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  • Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
    From $453 per night (USD)

    VRBO

    Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Every room of this island cottage has been updated and furnished with fresh fixtures, furniture and decor in a relaxed, ...

    From $453 per night (USD)

    VRBO

    Details
  • This breathtaking New Home is located close to everywhere you want to be.
    From $323 per night (USD)

    Expedia

    This breathtaking New Home is located close to everywhere you want to be.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beach Blessing - May your blessings be countless, like grains of sand..... Welcome to Beach Blessing - a Brand New Ch ...

    From $323 per night (USD)

    Expedia

    Details
  • Casa Del Canal is a fabulous Waterfront Vacation Home only minutes from Chincote
    From $286 per night (USD)

    VRBO

    Casa Del Canal is a fabulous Waterfront Vacation Home only minutes from Chincote

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Casa Del Canal - Captivating. Canalfront. Calling your name..... Looking for the perfect Eastern Shore Vacation Destina ...

    From $286 per night (USD)

    VRBO

    Details
  • La Dolce Vita - Waterfront; Boat dock!
    From $712 per night (USD)

    Expedia

    La Dolce Vita - Waterfront; Boat dock!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    La Dolce Vita = The Sweet Life! Enjoy breathtaking waterfront views and spectacular sunsets from every room in this comf ...

    From $712 per night (USD)

    Expedia

    Details
  • Beach Bungalow - Pet friendly cottage w\/ Amazing views!
    From $395 per night (USD)

    VRBO

    Beach Bungalow - Pet friendly cottage w\/ Amazing views!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    This fabulous "Beach Bungalow" is waiting for you! Tucked away on the marshlands overlooking Oyster Bay and the East Sid ...

    From $395 per night (USD)

    VRBO

    Details
  • Make fabulous Vacation Memories at Family Tides Vacation Rental on Chincoteague
    From $387 per night (USD)

    Expedia

    Make fabulous Vacation Memories at Family Tides Vacation Rental on Chincoteague

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Family Tides - The tans may fade, but the memories last forever! Looking for somewhere truly special to spend your Ch ...

    From $387 per night (USD)

    Expedia

    Details
  • Charming  Cottage - Ultimate Relaxation Destination
    From $204 per night (USD)

    VRBO

    Charming Cottage - Ultimate Relaxation Destination

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    I enjoyed Sea Glass Cottage as a vacation rental SO much.... I bought it! You can still enjoy all it's charms and conve ...

    From $204 per night (USD)

    VRBO

    Details
  • Castlebar - Luxury waterfront home w\/ Private dock!
    From $688 per night (USD)

    Expedia

    Castlebar - Luxury waterfront home w\/ Private dock!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Luxury waterfront home in Salt Marsh Landing - an upscale residential community on the northern tip of Chincoteague Isla ...

    From $688 per night (USD)

    Expedia

    Details
  • Beach Pines is a fabulous 3 Bedroom\/2 Bath Vacation Home on Chincoteague Island.
    From $281 per night (USD)

    VRBO

    Beach Pines is a fabulous 3 Bedroom\/2 Bath Vacation Home on Chincoteague Island.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Beach Pines (formerly Escape Hatch) - Time for Rest, Relaxation, and Rejuvenation! Whispering Pines, salty ...

    From $281 per night (USD)

    VRBO

    Details
  • 'Chincoteague Charm' Escape w\/ Bikes & Yard Games!
    From $440 per night (USD)

    Expedia

    'Chincoteague Charm' Escape w\/ Bikes & Yard Games!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Aptly dubbed ‘Chincoteague Charm,’ this unique 4-bed, 2.5-bath vacation rental features a distinct Victorian-farmhouse s ...

    From $440 per night (USD)

    Expedia

    Details
  • To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom\/3 Full Bath Va
    From $383 per night (USD)

    VRBO

    To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom\/3 Full Bath Va

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    If you have ever been to Chincoteague Island, you already know what an incredibly special place it is. Those who visit o ...

