Chincoteague House Rentals

Chincoteague Island Home Rentals

Take the vacation you and your family deserve! Enjoy the open, less-crowded, and beautiful surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out the large selection of Chincoteague Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access.

A Chincoteague House Rental provides more than just a cozy place to rest your head. Each home is packed with amenities, such as FREE WiFi, furnishing, close proximity to all attractions, shopping, and dining on Chincoteague.

Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Rentals here.


Properties Available 107 properties available
Sea Breeze - Life’s at ease with an Ocean Breeze…..Close your eyes and imagine breathing in that salty, sweet air - the sound of the Gulls, the Watermen harvesting Oysters - you’re beginning to relax, and you’re not even here yet! This is a feeling deep in your soul - this is Sea Breeze…..Located on Marsh Island, you'll have amazing Views of both B
Hot HOT 13
Sea Breeze
House
$275 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Just give me the Sea, and a little Cottage just to be…..One of Chincoteague’s most beloved Vacation Homes, Shackeau East, is now part of our Seaside Vacations’ Family! Resting by the water’s edge in ever-popular Piney Island, this adorable Cottage has quite the following! Piney Island is the closest community to Assateague National Seashore, where
Hot HOT 22
Shackeau East
Cottage
$105 - $325 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 guests
Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallops Point’ in Captain’s Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 3 Bedroom Waterfront Dream Home has something for everyone in the family. Located at the water’s edge o
Hot HOT 33
Gallops Point
House Pet Friendly
$160 - $625 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
**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 11
Teague Time
House Pet Friendly
$85 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Casa Playa - Peace, Love, and Sandy Feet……Life is busy - too busy at times, it seems. When was the last time you grabbed those who matter most and just broke away from the daily grind? We’ve had quite a bit of “togetherness” this year, but isn’t it time for “experiences” together once again?! This is what Casa Playa is all about - kicking back, tak
Hot HOT 33
Casa Playa
House
$100 - $275 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Happy Pines has some great updates for 2024 including New Floors throughout and updated Bathrooms!As you turn onto Pine Creek Drive, you will feel the hustle and bustle of the busy world melt away. Happy Pines is located near the end of this quiet street, nestled in a Pine Grove, and surrounded by beautiful trees and Beach Grasses. This lovely 3 Be
Hot HOT 12
Happy Pines
House
$125 - $335 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
The best things in life are the people you love, the places you go, and the memories you make along the way…..Welcome to Misty Moon on beautiful Chincoteague Island - or as we like to call it, our Little Island by the Sea. Y’all, just wait until you see this adorable home, which has been lovingly restored and gorgeously decorated! Tucked back on a
Hot HOT 20
Misty Moon
House
$99 - $275 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Sanderling - Life is better with your feet in the sand…..If you’ve been looking for the perfect homebase for your Chincoteague Vacation, we’ve got you covered! Welcome to Sanderling - a large 4 Bedroom family-friendly home tucked on quiet Teal Lane, and only 5 minutes from the Beach! Assateague National Seashore is one of the most visited beaches i
Hot HOT 283
Sanderling
House Pet Friendly
$125 - $350 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Please note - All Decked Out has a Strict Occupancy of 8 at ALL times in the home and on the grounds, and this is enforced. At the Beach, life is different. Time doesn't move hour to hour, but mood to moment. 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? Well, now is the t
Hot HOT 9
All Decked Out
House
$400 - $900 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Carriage House - Relax, Rejuvenate, and Reconnect……The best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog (2 max) is welcome wit
Hot HOT 21
Carriage House
House Pet Friendly
$195 - $500 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Bliss by the Bay - If you’re wearing flip flops, you’re overdressed!There’s nothing like the smell of salt in the air and a warm breeze through your hair - and that’s just what you’ll find at Bliss by the Bay in beautiful Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly
Hot HOT 14
Bliss by the Bay
House
$125 - $375 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Good Vibes happen on the Tides…..Welcome to High Tide Hideaway - Brand New Construction in July 2023! Tucked in the very heart of our Little Island by the Sea on Church Street, you’re close to everywhere you want to be. Downtown Main Street Shops and Restaurants are just a short stroll away, as is our famous Farmers Market! You’ll love wandering do
Hot HOT 16
High Tide Hideaway
House Pet Friendly
$150 - $395 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests

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