
Chincoteague Rentals
- From $272 per night (USD)
VRBO
Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming waterman’s cottage with limited water-views. Close to boat tours. Walk or bike into downtown shopping. Watch t ...
From $272 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, W/D, WiFi, Decks LINENS AND TOWELS PROVIDED Waterfront end unit townhou ...
From $272 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Tiki Time- Canalfront w/ Boat Dock & Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great outdoor living awaits at Tiki Time! A private boat dock, Tiki bar, and large screened porch create the perfect set ...
From $356 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Escape to Chincoteague, just 7 mins from wildlife refuge With a boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming towns like Chincoteage offer you the chance to enjoy the stunning views of this two-bedroom apartment. Located ...
From $342 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Black Skimmer by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Black Skimmer - The Best Days are Beach Days..... Black Skimmers are known for their unique grace as they forage in ...
From $429 per night (USD)VRBO
- From $503 per night (USD)
Expedia
Sea Breeze by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Breeze - Life’s at ease with an Ocean Breeze….. Close your eyes and imagine breathing in that salty, sweet air - th ...
From $503 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Assateague Inn 107 by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Assateague Inn 107 in the heart of Chincoteague Island at the The Assteague Inn. The Inn is a long time favor ...
From $214 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Bella's Beach Retreat by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Updates including some new furnishings, new flooring and a new bathroom including new shower with grab bars, and new art ...
From $193 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Assateague Inn 203 by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ahhh, Chincoteague Island—where the salty breeze of the marsh tickles your senses and wild ponies roam free, painting a ...
From $205 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Gorgeous waterfront condo with stunning sunset views by Seaside Vacations
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Bay 307 - Sometimes you just have to go with the Waves….. Welcome to Sunset Bay 307 - Picasso - at fabulous Suns ...
From $277 per night (USD)Expedia
- From $267 per night (USD)
VRBO
The Happy Crab by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Happy Crab - Where dreams are made of Sun and Sand….. There's only one thing more precious than our time, and that ...
From $267 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Assateague Inn 100 by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Assateague Inn in the heart of Chincoteague! The Assateague Inn has been a fan-favorite for Chincoteague ...
From $202 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Bertie Street Cottage by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Life takes us down many paths, but our favorite ones lead to the Beach. Looking for the perfect Island getaway for your ...
From $229 per night (USD)VRBO
- From $212 per night (USD)
Expedia
The Pearl at Marsh Island by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to The Pearl at Marsh Island - leave your troubles at the door, you won't be needing them here! This super charm ...
From $212 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Assateague Inn 110 by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...
From $216 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Sunset Bay 216 by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on th ...
From $316 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Sunset Bay 309 by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Changes in Latitude, Changes in Attitude…. Jimmy Buffet sure does know what he’s talking about, doesn’t he?! Welcome to ...
From $328 per night (USD)VRBO
- From $532 per night (USD)
Expedia
The Neigh-Neigh - Location! Location! Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Named for Chincoteague’s iconic wild ponies, this fully renovated 2BR/2BA vacation home sleeps 8 and is ideal for famili ...
From $532 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Teague Time by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Teague Time has a Brand New Fenced Yard for your Furbaby!** The best things in Life are the people we love, the place ...
From $210 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Catch of the Day by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Memories at the Beach last a lifetime….. Hoping to land the big one this year for your Chincoteague Island Vacation? L ...
From $242 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Channel View Charmer by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Channel View Charmer - Every moment has the potential to be amazing…. **Now Dog Friendly!** Looking for the perfect b ...
From $221 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Island Retreat by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of ...
From $193 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Painted Pony Cottage by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...
From $185 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Saltwater Cottage by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our li ...
From $256 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Sugar Shores by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Shores - Your next Vacation can be both Salty and Sweet! When was the last time you had a Vacation that took your ...
From $273 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Sunny Shack by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Sunny Shack - The Best Days are Beach Days..….. Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This ...
From $391 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Starbright Cottage by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Reach for the Stars on your next Chincoteague Island Vacation….. Welcome to whimsical Starbright Cottage on beautiful C ...
From $287 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Shell of a Time by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
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 w ...
From $219 per night (USD)Expedia
- From $287 per night (USD)
VRBO
The Mane Escape by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We travel not to escape Life, but for Life not to escape us….. When was the last time you slowed down - took time to wa ...
From $287 per night (USD)VRBO
- From $233 per night (USD)
Expedia
The Pearl at Grand Bay by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled ...