    From $383 per night (USD)

    VRBO

    Details
  • Waterfront Living at its finest on Chincoteague Island!
    From $366 per night (USD)

    Expedia

    Waterfront Living at its finest on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the whol ...

    From $366 per night (USD)

    Expedia

    Details
  • Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!
    From $230 per night (USD)

    VRBO

    Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lily Pad on beautiful Chincoteague Island is the perfect place to make your Vacation Dreams come true. This adorable and ...

    From $230 per night (USD)

    VRBO

    Details
  • Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
    From $234 per night (USD)

    Expedia

    Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy the family friendly community of East Point, near the town of Onancock, VA. Please feel free to use our two singl ...

    From $234 per night (USD)

    Expedia

    Details
  • Blue Diamond - Water Access - Townhouse - Pool, No Linens provided
    From $171 per night (USD)

    VRBO

    Blue Diamond - Water Access - Townhouse - Pool, No Linens provided

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central AC, Microwave, W/D, Dishwasher, TV, DVD, WiFi, Charcoal Grill, Balcony, Community Dock, Community Poo ...

    From $171 per night (USD)

    VRBO

    Details
  • Blue Skies - SFH - Close to Town - Pet Friendly - NO LINENS PROVIDED
    From $169 per night (USD)

    Expedia

    Blue Skies - SFH - Close to Town - Pet Friendly - NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Amenities: Central A/C, Microwave, 2 TV's with Nextflix (no cable), DVD Player, W/D, Dishwasher, WiFi, Outside Shower, K ...

    From $169 per night (USD)

    Expedia

    Details
  • Shady Grove - Water views, Fireplace!
    From $391 per night (USD)

    VRBO

    Shady Grove - Water views, Fireplace!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Come and relax at this fabulous beach home that is tucked away on the quiet northern end of Chincoteague Island! Aptly n ...

    From $391 per night (USD)

    VRBO

    Details
  • 2 bedroom townhouse in central location on Chincoteague Island
    From $330 per night (USD)

    Expedia

    2 bedroom townhouse in central location on Chincoteague Island

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located beach townhouse. Pet-friendly with a bi ...

    From $330 per night (USD)

    Expedia

    Details
  • Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
    From $336 per night (USD)

    VRBO

    Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Summary: Creekside Retreat is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small g ...

    From $336 per night (USD)

    VRBO

    Details
  • A lovely 4 Bedroom\/2 Bath Vacation Home in a quiet location on Chincoteague Isla
    From $367 per night (USD)

    Expedia

    A lovely 4 Bedroom\/2 Bath Vacation Home in a quiet location on Chincoteague Isla

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Albion - Set sail for the Chincoteague Vacation of your dreams! Welcome to Albion and the best Chincoteague Island Va ...

    From $367 per night (USD)

    Expedia

    Details
  • Slack Tide is a wonderful 3 Bedroom\/2 Bath Pet-Friendly Vacation Home on Chincot
    From $423 per night (USD)

    VRBO

    Slack Tide is a wonderful 3 Bedroom\/2 Bath Pet-Friendly Vacation Home on Chincot

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Slack Tide - You're on Island Time now...... SUNDAY CHECK-IN DURING PEAK SEASON Pet Fee is $100 per Dog - anything mor ...

    From $423 per night (USD)

    VRBO

    Details
  • Stunning and Spacious Island Oasis Located in Historic Downtown Chincoteague
    From $2495 per night (USD)

    Expedia

    Stunning and Spacious Island Oasis Located in Historic Downtown Chincoteague

    Bedrooms:
    10
    Bathrooms:
    9
    Sleeps:
    40

    The Saltwater Sanctuary is a stately oasis located on Historic Main Street in the heart of Downtown Chincoteague Island. ...

    From $2495 per night (USD)

    Expedia

    Details
  • Victorian Cottage is an amazing Chincoteague Island Vacation Home that will take
    From $273 per night (USD)

    VRBO

    Victorian Cottage is an amazing Chincoteague Island Vacation Home that will take

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Victorian Cottage - An Elegant & Whimsical Vacation Destination! So, you'd like to be only minutes from the Beach, ...

