
Accomack Area Rentals
- From $354 per night (USD)
VRBO
Timeout | Renovated 2BR Cottage, Screened Porch, Kayak + Bikes, Pet Friendly Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your island getaway! This charming 2-bedroom cottage offers the perfect blend of comfort and coastal living. ...
From $354 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Waterfront Retreat~Private Dock~Fire Pit~Gameroom!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cardinal Cove is available in the summer for full weeks, Saturday to Saturday. If you're looking for an oasis of calm, C ...
From $590 per night (USD)Expedia
- Click For Pricing
VRBO
Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Amenities: New Pet Friendly Rental for 2025 Season. DOGS ONLY, Central HVAC, Internet, Charcoal Grill. Linens and Towel ...
Click For PricingVRBO
- From $259 per night (USD)
Expedia
Walkable Beach Retreat on Chesapeake Bay!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
'Mimosa Cottage' | Portable Hibachi Grill | Beach Gear Provided | Easy Access to Bike/Golf Cart Rentals Soak up the sim ...
From $259 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Sunset Bay Cottage | Bay Views, Victorian Charm, Loft + Fire Pit, Walk to Nature Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience island living at its finest in this beautifully restored Victorian home on North Main Street. This 3 bedroom, ...
From $405 per night (USD)VRBO
- From $313 per night (USD)
Expedia
On Island Time | 3BR Walk to Town • Fire Pit • Quiet St
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Slow down and settle into On Island Time, a thoughtfully updated Waterman’s cottage that captures the true spirit of Chi ...
From $313 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Wonderview #202- Waterfront with Lighthouse & Assateague Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront retreat with lighthouse views, wild ponies, and stunning sunrises. Wake up to sweeping vistas of the water, t ...
From $275 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Gingoteague | 4BR Quiet St Walk to Town & Maddox I Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
6216 Ocean Blvd., Chincoteague Island, VA Welcome to this charming, family-friendly home tucked away on a quiet street, ...
From $409 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Sidewalk's End- Quiet Street, Close to Everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming island cottage ideally located close to downtown shops, restaurants, and the park. This inviting, single-level ...
From $240 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Hummingbird Haven- 3BR Home | Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This great contemporary home offers a bright and cheerful open floor plan and an excellent location—nestled among the pi ...
From $264 per night (USD)Expedia
- From $469 per night (USD)
VRBO
Oyster Catcher- Canalfront with Kayaks & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A wonderful canal-front getaway located in the desirable Oyster Bay community. This home offers effortless access to th ...
From $469 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Saltwater Revival - Stay with Seaside Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Saltwater Revival, your perfect Chincoteague Island getaway! This beautifully appointed townhome offers the i ...
From $280 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Amazing BAY VIEWS at Moon Fish by Seaside Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Moon Fish, a waterfront retreat on South Main Street where sweeping water views and peaceful coastal charm se ...
From $273 per night (USD)VRBO
- From $601 per night (USD)
Expedia
Camp Chesapeake 6 bedroom Private Waterfront - Dock, Hot Tub, Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Camp Chesapeake House, a private 6 bedroom vacation home nestled on 6 acres of waterfront seclusion just 3 hours from DC ...
From $601 per night (USD)Expedia
- From $381 per night (USD)
VRBO
3 Mi to Assateague Beach! Home w/ Furnished Deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
2 Mi to Downtown | Expansive Yard for Pets | Screened Sanctuary Perfect for sun-seeking families and coastal wanderers ...
From $381 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Campfire Bliss at the Beach Eastern Shore Virginia Cottage Getaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Campfire Bliss at the Beach Eastern Shore Cottage Getaway Relax and unwind at our charming 2 bedroom, 1.5 bathroom co ...
From $359 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Grandpa's Cottage | Cute, clean and cozy studio apartment!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute, clean, and chic — this cozy one-bedroom, one-bathroom studio apartment has everything you need for easy island liv ...
From $255 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Sunrise View | Waterfront, Kayaks, Gorgeous Sunrises!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Island Living at Its Finest — Where Sunrises Steal the Show** Welcome to the most breathtaking views Chincoteague Isl ...
