful and serene Marsh Island! This Newly Renovated Townhome in Captain’s Quarters Townhomes has it all, and is just a stone’s throw from our beautiful Little Island by the Sea!As you take the exit f
Hot HOT 22
No Problem
No Problem 2
No Problem 3
Prev
Next
No Problem
Town House
$89 - $282 / per night
Bedrooms 2 bedrooms
Bathrooms 1 bath
Guests 6 guests
Welcome to Bradford House - proof that great things can indeed come in small packages! Y’all, a stay at Bradford House feels like a stay with old friends. There’s a warmth and coziness about it that hits you as soon as you walk in - it just feels like home. Tucked in a great location on School Street, you’ll feel a million miles away from the real
Hot HOT 27
Bradford House
Bradford House 2
Bradford House 3
Prev
Next
Bradford House
House
$99 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 1 bath
Guests 6 guests
Sea Glass - All you need is Sunshine and Saltwater....Much like finding sea glass as you stroll on the Beach, it’s the little things in life that often make the biggest difference. Time with family - a lazy day on the beach, catching crabs off the Dock, telling stories around a campfire - these are the little things that amazing Vacation Memories a
Hot HOT 15
Sea Glass
Sea Glass 2
Sea Glass 3
Prev
Next
Sea Glass
House
$275 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to The Assateague Inn in the heart of Chincoteague! The Assateague Inn has been a fan-favorite for Chincoteague Lovers for years. Located less than 5 minutes from Assateague National Seashore, and allowing short stays all year long, it’s the perfect Vacation getaway for singles, couples, or small families. Assateague Inn 100-2R is actually
Hot HOT 28
Assateague Inn 100-2R
Assateague Inn 100-2R 2
Assateague Inn 100-2R 3
Prev
Next
Assateague Inn 100-2R
Condominium
$45 - $218 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
The tans may fade, but the Memories will last forever….Today’s world is so busy - meetings, soccer games, work, school, and repeat. When was the last time you grabbed those who matter most, and escaped the daily grind, just to BE together? Gaze at the water, take in the salty, sweet sea breeze - laugh, play, and tell stories - make precious Memorie
Hot HOT 15
Shimmering Shores
Shimmering Shores 2
Shimmering Shores 3
Prev
Next
Shimmering Shores
House
$325 - $675 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
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 Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course
Hot HOT 10
Assateague Inn 205-S
Assateague Inn 205-S 2
Assateague Inn 205-S 3
Prev
Next
Assateague Inn 205-S
Condominium
$45 - $195 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Ocean air, salty hair, not a care, take me there……Life is so busy - our days are filled with one commitment after another. Isn’t it time for a Beach Break - time to reconnect and rejuvenate with those who matter most? If you can make the time, we have the perfect Vacation Destination for you at Vineyard Cove on Chincoteague Island….Vineyard Cove si
Hot HOT 6
Vineyard Cove
Vineyard Cove 2
Vineyard Cove 3
Prev
Next
Vineyard Cove
House
$175 - $525 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
“Time has a wonderful way of showing us what really matters…..” ~ UnknownTime flies, as they say - you blink and the kids are off to college. This is why it’s so important to make time to just BE together now - to break away from the day to day and play together, laugh together, make unbelievable memories that will last a lifetime. Welcome to Cedar
Hot HOT 11
Cedar Haven
Cedar Haven 2
Cedar Haven 3
Prev
Next
Cedar Haven
House
$99 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree

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.

Copyright © 2026 • Seaside Vacations & Sales

All Rights Reserved.