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
Peace. Love. Beach.Have you been yearning for a break from the hectic day to day? An affordable getaway that will bring those together who matter most - and without breaking the bank? We’ve got you covered - take a look at One Peace Cottage on beautiful Chincoteague Island - where our Wild Ponies roam free, and there’s not a high-rise building to b
Hot HOT 7
One Peace Cottage
House
$85 - $225 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Black Skimmers are known for their unique grace as they forage in flight - the same can be said for this one-of-a-kind Vacation Home on Chincoteague Island. There's nothing quite like this beautiful Home that combines the Modern Amenities you want and need, with Historic Touches of yesteryear that only a Home born in the 1940's can offer. Located i
Hot HOT 10
Black Skimmer
House Pet Friendly
$175 - $700 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Looking for the Modern Amenities you need, but still want the Character and Charm of a true Chincoteague Island Historic Home? Look no further than lovely Waterfront Angel's View - a heavenly home located on Main Street directly across from the Chincoteague Bay that offers you amenities, charm, water access and more! And new for 2021, Angel's View
Great Bay Views Great Bay Views
Great Bay Views
Angels View
House
$90 - $285 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Life’s at ease with an Ocean Breeze……You know that feeling you get when you step onto the Beach for the first time each Summer? That first deep breath - the saltiness of the Sea, the scent of Coppertone, the sound of the Gulls - this is life at Barefoot Breeze on Chincoteague Island. It’s not just a Vacation Rental, it’s a Destination, an Experienc
Hot HOT 22
Barefoot Breeze
House
$150 - $500 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe Ocean Pearl Cottage, but the words comfy, cozy, and charming come to mind. This quintessential Chincoteague Cottage is just a short stroll from Main Street Restaurants, Shops, and Robert Reed Waterfront Park - home to THE most ama
Hot HOT 31
Ocean Pearl Cottage
House Pet Friendly
$95 - $250 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 6 guests
We travel not to escape Life, but for Life not to escape us…..When was the last time you slowed down - took time to watch the birds dance over the water, or just listen to the breeze rustle the trees? Life is crazy - we know! We’re rushing to work, the kids are rushing to school - and the family pup just wants to tag along for all of it. What you n
Hot HOT 13
The Mane Escape
House Pet Friendly
$125 - $400 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 20
Shackeau East
Cottage
$105 - $325 / per night
Bedrooms 1 bedroom
Bathrooms 1 bath
Guests 4 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
House
$175 - $300 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 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 20
Happy Pines
House
$125 - $335 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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 13
Teague Time
House Pet Friendly
$85 - $350 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Fabulous Updates for 2022!!"We cannot control the wind, but we can direct the sail" - Life is busy. It gets more and more difficult to find that cherished time with family and friends. This is the sole purpose of Smooth Sailing on Chincoteague Island. It is a retreat. A destination. A place to rejuvenate and reconnect with those who matter the most
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Smooth Sailing
House
$135 - $475 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
New Expanded Deck and Boardwalk for 2021!You know that favorite song that just stays with you - the one you long to hear again and again? This is the feeling you will get while staying at Rhythm and Blues on beautiful Chincoteague Island. Tucked away on the East Side, this Charming Chalet will steal your heart. Located only steps from the Public Bo
Hot HOT 12
Rhythm & Blues
House
$105 - $325 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests

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