From $595 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Morning Song | 4BR Waterfront • Pier • Screened Porch
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to Morning Song, a peaceful 4-bedroom, 3-bath waterfront retreat on beautiful Chincoteague Island, Virginia. Perf ...
From $536 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Cozy 2-bedroom house in Chincoteague
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your home away from home in Chincoteague with 2 bedrooms. This lovely house features a queen bed and a twin bed, perfect ...
From $325 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Hilda Jane's- Charming Historic Island Home, Close to kayak/boat launch & waterfront park.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
7189 Tarr Lane, Chincoteague Island, VA Step into coastal history with this charming 2-bedroom, 2-bath vacation home tu ...
From $221 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Captain's Quarters-Close to town, Screened Porch, Outdoor Shower
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Welcome to your perfect island getaway in Chincoteague! ??? This charming 3-bedroom + kids sleep loft, 2 full bath hom ...
From $263 per night (USD)Expedia
- From $660 per night (USD)
VRBO
Sialang- Private Waterfront Pier, Hot Tub, Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Address: 5108 Wildcat Lane, Chincoteague Island, VA Situated on the Chincoteague Bay, this fabulous home offers marvelo ...
From $660 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Crabby Baker | Waterfront w/ Direct Lighthouse View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to a waterfront townhome retreat that delivers island living with a front-row view of the lighthouse and sunrise ...
From $396 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Teal Lighthouse | Affordable Island Charm Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your next island escape — "Teal Lighthouse"! This lovingly decorated two-bedroom, two-and-a-half-bathroom tow ...
From $287 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Sunny Side Up by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Meet Sunny Side Up - your bright and breezy Chincoteague Escape where every day starts on the sunny side! Tucked on Bunt ...
From $280 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Bayview by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bayview - Time wasted at the Beach is Time well spent...... Looking for the perfect Eastern Shore Vacation Destination? ...
From $360 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coast ...
From $165 per night (USD)Expedia
- From $797 per night (USD)
VRBO
Salty Oyster | Waterfront living at it
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the crown jewel of Chincoteague Island vacationing! This completely renovated five-bedroom, six-bathroom home ...
From $797 per night (USD)VRBO
- From $419 per night (USD)
Expedia
Chamallow by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Step into Chamallow, a cozy beach retreat as soft and sweet as its name, which is French for marshmallow! Inspired by th ...
From $419 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Bradford House by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Bradford House - proof that great things can indeed come in small packages! Y’all, a stay at Bradford House ...
From $231 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Brand new built 2025 double porch house views over Chincoteague Channel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in a quiet location in Chincoteague, this delightful 2 story offers 3 cozy bedrooms - 2 queen beds, 1 bunk bed w ...
From $400 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Rachel's Retreat- 3BR, 2 Bath Waterfront condo pool -Linens & Towels Provided
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: 3 TV's ( 2 are SmartTV's), 2 DVD player, Linens and Towels Provided. No Smoking. No pets. Description : Lov ...
From $381 per night (USD)VRBO
- From $278 per night (USD)
Expedia
The Shell Hunter by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Every Seashell has a story….. And isn’t that what this life is about? Our stories - our Memories - precious times spent ...
From $278 per night (USD)Expedia
- From $433 per night (USD)
VRBO
THIS MUST BE THE PLACE! Captain Beebe's waterfront condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Chincoteague adventure begins at this newly updated 3-bedroom waterfront condo, located close to everything the isl ...
From $433 per night (USD)VRBO
- From $660 per night (USD)
Expedia
Luxury Waterfront Private Dock Bay Views Near Chincoteague Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 18
Welcome to Casa Del Sol — a brand-new 2024 luxury canalfront retreat in Captain’s Cove Golf & Yacht Club on Virginia’s b ...
From $660 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Eastside Escape | Updated 4BR Chincoteague Home on Church St Near Downtown Shops
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Discover the perfect blend of comfort, convenience, and coastal charm at 'Eastside Escape', a beautifully updated vacati ...
From $440 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Cozy cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This memorable cottage is the perfect home base for your trip to Chincoteague. Guests will find a charming space featuri ...
From $129 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Pony Dreams | New Island Home, Fully Stocked Kitchen, Crab Shack Gazebo, Boat Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect Chincoteague Island retreat! This brand-new three bedroom, two bathroom house offers the ideal b ...