From $233 per night (USD)Expedia
- From $258 per night (USD)
VRBO
K and S Paradise by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Life’s a Beach - If you’re not barefoot, you’re overdressed…. When was the last time your Vacation made you happier tha ...
From $258 per night (USD)VRBO
- From $485 per night (USD)
Expedia
PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
4BR/2.5B***(Single Level Home) {1K, 1Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, ...
From $485 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Lost Pearl- 4 BR | Fire Pit | Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable home situated on a quiet street, conveniently located close to town and Memorial Park. A great vacation home ...
From $329 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Eventide by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
“Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...
From $307 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Happy Ours | Pet-Friendly Chincoteague Home w/ Fenced Yard, Firepit & Bikes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Happy Ours, your perfect Chincoteague Island vacation rental for a relaxing and fun-filled beach getaway. Thi ...
From $272 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Driftwood-Fire Pit, Bikes, Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a wonderful location on a quiet street, just a short bike ride to the beach. This charming one-level home features ...
From $261 per night (USD)Expedia
- From $658 per night (USD)
VRBO
Bayview- Waterfront Home with Hot Tub, Fire Pit & Pier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New Luxury Vacation Rental in Prestigious Wildcat Community Escape to a serene waterfront retreat with unobstructed vie ...
From $658 per night (USD)VRBO
- From $264 per night (USD)
Expedia
The Good Life on Ocean by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Ocean stirs the heart, inspires imagination, and brings joy to the soul…. Welcome to The Good Life on Ocean - the p ...
From $264 per night (USD)Expedia
- From $679 per night (USD)
VRBO
Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...
From $679 per night (USD)VRBO
- From $606 per night (USD)
Expedia
Prospect Point- 4BR Waterfront | Screened Porch | Private Pier
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Prime location at the northernmost tip of Chincoteague Island, offering unparalleled views of Chincoteague Bay and the s ...
From $606 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Sunset Bay Villa #210- Waterfront Condo in Town, Pool, Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stylish comfort, stunning sunset views, and a seasonal pool await at this professionally decorated condo. Located on the ...
From $351 per night (USD)VRBO
- From $315 per night (USD)
Expedia
High Tide Hideaway by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Good Vibes happen on the Tides….. Welcome to High Tide Hideaway - Brand New Construction in July 2023! Tucked in the ve ...
From $315 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Duck Harbor at Water's Edge by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When was the last time you had a Vacation that truly took your breath away? Life is so busy - work, school, non-stop com ...
From $275 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Pet Friendly! Unique open concept home in quiet neighborhood with EV charging.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Open concept, cozy, comfortable, modern, family-friendly 3 bedroom home in a quiet neighborhood with amazing gardens is ...
From $233 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Vineyard Cove by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ocean air, salty hair, not a care, take me there…… Life is so busy - our days are filled with one commitment after anot ...
From $354 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Prancing Pony- In Town w/ Fire Pit & Fenced Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, fully updated beach house on historic Main Street, just steps from shops, restaurants, the theatre, and the wa ...
From $273 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Whelk-M-Home- Waterfront w/ Shared Deep Water Dock.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Beautifully furnished and offering stunning water views, Whelk-M-Home is an inviting end-unit townhome with access to a ...
From $339 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Fiddler on the Creek | Waterfront w/ Lighthouse Views, Kayaks & Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the beauty of Chincoteague Island at Fiddler on the Creek, a newly renovated waterfront retreat with stunning ...
From $552 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Twinkle Twinkle Little Tarr- Secluded Coastal Retreat Near East Side
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Looking to get off the beaten path? Want to truly unwind on beautiful Chincoteague Island? This quaint coastal cottage s ...
From $259 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Sunset Bay Villa #202- Waterfront, In Town, Pool & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous, fully updated condo is located directly on the bay, offering stunning waterfront views and a front-row se ...
From $335 per night (USD)Expedia
- From $494 per night (USD)
VRBO
The Blue Heron- Close to Beach. Shared Community Water Access.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious home features an open floor plan, ideal for family gatherings and entertaining. Nestled in the woods yet j ...
From $494 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Carriage House by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Carriage House - Relax, Rejuvenate, and Reconnect…… The best things in Life are the people you love, the places you go, ...
From $415 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Family Oasis Handicap accessible and Dog friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is very close to Historic Main Street, close to shops, restaurants, and local attractions, just minutes away f ...
From $391 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Whispering Pines by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Trees listen to the Breeze; and then rustle its voice so beautifully…. Looking for a getaway that makes you feel a mill ...
From $314 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy cottage. Relax and enjoy! Walk the charming streets of Chincoteague! Walk to restaurants, shops and local activitie ...