    From $273 per night (USD)

    VRBO

    Details
  • Wildcat Haven - Waterfront; Phenomenal views!
    From $802 per night (USD)

    Expedia

    Wildcat Haven - Waterfront; Phenomenal views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Only for the discerning traveler, 'Wildcat Haven' is the newest in luxury vacation accommodations on Chincoteague Island ...

    From $802 per night (USD)

    Expedia

    Details
  • The Sea Horse - Pet friendly; Fenced yard!
    From $394 per night (USD)

    VRBO

    The Sea Horse - Pet friendly; Fenced yard!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    We are pleased to offer 'The Sea Horse'! This fabulous home features a spacious, open floor plan with room for the whole ...

    From $394 per night (USD)

    VRBO

    Details
  • At the Sea - Renovated home  In Town , Chef Kitchen H20 filtration. No Linens
    From $285 per night (USD)

    Expedia

    At the Sea - Renovated home In Town , Chef Kitchen H20 filtration. No Linens

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: Central A/C, Cable, 2 Smart TV's, WiFi, W/D, Microwave, Dishwasher, Outside Shower, Grill, Beach chairs, cool ...

    From $285 per night (USD)

    Expedia

    Details
  • Villa Annick - 3BR Waterfront home with dock. NO LINENS PROVIDED
    From $255 per night (USD)

    VRBO

    Villa Annick - 3BR Waterfront home with dock. NO LINENS PROVIDED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Amenities: Central AC, Microwave, W/D, Smart TV with Disney and Netflix, DVD, WiFi, Outside Shower, Deck, Dock, Charcoa ...

    From $255 per night (USD)

    VRBO

    Details
  • Ariel`s Grotto is a gorgeous 3 Bedroom\/2.5 Bath Vacation Rentals on incredible C
    From $289 per night (USD)

    Expedia

    Ariel`s Grotto is a gorgeous 3 Bedroom\/2.5 Bath Vacation Rentals on incredible C

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Ariel's Grotto - A True Beauty at the Beach The welcome mat is out at spectacular Ariel's Grotto - only minutes from ...

    From $289 per night (USD)

    Expedia

    Details
  • Les Bon Temps is a beautiful 3 Bedroom\/2 Bath home on Chincoteague Island.
    From $295 per night (USD)

    VRBO

    Les Bon Temps is a beautiful 3 Bedroom\/2 Bath home on Chincoteague Island.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Les Bon Temps - Good Times & Beach Vibes.... "Les Bon Temps" loosely translates to "Let the good times roll" - can yo ...

    From $295 per night (USD)

    VRBO

    Details
  • Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst
    From $385 per night (USD)

    Expedia

    Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Smooth Sailing - Work like a Captain, but Play like a Pirate.... "We cannot control the wind, but we can direct the s ...

    From $385 per night (USD)

    Expedia

    Details
  • Rhythm and Blues, a beautiful 3 Bedroom\/2 Bath home located in the heart of our
    From $266 per night (USD)

    VRBO

    Rhythm and Blues, a beautiful 3 Bedroom\/2 Bath home located in the heart of our

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Rhythm and Blues - The Ocean's Roar is Music to the Soul..... You know that favorite song that just stays with you ...

    From $266 per night (USD)

    VRBO

    Details
  • Utter East - great home with large screened porch and firepit next to the pond
    From $491 per night (USD)

    Expedia

    Utter East - great home with large screened porch and firepit next to the pond

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    We're pleased to offer you 'Utter East'! Tucked off of a quiet side street in the middle of the island, this home featur ...

    From $491 per night (USD)

    Expedia

    Details
  • Heron's Cove on Salt Meadow - Pet friendly, waterfront home!
    From $550 per night (USD)

    VRBO

    Heron's Cove on Salt Meadow - Pet friendly, waterfront home!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with a ...