From $360 per night (USD)VRBO
- From $809 per night (USD)
Expedia
Shipwrecked-In-town, pool, firepit, bonus cottage.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Shipwrecked (formerly Captain Morgan House) is a spacious, eclectic island home offering plenty of room for everyone to ...
From $809 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Only 5 minutes to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Chris' Cottage 1! Tucked away in a peaceful setting just a short stroll from the Sea Shell Motel and the bea ...
From $296 per night (USD)VRBO
- From $512 per night (USD)
Expedia
Lavinder House by Seaside Vacations & Sales!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Step into Lavinder House, a charming Victorian waterfront retreat on North Main Street in the heart of Chincoteague Isla ...
From $512 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Jay's Retreat: Waterfront Dock, Kayaks, Bikes, EV Charger, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
JAY'S RETREAT — CHINCOTEAGUE WATERFRONT ESCAPE Welcome to Jay's Retreat, a waterfront gem tucked along the peaceful sho ...
From $182 per night (USD)VRBO
- From $871 per night (USD)
Expedia
Sunrise Bay-Waterfront with Kayaks & Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
5347 Sunrise Shore Drive Welcome to Sunrise Bay, a wonderful waterfront retreat nestled in Chincoteague’s peaceful Oyst ...
From $871 per night (USD)Expedia
- From $203 per night (USD)
VRBO
The 1930 - Short Stays on Market
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The 1930 — A Tribute to the Year It All Began Step into The 1930, a beautifully curated space inspired by the year the ...
From $203 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Making Memories on Mumford by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Give me the Sea, and a little Cottage just to be….. Welcome to ‘Making Memories on Mumford’ - an adorable new addition ...
From $312 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Great Amenities + Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Looking for a different kind of Beach Vacation? Dad likes to golf, Mom and the kids want the beach, and you don't want t ...
From $337 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Incredible Screened Porch - Stay with Seaside Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Step back to a simpler time at The Dolphin House, a classic Chincoteague Island cottage designed for making family memor ...
From $285 per night (USD)Expedia
- From $241 per night (USD)
VRBO
The Social - Short Stays on Market
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Social — Modern Style with a Government-Era Twist Once home to a Social Services office, this apartment now reimagin ...
From $241 per night (USD)VRBO
- From $230 per night (USD)
Expedia
The Glick - Short Stays on Market
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Glick — A Nod to Vintage Department Store Charm Paying tribute to the former Glick & Sons Department Store, this ap ...
From $230 per night (USD)Expedia
- From $238 per night (USD)
VRBO
The Harbour - Short Stays on Market
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Harbour — Coastal Flair Above It All Located above Coldwell Banker Harbour Realty, The Harbour embraces the relaxed, ...
From $238 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Tranquil Tides by the shores of Chincoteague
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
At this Chincoteague rental wake up and enjoy your cup of coffee overlooking the sights of Assateague Island from your s ...
From $169 per night (USD)Expedia
- From $383 per night (USD)
VRBO
Pines on Finney Creek | Peaceful waterfront oasis!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Wake up to birdsong, spend the afternoon paddling around, and wrap up the evening watching the sky light up over Finney ...
From $383 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Gorgeous Bay Views - No Egrets by Seaside Vacations!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to No Egrets, a charming two-bedroom townhome on beautiful Chincoteague Island where the only regret you'll have ...
From $254 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Sunrise/Sunset | Affordable townhome close to Park & Carnival!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for an island home that won't drain your savings? This two-bedroom, two-and-a-half-bathroom townhouse delivers c ...
From $299 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Discover Onancock... \"a little slice of nowhere else.\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Little Cottage on the Creek - circa 1950 - quaint cottage in Historic Downtown Onancock. Whether you are looking for a ...
From $217 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Pony Tales | Near Assateague & Wildlife Refuge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Chincoteague getaway! This beautifully updated beach duplex comfortably sleeps 6 guests and comb ...
From $392 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Pond Front - Tons of Wildlife!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bird of Paradise, a spacious and relaxing retreat nestled in the desirable Oyster Bay community on Chincoteag ...