From $244 per night (USD)VRBO
- Click For Pricing
Expedia
Moondance- 4BR Waterfront | Private Dock | Screened Porch
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful bayfront home located in the quiet community of Richardson's Landing. Enjoy stunning expansive views from ever ...
Click For PricingExpedia
- From $366 per night (USD)
VRBO
Endless Summer - Spacious 3BR, 2 Bath home w/large yard. Pets allowed.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Total Gem!! Historic Chincoteague Island home totally refurbished for comfortable island living. 3 bedrooms, 2.5 bathro ...
From $366 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Beachgrass Bungalow by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachgrass Bungalow - High Tides and Good Vibes…. The best things in Life are the people we love, the places we’ve been ...
From $225 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enter a world of tranquility at Deep Hole Hideaway! Need a break from the daily grind? We've got you covered! Our chic a ...
From $303 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Windsor House | 3BR Historic Island Retreat, King Suite, Grill + Near Shops & Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Time to hit the road and get ready for a beachy retreat at "Windsor House"! The moment you step inside, you'll be dazzle ...
From $373 per night (USD)Expedia
- From $442 per night (USD)
VRBO
All Done | New 2024 East Side Home w/ Water Views, Porches, Walk Downtown & Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
All Done is located on the popular East Side Road, just minutes from downtown, Maddox Blvd (Beach Road), Memorial Park a ...
From $442 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Blue Crab Bungalow | In-Town Chincoteague Retreat w/ Enclosed Porch, EV Charger & Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to this charming bungalow located in the center of Chincoteague Island! This delightful house offers a cozy and ...
From $274 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Charlie's Cove | Central Chincoteague Home w/ Fenced Yard, Soaking Tub, Den & Pet Friendly Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charlie's Cove is waiting to accommodate you and your guests! Conveniently located on Ridge Road in the middle of Chinco ...
From $299 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Teal Away- Amazing Views, Kayaks, Shared Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Teal Away is thoughtfully equipped and beautifully decorated for your vacation comfort. Relax on the deck or balcony whi ...
From $225 per night (USD)Expedia
- Click For Pricing
VRBO
Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Amenities: C/A, Microwave, W/D, 3 Screened Porches, Charcoal Grill, W/D, WiFi, Smart TV, Pet Friendly, Step back in ti ...
Click For PricingVRBO
- From $238 per night (USD)
Expedia
Lily Pad 2 by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
“Not all who wander are lost…..” Welcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking ...
From $238 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Amistad by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re ...
From $362 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Beechnut Villa- Waterfront with Lighthouse Views, Floating Dock & Deep Water Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Duplex with Stunning Assateague Island & Lighthouse Views Experience breathtaking water views from this char ...
From $291 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Cozy Nest | Water View Retreat w/ Screened Porch, Private Deck Suite & Pet Friendly Comfort for 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Cozy Nest," a charming home available for your next vacation experience, offering an idyllic retreat with st ...
From $309 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Surf & Wind- Fire Pit, Fenced in Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Surf and Wind is ideally situated along a 5K bike and walking path, with nature loops nearby for scenic strolls. This ch ...
From $313 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Misty Sunrise- 2BR | Waterfront | Shared Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully updated unit offers spectacular views of the Assateague Channel, salt marshes, lighthouse, and the famo ...
From $292 per night (USD)VRBO
- From $658 per night (USD)
Expedia
Mermaid Manor- 4BR Waterfront | Private Pier | Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous home is located directly on the Assateague Channel and offers breathtaking views. Enjoy amazing sunrises a ...
From $658 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Salty Pinecone- Waterfront w/ Lighthouse Views & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This fully updated townhome offers breathtaking views of Assateague Island and the iconic Lighthouse. A private pier pro ...
From $364 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the NEW Blufin Bungalows Marina, located directly on the bay in Chincoteague Island, Virginia! Indulge in the ...
From $291 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the NEW Blufin Bungalows Marina, located directly on the bay in Chincoteague Island, Virginia! Indulge in the ...
From $241 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Heron Creek by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Heron Creek - Relax, Rejuvenate, and Reconnect….. Life is busy - schedules, school, meetings, and games - it’s nonstop. ...
From $339 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Crabby Pines | One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover comfortable vacation living in this charming one-level ranch home. "Crabby Pines" offers a cozy retreat with th ...
From $363 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Tranquility | New Build, Sleeps 11, Fire Pit, Cornhole + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 11
Welcome to Tranquility! This show stopper of a home is a brand new construction, featuring 2 bedrooms, 2 bonus rooms and ...