    From $550 per night (USD)

    VRBO

    Details
  • Osprey - Pet friendly, Fireplace!
    From $373 per night (USD)

    Expedia

    Osprey - Pet friendly, Fireplace!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and y ...

    From $373 per night (USD)

    Expedia

    Details
  • Pony View - Pet friendly; Waterfront w\/ boat slip!
    From $375 per night (USD)

    VRBO

    Pony View - Pet friendly; Waterfront w\/ boat slip!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy your cup of coffee as the sun peeks over the salt marshes of Assateague Island. You can often see a herd of our fa ...

    From $375 per night (USD)

    VRBO

    Details
  • Seas the Day - Water views, Shared pool!
    From $384 per night (USD)

    Expedia

    Seas the Day - Water views, Shared pool!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    You will LOVE the quiet duplex community where this home is situated. Bright, open floor plan, with adjoining screened a ...

    From $384 per night (USD)

    Expedia

    Details
  • An Unfettered View - Beautiful ranch w\/ boat dock!
    From $447 per night (USD)

    VRBO

    An Unfettered View - Beautiful ranch w\/ boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the ...

    From $447 per night (USD)

    VRBO

    Details
  • High Tide - Shared water access; Screened porches!
    From $378 per night (USD)

    Expedia

    High Tide - Shared water access; Screened porches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    We're pleased to be able to offer 'High Tide' as one of our most popular vacation rental selections! The true epitome of ...

    From $378 per night (USD)

    Expedia

    Details
  • Cedar Cove - Waterfront home w\/ Fire pit!
    From $410 per night (USD)

    VRBO

    Cedar Cove - Waterfront home w\/ Fire pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Tranquility meets you at every turn at Cedar Cove, a custom-built waterfront home nestled amongst the pines in the Oyste ...

    From $410 per night (USD)

    VRBO

    Details
  • Shell Cottage - Pet friendly, Hot tub, Fenced yard!
    From $390 per night (USD)

    Expedia

    Shell Cottage - Pet friendly, Hot tub, Fenced yard!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Come and enjoy a delightful vacation at "Shell Cottage"! Located on the popular East Side of Chincoteague Island, you'll ...

    From $390 per night (USD)

    Expedia

    Details
  • Serenity at Oyster Bay, Water access; Firepit!
    From $417 per night (USD)

    VRBO

    Serenity at Oyster Bay, Water access; Firepit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-d ...

    From $417 per night (USD)

    VRBO

    Details
  • Coral Cove - fun waterfront home with floating dock and amazing patios
    From $448 per night (USD)

    Expedia

    Coral Cove - fun waterfront home with floating dock and amazing patios

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    We are beyond excited to be able to offer you "Coral Cove" for your next Chincoteague Island vacation - we just KNOW you ...

    From $448 per night (USD)

    Expedia

    Details
  • Sundance - In town; Screened porch!
    From $420 per night (USD)

    VRBO

    Sundance - In town; Screened porch!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Light, bright and airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities incl ...

    From $420 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 312 - Waterfront; Boat slip!
    From $391 per night (USD)

    Expedia

    Sunset Bay Villa 312 - Waterfront; Boat slip!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Villa 312 is a beautiful 3 bedroom villa featuring a master bedroom suite with luxury bath, gourmet kitchen with center ...

    From $391 per night (USD)

    Expedia

    Details
  • Chincoteague Townhome w\/ Pony Views from Deck!
    From $214 per night (USD)

    VRBO

    Chincoteague Townhome w\/ Pony Views from Deck!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Walkable Location | Furnished Deck Let your worries float away in the bay as you relax at this 2-bedroom, 1.5-bath vac ...

    From $214 per night (USD)

    VRBO

    Details
  • Wildcat Retreat - Waterfront; Phenomenal Views!
    From $754 per night (USD)

    Expedia

    Wildcat Retreat - Waterfront; Phenomenal Views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Only for the discerning traveler, 'Wildcat Retreat' is the newest in luxury vacation accommodations on Chincoteague Isla ...