From $382 per night (USD)Expedia
- From $724 per night (USD)
VRBO
Coral Cove- Canalfront with & Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Coral Cove - Waterfront Retreat on the Canal in Oyster Bay Wake up to sunrise views & relax on the screened porch at Cor ...
From $724 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Lovely 3-bedroom cottage with AC in charming Saxis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom cottage in Saxis. The space features two full beds and three twin bed, perfect for ...
From $201 per night (USD)Expedia
- From $502 per night (USD)
VRBO
Sanderling - Spacious 4BR home with fenced in back yard & dog friendly.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Special: Book any remaining week in Prime Season for $ 2002 per week / $ 285 per night 7 night minimum4BR/2BA Amenities: ...
From $502 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Sunset Bay Villa 320 by Seaside Vacations and Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A Seagull’s Perch - Sunset Bay 320 - where salt in the air brings peace to the soul…. Ahhh, Sunset Bay Villa ...
From $351 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Surf & Turf | 3BR Island Getaway, Two Living Rooms, Near Veterans Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your new coastal retreat on charming Chincoteague Island! This delightful three-bedroom, two-bathroom home of ...
From $353 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Pond Paradise awaits you!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the beauty of Eastern Shore in Greenbackville from this 4-bedroom house. During your stay - Guests will find tw ...
From $280 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Coquina Cottage - close to town - wifi - Linens and Towels are provided
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Linens and Towels Provided, Screen Porch, Fenced Yard, Fire pit, washer/dryer, WIFI, TV, No Pets, No smoking ...
From $337 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Bay Haven | Modern contemporary w/ pools, fitness center, golf & more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ever dreamed of a home where water views greet you from literally every room? This contemporary three-bedroom, two-and-a ...
From $472 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Historic Victorian Home–3 King Bedrooms w/55\"4KTVs, Full Kitchen, Screened ...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Charming 1883 Victorian Home – 3 King Bedrooms in the Heart of Onancock Step back in time while enjoying every modern c ...
From $567 per night (USD)VRBO
- From $271 per night (USD)
VRBO
Serenity Manor 1BR Private Historic Home First Flr - Holiday Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private First Floor of a Charming 1883 Victorian – Onancock, VA Step back in time while enjoying every modern convenien ...
From $271 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Pretty Byrd Cottage- A Victorian Bayfront Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Imagine getting away from it all by crossing a foot bridge to a private island with a Victorian cottage on your own priv ...
From $383 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Coastal Retreat - EV Charger - Near Marina & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this family-friendly retreat in Captain's Cove! Relax on the private deck, recharge with the on-site EV charge ...
From $218 per night (USD)VRBO
- 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 $319 per night (USD)
Expedia
Hidden Gem with community pool & more by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Life is a collection of Moments…. Longing for a new Experience - a different kind of Beach Getaway? Let us introduce yo ...
From $319 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Waterfront! Light House views…
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located on the deep waters of the Assateague Channel with a view of the Assateague Lighthouse. This two bedroom, one bat ...
From $224 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Serene Bayfront Cottage on Private Beach - Waterfront Beach House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
June - Aug Weekly rental only Sun-Sun Your private retreat awaits..... Whether you are looking for a romantic getaway ...
From $255 per night (USD)VRBO
- From $847 per night (USD)
VRBO
Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Waters Edge Vacation Rental is on Chincoteague Island, Virginia across from Assateague Island in a private community (Oy ...
From $847 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Sweet cottage with outdoor shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our cozy cottage had been completely renovated with washer, dryer, all new stainless steel appliances, new wood floors, ...
From $314 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Cozy Country Home in the Heart of the Eastern Shore
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Need a quiet, uncrowded, remote place to get away? What better way to experience the Eastern Shore than buy staying in a ...
From $403 per night (USD)VRBO
- From $166 per night (USD)
VRBO
\"A Gem By The Sea\" for your family. (New Housekeeping Service)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
(New Housekeeping Service 2025) 3 bedroom, 2 newly remodeled full bathroom mobile with our large screened in porch with ...
From $166 per night (USD)VRBO
- From $517 per night (USD)
VRBO
Waterfront Respite: Spend time on one of the Bay’s quiet creeks.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Large colonial home on a working farm with authentic furnishings and decor, sleeps 10. There are five bedrooms and two ...