From $501 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Seaside Rendezvous Chincoteague, Seaside Rendezvous Chincoteague
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Seaside Rendezvous on Chincoteague Island Welcome to our 3 Bedroom 2.5 Bath townhome in beautiful, secluded, Silver Sa ...
From $243 per night (USD)VRBO
- From $363 per night (USD)
Expedia
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the quintessential Chincoteague island experience to make lifelong memories? Welcome to COTTAGE BLUEFISH, a ...
From $363 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Small family-friendly two bedroom cottage on Chincoteague Island! In a quiet residential area with a slight view of Lit ...
From $245 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Sunset Breeze by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed….. At the Beach, Life is different - Time doesn’t ...
From $298 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Riptide’s Crossing: A waterfront getaway w/deep water dock and incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
When you need to check off ALL of the boxes, you'll find everything you’re looking for at "Riptide's Retreat". Named ...
From $417 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: 3BR/2B*** {1Q, 1D, 2T, QSS } Amenities: WiFi, Roku TV, Microwave, Dishwasher, Central HVAC,W/D, TV, Deck, G ...
From $363 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Meme’s Landing-4BR Canal Front | Fire Pit | Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great canal-front home in the quiet community of Richardson's Landing. Dock your boat or go crabbing along the private b ...
From $346 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Ms. Kitty's Bayside Bungalow | Fenced Yard, Firepit, Walk to Park, Pet Friendly Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ms Kitty's Bayside Bungalow! A charmingly remodeled home now available for rent on Eastside Drive. This deli ...
From $258 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Tranquil Tides Retreat by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
High Tides and Good Vibes….. Welcome to Tranquil Tides Retreat - a newly renovated and beyond adorable Waterfront Townh ...
From $268 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Central Location~Walk 2 Dining! Beach Pass & Gear!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ask me about seasonal weekly & monthly discounts! Stay comfortably in Chincoteague at this 2-bedroom house, just a short ...
From $315 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Fisherman's Cottage | Cozy Island Retreat, Screened Porch, Walk to Town & Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this fabulous, cozy retreat on Chincoteague Island! The charming one-bedroom, one-bathroom cottage offers the ...
From $268 per night (USD)VRBO
- From $366 per night (USD)
Expedia
2 Mi to Downtown: Tranquil Abode in Chincoteague!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Private Yard | Screened Porch/Game Room | Pets Welcome w/ Fee | WFH Friendly A blissful island escape awaits a ...
From $366 per night (USD)Expedia
- From $286 per night (USD)
VRBO
3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Close to the beach! Enjoy this unique and tranquil 2 bedroom home with occupancy for 6. Pack and play crib is also avail ...
From $286 per night (USD)VRBO
- From $734 per night (USD)
Expedia
Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 18
Nestled away on a serene and private lot in the sought-after Sunnywood neighborhood, this beloved vacation home will mak ...
From $734 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Marsh Madness by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Marsh Madness - Because saltwater is simply good for the soul….. Break away from the daily grind at Marsh Madness - lea ...
From $398 per night (USD)VRBO
- From $891 per night (USD)
VRBO
Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...
From $891 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Cantering Sands- New for 2025 3BR/2Bath home w/patio & Sc Porch.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Rental for 2025. Amenities:3BR/2B***(1B Down2T , 2 bedroom (2Q) up) {2T,2Q} Linens and Towels Provided, screen porch ...
From $297 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your Chincoteague adventure begins at this 2-bedroom townhome. Step inside and be greeted by the gorgeous decor and soot ...
From $328 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Star of the Sea | Renovated Retreat + Sunroom + Deck + Yard + Pet Friendly Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Introducing a charming, newly renovated house, offering a perfect blend of comfort and convenience. This single-family h ...
From $379 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Egret's Walk | Peaceful Marsh & Creek View Cottage North of Town w/ Wildlife Views & Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the charm of coastal living in this delightful 2-bedroom, 1-bath cottage nestled in a serene area north of Chin ...
From $304 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Island Creek Retreat-Pool, Pier, Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully renovated! Enjoy a peaceful retreat on the creek with breathtaking marsh and wetland views. The shared priva ...
From $242 per night (USD)VRBO
- From $584 per night (USD)
VRBO
Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your home away from home at Misty Manor on Piney Island, off of Chincoteague Island. It is the second closest stre ...
From $584 per night (USD)VRBO




































































