    From $754 per night (USD)

    Expedia

    Details
  • Sea La Vie - Duplex, Shared pool!
    From $322 per night (USD)

    VRBO

    Sea La Vie - Duplex, Shared pool!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Aptly named, "Sea la Vie" means "Sea Life" or Life at the Beach. This beautifully upgraded three bed, two and a half bat ...

    From $322 per night (USD)

    VRBO

    Details
  • Charlie's Bayside Retreat - Pet friendly, In town!
    From $382 per night (USD)

    Expedia

    Charlie's Bayside Retreat - Pet friendly, In town!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This is it! Are you looking for your perfect vacation getaway spot? Look no further. 'Charlie's Bayside Retreat' is ever ...

    From $382 per night (USD)

    Expedia

    Details
  • Belle of the Bay - Beautiful Custom Waterfront Home!
    From $425 per night (USD)

    VRBO

    Belle of the Bay - Beautiful Custom Waterfront Home!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Truly the "Belle of the Bay", this beautiful custom waterfront home is tucked away at the very tip of one of Chincoteagu ...

    From $425 per night (USD)

    VRBO

    Details
  • Stella del Mare - Charming home w\/ relaxing porch!
    From $398 per night (USD)

    Expedia

    Stella del Mare - Charming home w\/ relaxing porch!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Stella del Mare - or "Star of the Sea" in Italian - is about as charming as it gets. Located on South Main Street, this ...

    From $398 per night (USD)

    Expedia

    Details
  • Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!
    From $353 per night (USD)

    VRBO

    Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    “Live in the Sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo Emerson When was the last time you had a Vac ...

    From $353 per night (USD)

    VRBO

    Details
  • Sand Penny - Take in lovely Bay Views from this Chincoteague Island Duplex!
    From $369 per night (USD)

    Expedia

    Sand Penny - Take in lovely Bay Views from this Chincoteague Island Duplex!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Time spent at the Beach is never wasted….. What is it they say about finding a penny? It brings you good luck - good mo ...

    From $369 per night (USD)

    Expedia

    Details
  • Turn of the Creek - 2BR home, W\/F, Water Access home  deck & dock.NO LINENS
    From $208 per night (USD)

    VRBO

    Turn of the Creek - 2BR home, W\/F, Water Access home deck & dock.NO LINENS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central A/C, W/D, Microwave, Dishwasher, Cable, WiFi, Grill, Outside Shower, Sun Deck, Dock, Gas Fireplace. ...

    From $208 per night (USD)

    VRBO

    Details
  • Calypso is a breathtaking Waterfront Vacation Home in Captain`s Cove.
    From $364 per night (USD)

    Expedia

    Calypso is a breathtaking Waterfront Vacation Home in Captain`s Cove.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Calypso - Dance to the Song of the Sea..... You know that feeling you get while relaxing on the beach and listening t ...

    From $364 per night (USD)

    Expedia

    Details
  • Sunset Bay Villa 118 - Waterfront, Deep-water boat slip!
    From $457 per night (USD)

    VRBO

    Sunset Bay Villa 118 - Waterfront, Deep-water boat slip!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Come and sit a spell. Grab a cocktail and watch your worries sail away as you enjoy the cozy private outdoor seating are ...

    From $457 per night (USD)

    VRBO

    Details
  • The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit
    From $266 per night (USD)

    Expedia

    The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Porter's Barn, where luxury meets seclusion on the water's edge... There is a fanciful quality to this secluded propert ...

    From $266 per night (USD)

    Expedia

    Details
  • Saltwater - Pet friendly, Waterfront!
    From $423 per night (USD)

    VRBO

    Saltwater - Pet friendly, Waterfront!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to 'Saltwater', formerly known as 'Logan's Sunset.' A lovely 2 story waterfront townhouse on Chincoteague Bay wi ...

    From $423 per night (USD)

    VRBO

    Details
  • Grey Heron - Pet friendly; Waterfront home w\/ Boat dock!
    From $582 per night (USD)

    Expedia

    Grey Heron - Pet friendly; Waterfront home w\/ Boat dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Majestic views await you from every room at Grey Heron, a charming raised contemporary located on North Main Street. Enj ...

