Chincoteague House Rentals
Enjoy the open, less-crowded, and beautiful natural surroundings of Chincoteague Island, VA. No vacation is complete without the perfect place to stay. Check out our large selection of Chincoteague Island Home Rentals. Select from waterfront homes, pet-friendly houses, and houses with pool access. Each home is packed with amenities, such as free WiFi, comfy furnishings, and close proximity to all attractions, shopping, and dining on Chincoteague Island.
Browse our selection below and start planning the vacation you and your family deserve! You can also browse all of our Chincoteague Island vacation rentals for more options.
106 properties available
“Travel not to escape Life, but so Life doesn't escape you.” ~ UnknownWelcome to The Feathered Nest - a tranquil retreat in the very heart of Chincoteague Island. This spectacular home is Brand New Construction in 2025, and will absolutely make your jaw drop! Tucked on a super quiet Lane off the beaten path, you’ll feel a million miles away from th
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
Life takes us down many paths, but our favorite ones lead to the Beach. Looking for the perfect Island getaway for your family? Welcome to Bertie Street Cottage - adorable and affordable in the heart of the Island. Located in a peaceful, quiet part of our wonderful Island, you'll enjoy the serenity here after a busy day of exploring Assateague Isla
Live your Life by a compass, not a clock….Work, school, traffic, homework, repeat - right?! It’s time for a break - a Beach Break, that is! Get ready to relax, unwind, and simply….be. Be with those who matter most - giggle, frolic on the Beach, and make memories that will forever be treasured. Breathe - you’re on Island Time now. And boy, do we hav
Life’s a Beach - If you’re not barefoot, you’re overdressed….When was the last time your Vacation made you happier than a Seagull with a french fry? If you’ve been searching for just the right place - or just the right Experience, we should say - boy, do we have the place for you! K and S Paradise is nestled right in the heart of Chincoteague Islan
Give me the Sea and a little Cottage just to be….The first time we saw ‘Crepe Myrtle Cottage’, we felt an inviting warmth pulling us in. Very difficult to describe, it’s the feeling of true Southern Charm, mixed with the appeal of modern amenities and chic decor. To us, it is the absolutely perfect combination of the quintessential Chincoteague Cot
“To travel in the company of those we love is Home in motion.” ~ UnknownWhen was the last time you stepped away from the day to day to just BE together - to laugh, to play, to explore? With no appointments, no baseball practices, and no zoom calls, there’s nothing but time together, and nothing but incredible memories to be made, right here on Chin
Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assateague Channel with breathtaking Views? Or maybe a Dream Home in which everyone has a Master Bedroom with Waterfront Balcony and Private Master Bath? How about a warm and inviting Great Room where you can gather with those who mat
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
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed…..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 til it sets…..And there is no better place to do this than at beautiful Sunset Breeze right here on Chincoteague Island! Sitting W
There’s no place like home ~ except for the Beach, that is!Welcome to Treasure Island on Chincoteague Island, or as we like to call it, “Our Little Island by the Sea”! Treasure Island offers you both - a beautiful home away from home, AND it’s less than 10 minutes from Assateague National Seashore, where our famous Wild Ponies roam free! Assateague
Reach for the Stars on your next Chincoteague Island Vacation…..Welcome to whimsical Starbright Cottage on beautiful Chincoteague Island! This adorable 4 Bedroom home is not only in an amazing mid-Island location, it welcomes your whole family - including your friendly Dog, with NO ADDITIONAL FEE! Starbright Cottage has the allure of a bygone era,
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