From $517 per night (USD)VRBO
- From $379 per night (USD)
VRBO
Unique round house on canal with water views near Chincoteague with elevator
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This newly renovated unique round home features a spacious open floor plan with spectacular water views from every room. ...
From $379 per night (USD)VRBO
- From $483 per night (USD)
VRBO
STUNNING WATERFRONT VIEWS!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind at one of the most beautiful waterfront townhomes overlooking the Chincoteague Channel. With the living ...
From $483 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Great Waterview location on Chincoteague Island overlooking the Assateague Channel, the lighthouse and the marsh where ...
From $447 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Spacious home centrally located in the quaint waterfront town of Onancock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Parsonage on King, built in 1836, serves as the perfect place to base yourself for any visit to the Eastern Shore! ...
From $334 per night (USD)VRBO
- From $858 per night (USD)
VRBO
Waterfront Paradise Located on Virginia's Beautiful Eastern Shore (boat slip)
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Gorgeous waterfront property directly overlooking expansive Cedar Creek, (off of Onancock Creek largest of the Chesapea ...
From $858 per night (USD)VRBO
- From $246 per night (USD)
VRBO
PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pet Friendly, Community Pool, Screened Porch/Patio, Grilling Deck & Fishing Dock: --Creek-side, comfortably-decorated du ...
From $246 per night (USD)VRBO
- From $304 per night (USD)
VRBO
QUIET, pet-friendly nature retreat with HOT TUB & without getting BIT!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy all the Eastern shore of Virginia has to offer! Welcome to Messongo Lodge! Listen to the owls & woodpeckers whil ...
From $304 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Discover Your Perfect Getaway on the Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our serene 3-bedroom, 2-bathroom retreat, designed to comfortably accommodate up to 8 guests. Nestled on the s ...
From $315 per night (USD)VRBO
- From $669 per night (USD)
VRBO
Sunset Views on the Chincoteague Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our family has loved staying on Chincoteague Island for years, and we are excited to be able to share our favorite desti ...
From $669 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Waterfront Unit on Assateague Channel View with Floating Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfe ...
From $290 per night (USD)VRBO
- From $745 per night (USD)
VRBO
Stately Home on Chincoteague Island - Professionally Sanitized
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE ...
From $745 per night (USD)VRBO
- From $807 per night (USD)
VRBO
Elegant Waterfront Residence, Magnificent Sunsets, Close to Town Ctr, Elevator
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Moorings North is an unique architecturally designed five bedroom home in the heart of Chincoteague Island, VA. The hous ...
From $807 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Historic Whealton House with full access to Waterside Inn facilites
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming condo with water view front deck and back deck with table and chairs. Fully equipped kitchen including microwav ...
From $250 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Waterfront 5 star: North End of Island. Private property borders Pony pasture!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Baywatch House is a super clean waterfront home ideally located in a quiet and isolated location, perfect for a Chincote ...
From $512 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Property is located in a very private location, nestled between Assateague Chanel and Oyster Bay. In the private co ...
From $249 per night (USD)Expedia
- From $336 per night (USD)
VRBO
SANDPIPER HOUSE: A Modern Mid-Century Retreat on Piney Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nature Immersion Near Assateague Enjoy the best of Chincoteague and Assateague from our modern, comfortable home on Pin ...
From $336 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Secluded Home near Chincoteague Island with VB&BB
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
***Private Sand Volleyball and Basketball courts were added this year*** Green Woods is a newly renovated 4 bedroom, two ...
From $279 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Sandy Gem- 2BR Waterfront | Pier | Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Chincoteague Waterman's Cottage perfectly blends historic character with modern comforts, making it an ideal re ...
From $275 per night (USD)VRBO
- From $356 per night (USD)
Expedia
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)Expedia
- 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 $226 per night (USD)
Expedia
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
New Rental ! More Photos and information coming soon. Cozy pet friendly cottage, with 2 bedroom and 1 bath. Each bedroom ...
From $226 per night (USD)Expedia




































































