    From $582 per night (USD)

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    Details
  • Southern Dream - Water views; Screened porch!
    From $306 per night (USD)

    VRBO

    Southern Dream - Water views; Screened porch!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with ...

    From $306 per night (USD)

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    Details
  • Sea Oats - Water front w\/ Boat dock!
    From $521 per night (USD)

    Expedia

    Sea Oats - Water front w\/ Boat dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A destination unto itself, Sea Oats offers wide open spaces, beautiful waterfront and views of Oyster Bay and plenty of ...

    From $521 per night (USD)

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    Details
  • Hidden Treasure - Waterfront home w\/ Boat dock!
    From $544 per night (USD)

    VRBO

    Hidden Treasure - Waterfront home w\/ Boat dock!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    "X" marks the spot here at Hidden Treasure. Nestled in a cove along the shoreline of the island's most exclusive neighbo ...

    From $544 per night (USD)

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    Details
  • Sunset Bay Villa 212 - Pet friendly; Waterfront!
    From $431 per night (USD)

    Expedia

    Sunset Bay Villa 212 - Pet friendly; Waterfront!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cozy and luxurious, three bed, two bath waterfront villa with private balcony. Beautiful kitchen space overlooks the bri ...

    From $431 per night (USD)

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    Details
  • Daisey Cottage - Pet friendly w\/ Fenced yard!
    From $270 per night (USD)

    VRBO

    Daisey Cottage - Pet friendly w\/ Fenced yard!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Come visit Chincoteague Island and stay in this adorable coastal cottage with your family. Lovingly remodeled and update ...

    From $270 per night (USD)

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    Details
  • Donovan's Reef - Pet friendly, In Town!
    From $406 per night (USD)

    Expedia

    Donovan's Reef - Pet friendly, In Town!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charming Chincoteague coastal cottage doesn't even begin to describe this place, but it's a start. Cheery, bright, and c ...

    From $406 per night (USD)

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    Details
  • Sunset Bay Villa 116 - Waterfront; Shared pool!
    From $473 per night (USD)

    VRBO

    Sunset Bay Villa 116 - Waterfront; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A beautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy ...

    From $473 per night (USD)

    VRBO

    Details
  • Channel Lookout - Water views & public dock!
    From $251 per night (USD)

    Expedia

    Channel Lookout - Water views & public dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This property has a location that is rich with amenities. Situated right next to Memorial Park, you can sit on the deck ...

    From $251 per night (USD)

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    Details
  • Blue Pointe Bayside - Cozy, Waterfront home!
    From $627 per night (USD)

    VRBO

    Blue Pointe Bayside - Cozy, Waterfront home!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Spectacular waterfront home on the end of a cul-de-sac! Bright, airy and immaculate! Four decks, including one off of th ...

    From $627 per night (USD)

    VRBO

    Details
  • Trembling Bay - Waterfront; Private pier!
    From $526 per night (USD)

    Expedia

    Trembling Bay - Waterfront; Private pier!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautifully renovated 3 bedroom, 2 bath Chincoteague cottage is nestled along the salt marshes in a natural setting ...

    From $526 per night (USD)

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  • Sun Rayes - Pet friendly; Waterfront w\/ Boat dock!
    From $1366 per night (USD)

    VRBO

    Sun Rayes - Pet friendly; Waterfront w\/ Boat dock!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    We welcome "Sun Rayes"! What does this fabulous home have to offer? The question is: what doesn't it offer?! With 4 bedr ...

    From $1366 per night (USD)

    VRBO

    Details
  • Waterman's Daughter - Pet friendly; Water access!
    From $334 per night (USD)

    Expedia

    Waterman's Daughter - Pet friendly; Water access!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    We are excited to introduce Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive ...

    From $334 per night (USD)

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    Details
  • Charming Painter Home w\/ Chesapeake Bay Views
    From $173 per night (USD)

    VRBO

    Charming Painter Home w\/ Chesapeake Bay Views

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    5

    Rejuvenate with an extended getaway at this vacation rental in Painter, VA! Situated on the Chesapeake Bay with views of ...

    From $173 per night (USD)

    VRBO

    Details
  • A 'Teague of Our Own - Pet friendly & In town!
    From $290 per night (USD)

    Expedia

    A 'Teague of Our Own - Pet friendly & In town!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to A 'Teague of Our Own! This in-town home is an easy walk or bike to downtown or Maddox Blvd. Nicely decorated ...

    From $290 per night (USD)

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    Details
  • Lavinder House - Waterfront; North Main!
    From $690 per night (USD)

    VRBO

    Lavinder House - Waterfront; North Main!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian-style home steeped in tradition. Fr ...

    From $690 per night (USD)

    VRBO

    Details
  • Gone Coastal - Pet friendly w\/ Screened porch!
    From $266 per night (USD)

    Expedia

    Gone Coastal - Pet friendly w\/ Screened porch!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy the cool breezes coming off the Chincoteague Channel while relaxing on the porch at Gone Coastal! Nestled in a gro ...

    From $266 per night (USD)

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    Details
  • The Hideaway Cottage
    From $129 per night (USD)

    VRBO

    The Hideaway Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    If your looking for a place to sleep, shower and relax after a long day of fishing, boating or hanging out at the beach ...

    From $129 per night (USD)

    VRBO

    Details
  • Cabin at Holdens Creek on Eastern Shore of VA
    From $143 per night (USD)

    Expedia

    Cabin at Holdens Creek on Eastern Shore of VA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Quaint cabin located on Holdens Creek Farm in Temperanceville VA. Built on our farm in 2005. Located less than 30 minut ...

    From $143 per night (USD)

    Expedia

    Details
  • Octopus's Garden - Gorgeous Waterfront in Captain's Cove!
    From $374 per night (USD)

    VRBO

    Octopus's Garden - Gorgeous Waterfront in Captain's Cove!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Octopus’s Garden - “I’d like to be under the Sea ~ in an Octopus’s Garden in the shade!” When was the last time your Va ...

    From $374 per night (USD)

    VRBO

    Details
  • Beautiful Sunsets Over The Chincoteague Bay* Panoramic Water Views* Private Dock
    From $473 per night (USD)

    Expedia

    Beautiful Sunsets Over The Chincoteague Bay* Panoramic Water Views* Private Dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Enjoy Sunday to Sunday weekly summer season rentals in this dynamic 3 level house which boasts panoramic water views fro ...

    From $473 per night (USD)

    Expedia

    Details
  • Park Place-LOCATION! LOCATION! Waterview
    Click For Pricing

    VRBO

    Park Place-LOCATION! LOCATION! Waterview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fantastic one-of-a-kind home overlooking Memorial Park and across to Assateague Channel. Close to all of the activities, ...

    Click For Pricing

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    Details
  • Sea Glass Retreat - Pet friendly, Shared pools!
    From $371 per night (USD)

    Expedia

    Sea Glass Retreat - Pet friendly, Shared pools!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the beautiful, BRAND NEW 'Sea Glass Retreat'! Located in the ever-popular Captain's Cove community on a quiet ...

    From $371 per night (USD)

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    Details
  • Beautiful Bayfront with Sanctuary Private Beach
    From $293 per night (USD)

    VRBO

    Beautiful Bayfront with Sanctuary Private Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Seaside Sanctuary Cottage welcomes you to your own private hideaway home with 3-bedroom, 2-full bathrooms. Scenic, styl ...

    From $293 per night (USD)

    VRBO

    Details
  • Safe Harbor on Chincoteague Island!
    From $297 per night (USD)

    Expedia

    Safe Harbor on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable ...

    From $297 per night (USD)

    Expedia

    Details
  • Off the Record - Spectacular Bayfront and Pet Friendly!
    From $431 per night (USD)

    VRBO

    Off the Record - Spectacular Bayfront and Pet Friendly!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    ‘Off the Record’, we have to tell you - you are in for quite a treat! Ready for a Vacation that will take your breath a ...

    From $431 per night (USD)

    VRBO

    Details
  • Cottage on Cleveland- Adorable Cottage Walking Distance to Downtown
    From $325 per night (USD)

    Expedia

    Cottage on Cleveland- Adorable Cottage Walking Distance to Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Cottage on Cleveland is a cute & cozy updated cottage located in the heart of Chincoteague Island. Close to downtown res ...

    From $325 per night (USD)

    Expedia

    Details
  • Sand Dollar - 5 min from the Beach!
    From $464 per night (USD)

    VRBO

    Sand Dollar - 5 min from the Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Sand Dollars wash upon the shore like smiles from the Sea….. The things we treasure most in this life aren’t ‘things’ a ...

    From $464 per night (USD)

    VRBO

    Details
  • Assateague Inn 107 on Chincoteague!
    From $223 per night (USD)

    Expedia

    Assateague Inn 107 on Chincoteague!

    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 $223 per night (USD)

    Expedia

    Details
  • Beach Bargain near Assateague National Seashore!
    From $203 per night (USD)

    VRBO

    Beach Bargain near Assateague National Seashore!

    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 $203 per night (USD)

    VRBO

    Details
  • 5 minutes to Assateague National Seashore!
    From $213 per night (USD)

    Expedia

    5 minutes to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $213 per night (USD)

    Expedia

    Details
  • A Beach Bargain in Chincoteague!
    From $213 per night (USD)

    VRBO

    A Beach Bargain in Chincoteague!

    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 $213 per night (USD)

    VRBO

    Details
  • Sunset Bay 307 - Gorgeous Bay Views and Pool!
    From $437 per night (USD)

    Expedia

    Sunset Bay 307 - Gorgeous Bay Views and Pool!

    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 $437 per night (USD)

    Expedia

    Details
  • The Happy Crab - Waterfront on Chincoteague Island!
    From $377 per night (USD)

    VRBO

    The Happy Crab - Waterfront on Chincoteague Island!

    Bedrooms:
    3
    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 $377 per night (USD)

    VRBO

    Details
  • Only 5 min from Assateague National Seashore!
    From $204 per night (USD)

    Expedia

    Only 5 min from Assateague National Seashore!

    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 $204 per night (USD)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $203 per night (USD)

    VRBO

    Only 5 min. from the Beach!

    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 $203 per night (USD)

    VRBO

    Details
  • Only 5 minutes to Assateague National Seashore!
    From $201 per night (USD)

    Expedia

    Only 5 minutes to Assateague National Seashore!

    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 $201 per night (USD)

    Expedia

    Details
  • Waterfront on Marsh Island!
    From $173 per night (USD)

    VRBO

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Lover's Lane - Live by the Sea, Love by the Moon. This super charming 1 Bedroom/1 Bath Condo will make you fe ...

    From $173 per night (USD)

    VRBO

    Details
  • Close to Assateague National Seashore!
    From $197 per night (USD)

    Expedia

    Close to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $197 per night (USD)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $191 per night (USD)

    VRBO

    Only 5 min. from the Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stunning Updates! Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wan ...

    From $191 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $208 per night (USD)

    Expedia

    Only 5 min. from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Assateague Inn 106 is newly renovated with New Flooring, Cabinets, Renovated Bathroom, and Fresh Paint - it's gorgeous! ...

    From $208 per night (USD)

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    Details
  • Casa Playa - Only 25 min. to Chincoteague!
    From $187 per night (USD)

    VRBO

    Casa Playa - Only 25 min. to Chincoteague!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Casa Playa - Peace, Love, and Sandy Feet…… Life is busy - too busy at times, it seems. When was the last time you grabb ...

    From $187 per night (USD)

    VRBO

    Details
  • Waterfront on Marsh Island!
    From $222 per night (USD)

    Expedia

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    2
    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 $222 per night (USD)

    Expedia

    Details